N,N′-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide

OtherSolid

OtherSolid

the electric stirrer, reflux condenser and a thermometer in four of the reaction bottle, adding m-phthaloyl chloride 20.3g, 2, 2, 6, 6-tetramethyl-4-PIPERIDYLAMINES 36g, solvent 60g, catalyst 1.5g, a reflux condensing tube, thermometer, the agitator is started, the temperature is increased to 110 °C time, start timing, the reaction time is 4.5-10h, after the reaction, under strong stirring, slowly into the reactant in aqueous solution of alkali, to remove the unreacted m-phthaloyl chloride, then return water, lowering the temperature to 15-20 °C to crystallization, filtration can get light stabilizer N, N, -bis-(2, 2, 6, 6-tetramethyl-4-piperidinyl) isophthalamide, light stabilizer N, N, -bis-(2, 2, 6, 6-tetramethyl-4-piperidinyl) isophthalamide the yield reaches 97.38percent, melting point is 270-275°C.In a 4-necked 2 I flask with stirrer, dropping funnel, thermometer and pH electrode 150.5 [G] of 2, 2, 6, 6-Tetramethylpiperidin-4-yl-amine (98.7 percent; 0.95 mole) and 85.2 [G] of 50percent [NAOH] solution (1.07 mole) are added to a mixture of 470.0 [G] of isopropanol and 260.0 g of demin. water. Under stirring 102.1 [G] of molten isophthalic acid chloride (99.4 percent; 0.50 mole) are added. The temperature of the reaction mixture is held at [30°C] during dosage of IPC by cooling with an ice bath. The reaction mixture is stirred for another 1 hour under the same conditions (temperature/pH-control). A white suspension is being formed during this reaction phase. The reaction mixture is transferred to a 3 l laboratory autoclave with stirrer and internal thermometer and the mixture is heated to a temperature of [TI] [100°C.] The resulting pressure of the system is about 1.5 bar and the solid is being dissolved completely. Two liquid phases are being formed: - Lower aqueous phase containing salts and aqueous [NAOH] and some isopropanole - Upper organic phase containing desired product solved in isopropanole ; The lower phase is removed under pressure and 950.0 [G] of demin. water is added to the reaction mixture. The mixture is further heated up to TI = [130° C] and a corresponding system pressure of about PI = 3.3 bar until all of the solid has completely dissolved. The suspension is allowed to cool down to ambient temperature TI [ 30°C.] The resulting white suspension is passed through a filter aggregate with metal screen and the reaction product is washed with 715.0 [G] of demin. water to remove chloride and other impurities. The reaction product is heated in a vacuum drying oven until constancy of weight. The yield of reaction product of general formula [(I)] with Ri = methyl, and R2 = H is 200.0 g or 95.3 percent of theoretical value (yield based on minor component TAD).Preparation of 91.2 g of isophthaloyl chloride (99.0percent; 0.45 mol 1) of solid particles, 159.5 g of 2, 2, 6, 6-tetramethylpiperidin-4-ylamine (98.0percent; 1.0 mol) 81.6 g of 50percent Na0H solution (1.02 mol), and 142.8 g of chloroform. A solution of 2, 2, 6, 6-tetramethylpiperidin-4-ylamine, Chloroform in a stirrer, A dropping funnel and a thermometer in a 2-liter flask, At 30 ° C temperature, Stirring while gradually adding NaOH solution and isophthaloyl chloride, Maintaining said temperature and agitation conditions, Add time to control in 60 minutes, The reaction mixture was heated to reflux temperature, Distillation recovery solvent, Distillation of the solvent in the process to add the appropriate amount of water, Used to disperse the product, After completion of the reflux, the mixture was cooled to room temperature, The objective of the nylon multifunctional stabilizer product was isolated.In a 4-necked 2 I flask with stirrer, dropping funnel, thermometer and pH electrode 161.2 g of 2, 2, 6, 6-Tetramethylpiperidin-4-yl-amine (98.7 percent; 1.02 mole) and 93.8 [G] crushed ice are cooled to a temperature of [7°C.] Under stirring 102.1 [G] of molten isophthalic acid chloride (99.4 percent; 0.50 mole) are added. The temperature of the reaction mixture is held below 10°C during dosage of IPC. After addition of IPC the sticky mass is diluted with 450.0 g of demin. water and 133. [3 G] of 30 percent NaOH (1.00 mole) is added. During addition of [NAOH] 300.0 g of demin. water is added to dilute the reaction mass. After 3 h of stirring at [25°C] the sticky suspension is filtered on a laboratory suction filter and washed until the pH reaches a value of 10 (in total 2400 g of demin. water are needed). The filter cake again is suspended in 600.0 g of demin. water, stirred for 30 min and again is isolated on a laboratory suction filter and washed with 700.0 [G] of demin. water. The reaction product is heated in a vacuum drying oven until constancy of weight. The yield of reaction product of general formula [(I)] with [R, ] = methyl, and R2 = H is 184.8 [G] or 83.6 percent based on IPC. TABLE [1] Main Results of Examples 1 (Novel Process) and Comparison (Old Process): Amount (TAD) g/batch 150. 5 161. 2 Yield of (I) g; percent 200.0 ; 95.3 184.8 ; 83.6 Filtrate 1 amount (g) 524. 0 438. 6 COD mg/l 12000 45000 TAD filtrate 1 (g) none 0. 5 Waste Water 1 amount (g) 328. 5 2363 COD mg/l 5200 5000 TAD in waste water 1 (g) none 0.03 Filtrate 2 amount (g) none 690 COD mg/l none 1900 TAD filtrate 2 (g) none 0. 002 Waste Water 2 amount (g) none 2800 COD mg/l none 1300 TAD in waste water 2 (g) none none * TAD : 2, 2, 6, [6-TETRAMETHYL PIPE RIDI N-4-YL-AM I NE] ** COD : Chemical oxygen demand: oxygen equ. needed for oxidation of organic load in waste water As can be seen in table 1, the amount of TAD/batch needed for reaction in is significantly lower than in Nevertheless, the isolated yield of reaction product of formula [(I)] is about 12 percent higher than in The amount of waste water needed as well as the amount of residual TAD in waste water is much lower in comparison to as can be seen in table 1. Therefore the novel inventive process not only means a progress in respect to the advantageous reaction conditions in example 1, but also in respect to the waste water consumption and load being produced.A reaction flask is charged with 0.95 mol (150.5 g) of 4-amino-2, 2, 6, 6-tetramethylpiperidine and 1.07 mol (85.2 g) of 50percent by weight aqueous NaOH solution in 470 g of isopropanol and 260 g of demineralized water. While stirring, 0.5 mol (102.1 g) of isophthaloyl chloride is added. Subsequently, the reaction mixture is heated to a temperature of 100° C., and the solids go completely into solution. 2 liquid phases are formed, of which the organic phase is removed and admixed with water, and the alcohol is distilled off. Afier cooling, the product is filtered off, washed with water and dried to constant weight. The yield of the reaction product is 200.0 g (95percent of the theoretical value).In a horizontal forced mixer that works at a Froude number of 2.16 and has been equipped with plowshares, a distillation colunm and a protective gas connection, 2.5 mol of dibutyl isophthalate (in liquid form at room temperature) and 5 mol of 4-amino-2, 2, 6, 6-tetramethylpiperidine (in liquid form at room temperature) are homogenized with one another at a temperature of 60° C. under nitrogen. After the addition of 59.4 g of a sodium methoxide solution (25percent by weight in methanol), the reaction mixture is mixed at 130° C. for a duration of 180 minutes. In addition, a reduced pressure of 50 mbar is applied. The alcohol from the catalyst formulation and the alcohol formed during the reaction are removed by distillation from the forced mixer. After the solid had been discharged and dried to constant weight, 1075.6 g (mass yield: 97.3percent) of a white powder were isolated.In a horizontal forced mixer that works at a Froudenumber of 2.16 and has been equipped with plowshares, adistillation colunm and a protective gas connection, 2.5 molof dimethyl isophthalate (m.p. 64-66° C.) and 5 mol of4-amino-2, 2, 6, 6-tetramethylpiperidine (in liquid form atroom temperature) are homogenized with one another at atemperature of 60° C. under nitrogen until a monophasicliquid mixture forms. After the addition of 59.4 g of asodium methoxide solution (25percent by weight in methanol), the reaction mixture is mixed at 110° C. for a duration of 90minutes. The alcohol from the catalyst formulation and thealcohol formed during the reaction are removed by distillation from the forced mixer. After the solid had been discharged and dried to constant weight, 1088.4 g (mass yield:9 8.5percent) of a white powder were isolated.To a suitable amount of organic solvent (a mixture of acetonitrile and polyethylene glycol 200 (PEG-200) in a volume ratio of 3:1), 100 mmol of the compound of the above formula (I) is added at room temperature.65 mmol of compound of formula (II) above, solid supported catalyst C1 (the amount of C1 is:The molar ratio of the compound of formula (I) to the nickel ion in C1 is 1:0.11), and then it is heated to 70°C under stirring.And continue stirring at this temperature for 15 hours; After work-up, work-up gives the compound of formula (III) as a white solid.That is, N, N'-bis(2, 2, 6, 6-tetramethyl-4-piperidinyl)-1, 3-benzenedicarboxamide, The yield is 96.7percent.6.0 kg of dimethyl isophthalate, 21.0 kg of 2, 2, 6, 6-tetramethyl-4-aminopiperidine was added to a 50 liter reactorIn the reactor all the materials off the entrance. The reaction was carried out at 190 ° C for 2 hours and then at 230 ° C for 5 hours. The temperature was lowered to below 180 ° C, and excess 2, 2, 6, 6-tetramethyl-4-aminopiperidine was recovered by vacuum distillation under a vacuum pump. Then use water to generateN, N'-bis (2, 2, 6, 6-tetramethyl-4-piperidinyl) -1, 3-benzenedicarboxamide, filtered and dried to give 12.8 kg of acicular white crystalline product , Yield 93.5percent.To a suitable amount of organic solvent (a mixture of acetonitrile and polyethylene glycol 200 (PEG-200) in a volume ratio of 3:1), 100 mmol of the compound of the above formula (I) is added at room temperature.50 mmol of compound (II) of the above formula, solid supported catalyst C2 (C2 is used in the amount of:So that the molar ratio of the compound of formula (I) to the nickel ion in C2 is 1:0.14), Then with stirring to raise the temperature to 60 ° C, and stirring at this temperature reaction for 17 hours; After the reaction is completed, after work-up, the compound of the above formula (III) is obtained as a white solid, namely N, N'-bis(2, 2, 6, 6-tetramethyl-4-piperidyl)-1, 3 -Phthaldiamide, yield 96.3percent.Will 6.8Kg of diethyl isophthalate, 24.0 kg of 2, 2, 6, 6-tetramethyl-4-aminopiperidine was added to a 50 liter reactorIn the reactor all the materials off the entrance. The reaction was carried out at 190 ° C for 2 hours and then at 230 ° C for 6 hours. The temperature was lowered to below 180 ° C, and excess 2, 2, 6, 6-tetramethyl-4-aminopiperidine was recovered by vacuum distillation under a vacuum pump. Then use water to generateN, N'-bis (2, 2, 6, 6-tetramethyl-4-piperidinyl) -1, 3-benzenedicarboxamide, filtered and dried to give 12.4 kg of acicular white crystalline product , Yield 91.6percent.To a suitable amount of organic solvent (a mixture of acetonitrile and polyethylene glycol 200 (PEG-200) in a volume ratio of 3:1), 100 mmol of the compound of the above formula (I) (where i-Pr is isopropyl) is added at room temperature. , 80 mmol of compound of formula (II) above, solid supported catalyst C3 (the amount of C3 is:The molar ratio of the compound of formula (I) and nickel ion in C3 is 1:0.08), then the temperature is raised to 80°C under stirring, and the reaction is continued for 12 hours while stirring at this temperature; After the reaction is completed, after work-up, the compound of the above formula (III) is obtained as a white solid, namely N, N'-bis(2, 2, 6, 6-tetramethyl-4-piperidyl)-1, 3 -phthalamide, yield 96.2percent, its characterization data are the same as in Example 1.In a horizontal forced mixer that works at a Froude number of 2.16 and has been equipped with plowshares, a distillation colunm and a protective gas connection, 2.5 mol of dibutyl isophthalate (in liquid form at room temperature) and 5 mol of 4-amino-2, 2, 6, 6-tetramethylpiperidine (in liquid form at room temperature) are homogenized with one another at a temperature of 60° C. under nitrogen. After the addition of 59.4 g of a sodium methoxide solution (25percent by weight in methanol), the reaction mixture is mixed at 130° C. for a duration of 180 minutes. In addition, a reduced pressure of 50 mbar is applied. The alcohol from the catalyst formulation and the alcohol formed during the reaction are removed by distillation from the forced mixer. After the solid had been discharged and dried to constant weight, 1075.6 g (mass yield: 97.3percent) of a white powder were isolated.To a suitable amount of organic solvent (a mixture of acetonitrile and polyethylene glycol 200 (PEG-200) in a volume ratio of 3:1), 100 mmol of the compound of the above formula (I) (where i-Pr is isopropyl) is added at room temperature. , 80 mmol of compound of formula (II) above, solid supported catalyst C3 (the amount of C3 is:The molar ratio of the compound of formula (I) and nickel ion in C3 is 1:0.08), then the temperature is raised to 80°C under stirring, and the reaction is continued for 12 hours while stirring at this temperature; After the reaction is completed, after work-up, the compound of the above formula (III) is obtained as a white solid, namely N, N'-bis(2, 2, 6, 6-tetramethyl-4-piperidyl)-1, 3 -phthalamide, yield 96.2percent, its characterization data are the same as in Example 1.To a suitable amount of organic solvent (a mixture of acetonitrile and polyethylene glycol 200 (PEG-200) in a volume ratio of 3:1), 100 mmol of the compound of the above formula (I) is added at room temperature.50 mmol of compound (II) of the above formula, solid supported catalyst C2 (C2 is used in the amount of:So that the molar ratio of the compound of formula (I) to the nickel ion in C2 is 1:0.14), Then with stirring to raise the temperature to 60 ° C, and stirring at this temperature reaction for 17 hours; After the reaction is completed, after work-up, the compound of the above formula (III) is obtained as a white solid, namely N, N'-bis(2, 2, 6, 6-tetramethyl-4-piperidyl)-1, 3 -Phthaldiamide, yield 96.3percent.35.6 g (0.16 mol) of diethyl isophthalate and 75.0 g (0.48 mol) of tetramethylpiperidinamine were weighed.The mixture was placed in a 1 L autoclave, and 550 ml of mesitylene was added, and the mixture was purged with nitrogen to close the feed port.Then, the temperature is stirred and the pressure is gradually increased as the temperature rises. The reaction is kept at 190-200 ° C, the absolute pressure is 0.6-0.7 MPa, and the heat preservation reaction is 12 h.Then, the mixture was cooled to room temperature, washed with methylene chloride and washed with water to give the objective product (III).The drying weight was 65.9 g, and the yield was 93.0percent according to diethyl isophthalate, and the GC detection content was 99.69percent.Will 6.8Kg of diethyl isophthalate, 24.0 kg of 2, 2, 6, 6-tetramethyl-4-aminopiperidine was added to a 50 liter reactorIn the reactor all the materials off the entrance. The reaction was carried out at 190 ° C for 2 hours and then at 230 ° C for 6 hours. The temperature was lowered to below 180 ° C, and excess 2, 2, 6, 6-tetramethyl-4-aminopiperidine was recovered by vacuum distillation under a vacuum pump. Then use water to generateN, N'-bis (2, 2, 6, 6-tetramethyl-4-piperidinyl) -1, 3-benzenedicarboxamide, filtered and dried to give 12.4 kg of acicular white crystalline product , Yield 91.6percent.In a horizontal forced mixer that works at a Froudenumber of 2.16 and has been equipped with plowshares, adistillation colunm and a protective gas connection, 2.5 molof dimethyl isophthalate (m.p. 64-66° C.) and 5 mol of4-amino-2, 2, 6, 6-tetramethylpiperidine (in liquid form atroom temperature) are homogenized with one another at atemperature of 60° C. under nitrogen until a monophasicliquid mixture forms. After the addition of 59.4 g of asodium methoxide solution (25percent by weight in methanol), the reaction mixture is mixed at 110° C. for a duration of 90minutes. The alcohol from the catalyst formulation and thealcohol formed during the reaction are removed by distillation from the forced mixer. After the solid had been discharged and dried to constant weight, 1088.4 g (mass yield:9 8.5percent) of a white powder were isolated.31.1 g (0.16 mol) of dimethyl isophthalate and 53.2 g (0.34 mol) of tetramethylpiperidinamine were weighed.The mixture was placed in a 1 L autoclave, and 540 ml of the recovered solvent n-octane of Example 4 was added, and the mixture was purged with nitrogen to close the feed port.Then, the temperature is stirred and the pressure is gradually increased as the temperature rises. The reaction is kept at 150-160 ° C, the absolute pressure is 0.9-1.1 MPa, and the heat preservation reaction is 15 h.Then, the mixture was cooled to room temperature, washed with n-octane, and then rinsed with water to give the objective product (III).The drying weight was 68.7 g, the yield was 97.0percent according to dimethyl isophthalate, and the GC detection content was 100percent.To a suitable amount of organic solvent (a mixture of acetonitrile and polyethylene glycol 200 (PEG-200) in a volume ratio of 3:1), 100 mmol of the compound of the above formula (I) is added at room temperature.65 mmol of compound of formula (II) above, solid supported catalyst C1 (the amount of C1 is:The molar ratio of the compound of formula (I) to the nickel ion in C1 is 1:0.11), and then it is heated to 70°C under stirring.And continue stirring at this temperature for 15 hours; After work-up, work-up gives the compound of formula (III) as a white solid.That is, N, N'-bis(2, 2, 6, 6-tetramethyl-4-piperidinyl)-1, 3-benzenedicarboxamide, The yield is 96.7percent.6.0 kg of dimethyl isophthalate, 21.0 kg of 2, 2, 6, 6-tetramethyl-4-aminopiperidine was added to a 50 liter reactorIn the reactor all the materials off the entrance. The reaction was carried out at 190 ° C for 2 hours and then at 230 ° C for 5 hours. The temperature was lowered to below 180 ° C, and excess 2, 2, 6, 6-tetramethyl-4-aminopiperidine was recovered by vacuum distillation under a vacuum pump. Then use water to generateN, N'-bis (2, 2, 6, 6-tetramethyl-4-piperidinyl) -1, 3-benzenedicarboxamide, filtered and dried to give 12.8 kg of acicular white crystalline product , Yield 93.5percent.the electric stirrer, reflux condenser and a thermometer in four of the reaction bottle, adding m-phthaloyl chloride 20.3g, 2, 2, 6, 6-tetramethyl-4-PIPERIDYLAMINES 36g, solvent 60g, catalyst 1.5g, a reflux condensing tube, thermometer, the agitator is started, the temperature is increased to 110 °C time, start timing, the reaction time is 4.5-10h, after the reaction, under strong stirring, slowly into the reactant in aqueous solution of alkali, to remove the unreacted m-phthaloyl chloride, then return water, lowering the temperature to 15-20 °C to crystallization, filtration can get light stabilizer N, N, -bis-(2, 2, 6, 6-tetramethyl-4-piperidinyl) isophthalamide, light stabilizer N, N, -bis-(2, 2, 6, 6-tetramethyl-4-piperidinyl) isophthalamide the yield reaches 97.38percent, melting point is 270-275°C.In a 4-necked 2 I flask with stirrer, dropping funnel, thermometer and pH electrode 150.5 [G] of 2, 2, 6, 6-Tetramethylpiperidin-4-yl-amine (98.7 percent; 0.95 mole) and 85.2 [G] of 50percent [NAOH] solution (1.07 mole) are added to a mixture of 470.0 [G] of isopropanol and 260.0 g of demin. water. Under stirring 102.1 [G] of molten isophthalic acid chloride (99.4 percent; 0.50 mole) are added. The temperature of the reaction mixture is held at [30°C] during dosage of IPC by cooling with an ice bath. The reaction mixture is stirred for another 1 hour under the same conditions (temperature/pH-control). A white suspension is being formed during this reaction phase. The reaction mixture is transferred to a 3 l laboratory autoclave with stirrer and internal thermometer and the mixture is heated to a temperature of [TI] [100°C.] The resulting pressure of the system is about 1.5 bar and the solid is being dissolved completely. Two liquid phases are being formed: - Lower aqueous phase containing salts and aqueous [NAOH] and some isopropanole - Upper organic phase containing desired product solved in isopropanole ; The lower phase is removed under pressure and 950.0 [G] of demin. water is added to the reaction mixture. The mixture is further heated up to TI = [130° C] and a corresponding system pressure of about PI = 3.3 bar until all of the solid has completely dissolved. The suspension is allowed to cool down to ambient temperature TI [ 30°C.] The resulting white suspension is passed through a filter aggregate with metal screen and the reaction product is washed with 715.0 [G] of demin. water to remove chloride and other impurities. The reaction product is heated in a vacuum drying oven until constancy of weight. The yield of reaction product of general formula [(I)] with Ri = methyl, and R2 = H is 200.0 g or 95.3 percent of theoretical value (yield based on minor component TAD).Preparation of 91.2 g of isophthaloyl chloride (99.0percent; 0.45 mol 1) of solid particles, 159.5 g of 2, 2, 6, 6-tetramethylpiperidin-4-ylamine (98.0percent; 1.0 mol) 81.6 g of 50percent Na0H solution (1.02 mol), and 142.8 g of chloroform. A solution of 2, 2, 6, 6-tetramethylpiperidin-4-ylamine, Chloroform in a stirrer, A dropping funnel and a thermometer in a 2-liter flask, At 30 ° C temperature, Stirring while gradually adding NaOH solution and isophthaloyl chloride, Maintaining said temperature and agitation conditions, Add time to control in 60 minutes, The reaction mixture was heated to reflux temperature, Distillation recovery solvent, Distillation of the solvent in the process to add the appropriate amount of water, Used to disperse the product, After completion of the reflux, the mixture was cooled to room temperature, The objective of the nylon multifunctional stabilizer product was isolated.In a 4-necked 2 I flask with stirrer, dropping funnel, thermometer and pH electrode 161.2 g of 2, 2, 6, 6-Tetramethylpiperidin-4-yl-amine (98.7 percent; 1.02 mole) and 93.8 [G] crushed ice are cooled to a temperature of [7°C.] Under stirring 102.1 [G] of molten isophthalic acid chloride (99.4 percent; 0.50 mole) are added. The temperature of the reaction mixture is held below 10°C during dosage of IPC. After addition of IPC the sticky mass is diluted with 450.0 g of demin. water and 133. [3 G] of 30 percent NaOH (1.00 mole) is added. During addition of [NAOH] 300.0 g of demin. water is added to dilute the reaction mass. After 3 h of stirring at [25°C] the sticky suspension is filtered on a laboratory suction filter and washed until the pH reaches a value of 10 (in total 2400 g of demin. water are needed). The filter cake again is suspended in 600.0 g of demin. water, stirred for 30 min and again is isolated on a laboratory suction filter and washed with 700.0 [G] of demin. water. The reaction product is heated in a vacuum drying oven until constancy of weight. The yield of reaction product of general formula [(I)] with [R, ] = methyl, and R2 = H is 184.8 [G] or 83.6 percent based on IPC. TABLE [1] Main Results of Examples 1 (Novel Process) and Comparison (Old Process): Amount (TAD) g/batch 150. 5 161. 2 Yield of (I) g; percent 200.0 ; 95.3 184.8 ; 83.6 Filtrate 1 amount (g) 524. 0 438. 6 COD mg/l 12000 45000 TAD filtrate 1 (g) none 0. 5 Waste Water 1 amount (g) 328. 5 2363 COD mg/l 5200 5000 TAD in waste water 1 (g) none 0.03 Filtrate 2 amount (g) none 690 COD mg/l none 1900 TAD filtrate 2 (g) none 0. 002 Waste Water 2 amount (g) none 2800 COD mg/l none 1300 TAD in waste water 2 (g) none none * TAD : 2, 2, 6, [6-TETRAMETHYL PIPE RIDI N-4-YL-AM I NE] ** COD : Chemical oxygen demand: oxygen equ. needed for oxidation of organic load in waste water As can be seen in table 1, the amount of TAD/batch needed for reaction in is significantly lower than in Nevertheless, the isolated yield of reaction product of formula [(I)] is about 12 percent higher than in The amount of waste water needed as well as the amount of residual TAD in waste water is much lower in comparison to as can be seen in table 1. Therefore the novel inventive process not only means a progress in respect to the advantageous reaction conditions in example 1, but also in respect to the waste water consumption and load being produced.A reaction flask is charged with 0.95 mol (150.5 g) of 4-amino-2, 2, 6, 6-tetramethylpiperidine and 1.07 mol (85.2 g) of 50percent by weight aqueous NaOH solution in 470 g of isopropanol and 260 g of demineralized water. While stirring, 0.5 mol (102.1 g) of isophthaloyl chloride is added. Subsequently, the reaction mixture is heated to a temperature of 100° C., and the solids go completely into solution. 2 liquid phases are formed, of which the organic phase is removed and admixed with water, and the alcohol is distilled off. Afier cooling, the product is filtered off, washed with water and dried to constant weight. The yield of the reaction product is 200.0 g (95percent of the theoretical value).

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100,000 - 500,000 lb

Molecular Weight:442.6
XLogP3:3.2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:442.33077660
Monoisotopic Mass:442.33077660
Topological Polar Surface Area:82.3
Heavy Atom Count:32
Complexity:623
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes