N,N′-Bis(1-methylethyl)thiourea

White to light yellow solid

General procedure: To a 50 mL round bottom flask equipped with a magnetic stirrer, add carbon disulphide (5 mmol) andamine (10 mmol) in ice cold condition followed by addition of water (5 mL). Cork the flask. Thereaction mixture was stirred vigorously at room temperature. The progress of the reaction was checkedby TLC (10percent MeOH: chloroform or EtOAc: hexane). After completion of reaction, solid was obtainedby removal of water under reduced pressure on rotary evaporator while in some cases (Entry 7, 9, 10, 11 and 14, 15) the reaction mixture solidified when the reaction on completion. The obtained solidproduct was recrystallized with ethanol or washing with mixture EtOAc: hexane.General procedure: To a 50 mL round bottom flask equipped with a magnetic stirrer, add carbon disulphide (5 mmol) and amine (10 mmol) in ice cold condition followed by addition of water (5 mL). Cork the flask. The reaction mixture was stirred vigorously at room temperature. The progress of the reaction was checked by TLC (10percent MeOH: chloroform or EtOAc: hexane). After completion of reaction, solid was obtained by removal of water under reduced pressure on rotary evaporator while in some cases (Entry 7, 9, 10, 11 and 14, 15) the reaction mixture solidified when the reaction on completion. The obtained solid product was recrystallized with ethanol or washing with mixture EtOAc : hexane.To the reaction vessel, 0.3 mmol of the thiourea compound shown in Table 3, 0.9 mmol of [CpFe (CO) 2] 2 as in Example 1-2 as an iron compound and 9 mL of tetrahydrofuran were added and the mixture was stirred at 60 ° C. under a nitrogen atmosphere And allowed to react for 24 hours. However, only in Example 3-9, each charged amount was multiplied by 100/3 and carried out.After completion of the reaction, the resulting reaction solution was analyzed with a gas chromatograph mass spectrometer (GC-MS), and it was found that the product shown in Table 3 was produced at the yield shown in Table 3.The reaction solutions obtained in Examples 3-1 to 3-9 were cooled to room temperature, water was added, and the product was extracted with ethyl acetate. Subsequently, the organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, then filtered and concentrated to obtain a crude product, and the crude product was used in Examples 3-1 to 3-8, silica gel (Developing solvent: ethyl acetate / hexane (mixing ratio was appropriately adjusted)), and purified by distillation in Example 3-9 to obtain the respective productsWill be 100 kg N, N ' - diisopropyl thiourea, 400 kg benzene is added to the other in a reaction kettle, plus 5 kg piece of alkali, 15 kg catalyst polyethylene glycol, the kettle temperature rises to 60 °C, dropwise 600 kg sodium hypochlorite, temperature control in the 55 - 65 °C between, reaction 2 hours, standing 20 minutes, discarding lower aqueous phase; filtering the aqueous phase after the next time for preparation of oxidizing liquid, do not discharge.The primary oxidation end of oxidizing liquid into the other in a kettle, add 2 kg catalyst, dropping 100 L sodium hypochlorite, temperature control in the 65 °C the left and the right, reaction 1 hours.Added in the reaction kettle 150 L of sodium sulfide solution, heating up to 70 °C, reaction 1 hours.Adding alkali to 5 kg, water 300 kg, stirring for half an hour, standing 20 minutes, eliminating water layer, adding 10 kg potassium carbonate drying, evaporating the solvent, pressure reducing and get the N, N' - diisopropyl carbodiimide. Yield 93percent, purity 99.5percent or more.

Molecular Weight:160.28
XLogP3:1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:160.10341969
Monoisotopic Mass:160.10341969
Topological Polar Surface Area:56.2
Heavy Atom Count:10
Complexity:98.2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes