1H-Benzimidazole-2-methanol,5-nitro-(9CI)

General procedure: To a mixture of 1a–1c (10 mmol) with glycolic acid (2.28 g, 30 mmol) was added concentrated H3PO4(20 mL). The reaction mixture was refluxed at 130°C for 3 h, then quenched with 20percent NaOH. The respective solid product was collected by filtration.General procedure: To a mixture of 1a–1c (10 mmol) with glycolic acid (2.28 g, 30 mmol) was added concentrated H3PO4(20 mL). The reaction mixture was refluxed at 130°C for 3 h, then quenched with 20percent NaOH. The respective solid product was collected by filtration.General procedure: To a mixture of 1a-1c (10 mmol) with glycolic acid (2.28 g, 30 mmol) was added concentrated H3PO4(20 mL). The reaction mixture was refluxed at 130C for 3 h, then quenched with 20% NaOH. The respective solid product was collected by filtration.3.40a (5-nitro-1H-benzimidazol-2-yl)-methanol 6.2 g (81.5 mmol) glycolic acid is added to a solution of 6.24 g (40.8 mmol) 4-nitro-o-phenylenediamine in 80 mL semiconcentrated HCl. The reaction solution is refluxed for 4 h and the solvent is eliminated i.vac. The residue is taken up in water and made basic with 2 N NaOH. The product precipitates out and is stirred for another 1 hour in the ice bath. The precipitate is suction filtered and washed successively with water and PE. The product is dried at 40 C. This still contains 40% 4-nitro-o-phenylenediamine. It is again taken up in semiconcentrated HCl and after the addition of 6.5 mL glycolic acid (57% in water) it is refluxed for 3 h and heated for a further 12 h at 80 C. The solvent is eliminated i.vac. and the residue is dissolved in water and made alkaline with 6 N NaOH, during which time the product is precipitated. The precipitate is suction filtered and washed successively with water and PE. The product is dried in the circulating air dryer at 50 C. Yield: 6.40 g (81.3% of theory). C8H7N3O3 (M=193.163).General procedure: One of compounds 4a-4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a-2c (5 mmol) was added and the mixture was stirred for 7-9 h. The by-product, N, N'-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a-5n was filtered off.General procedure: One of compounds 4a-4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a-2c (5 mmol) was added and the mixture was stirred for 7-9 h. The by-product, N, N'-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a-5n was filtered off.General procedure: One of compounds 4a-4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a-2c (5 mmol) was added and the mixture was stirred for 7-9 h. The by-product, N, N'-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a-5n was filtered off.General procedure: One of compounds 4a-4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a-2c (5 mmol) was added and the mixture was stirred for 7-9 h. The by-product, N, N'-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a-5n was filtered off.To a three-necked flask was added 1.24 g (6 mmol) of dicyclohexylcarbodiimide, 0.12 g (lmmol) of 4-dimethylaminopyridine, followed by the addition of 25 mL of tetrahydrofuran. After stirring and stirring, 0. 81 g of indole-3-carboxylic acid (5 mmol) After stirring for half an hour at room temperature, 0.98 g (5 mmol) of General procedure: One of compounds 4a-4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a-2c (5 mmol) was added and the mixture was stirred for 7-9 h. The by-product, N, N'-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a-5n was filtered off.to 50 ml three-mouth bottle by adding 1.35g1-benzyl-3-chloromethyl-7-methyl indole, 10 ml of nitromethane, opening stirring, room temperature slowly the instillment contains 0.97g5-nitrobenzene and imidazole-2-methanol nitrocarbol solution 10 ml, the temperature is increased to 80 C, adding 1.0g potassium carbonate powder, reaction 4h. After the reaction, filtering, concentrating the filtrate, column chromatography method for separating more 1.35g2 - (( (1-benzyl-7-methyl -1H-Indol-3-yl) methoxy) methyl) - 5-nitro -1H-benzimidazole, yield 63.4%.

Molecular Weight:193.16
XLogP3:0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:193.04874109
Monoisotopic Mass:193.04874109
Topological Polar Surface Area:94.7
Heavy Atom Count:14
Complexity:230
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes