Water → HCID 68777892, compound

HRID 2262935Notes

Reaction equation

HRID 2262935 reaction equation
[NH2:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.N1C=CC=CC=1.Cl[C:18]([O:20][CH2:21][C:22]([Cl:25])([Cl:24])[Cl:23])=[O:19].O>O1CCCC1>[NH:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[NH:1][C:18](=[O:19])[O:20][CH2:21][C:22]([Cl:25])([Cl:24])[Cl:23]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 136242-AminobenzimidazoleHCID 870632,2,2-Trichloroethyl chloroformate

Product 1

HCID 68777892HCID 68777892, compoundYield 54.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-aminobenzimidazole (1.00 g, 7.51 mmol) and pyridine (0.714 ml, 9.01 mmol) in tetrahydrofuran (25 ml) was added, under ice-cooling, 2,2,2-trichloroethyl chloroformate (1.25 ml, 9.01 mmol), and the mixture was stirred at room temperature for 1 hour and half. Water was poured to the reaction mixture, and 1.27 g (54.6%) of the desired product as a solid was separated by filtration.

Workup

  1. temperaturecooling

Sources & evidence

ORD record
ord-04375da90757407cb9ab95ae1bc19326
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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