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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260726Generated: October 31, 2026

Chloroform → 1-Tert-butoxycarbonyl-4-methyl-5-(2-imidazolinylamino)benzimidazole

https://huagongshe.com/reaction/2260726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantN-(1-tert-butoxycarbonyl-4-methyl-5-benzimidazolyl)-N'-2-aminoethylthioureaHCID 21472715—
SolventMethanolHCID 887—
Product1-Tert-butoxycarbonyl-4-methyl-5-(2-imidazolinylamino)benzimidazoleHCID 67727353—

Reaction Steps

A mixture of N-(1-tert-butoxycarbonyl-4-methyl-5-benzimidazolyl)-N'-2-aminoethylthiourea (2.89 g) and mercuric acetate (3.32 g) in methanol (200 mL)/chloroform (100 mL) is stirred at room temperature for 2 hours. The resulting black mixture is filtered on Celite and the filtrate rotary evaporated. The residue is purified by flash chromatography on a short pad of silica gel, eluting with 10% methanol/chloroform containing 1% ammonium hydroxide. The product-containing fractions are collected and rotary evaporated to afford 1-tert-butoxycarbonyl-4-methyl-5-(2-imidazolinylamino)benzimidazole as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05478858
Source datasetuspto-grants-1995_12
ORD IDord-74f15715e4214ca4bcc980faef51f541
Source noteuspto-grants-1995_12