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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072539Generated: October 30, 2026

Oxalyl chloride → Carbonyl benzimidazole

https://huagongshe.com/reaction/1072539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantRac-(1r,4r)-4-methoxycyclohexane-1-carboxylic acidHCID 736153—
ReactantHCID 178507432HCID 178507432—
CatalystDimethylformamideHCID 6228—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductCarbonyl benzimidazoleHCID 22387228—

Reaction Conditions

Temperature60 °C

Reaction Steps

Bis-4-methoxyclohexyl carbonyl benzimidazole was synthesized as follows: Oxalyl chloride, (1.07. ml, 2 M in CH2Cl2) was added to 4-methoxy-cyclohexane carboxylic acid (0.338 g, 2.14 mmole) followed by one drop DMF. The mixture was allowed to react at RT for 1.0 hour. To the above solution was added 2-(4-aminophenyl)-6-amino-benzimidazole (0.200 g, 0.89 mmole) in pyridine (2 ml). The reaction was heated to 60° C. overnight. The reaction was cooled and the precipitate filtered and washed with NaHCO3 and hexanes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911462B2
Source datasetuspto-grants-2005_06
ORD IDord-cfd0421849c2497a88f7d19f0c404465
Source noteuspto-grants-2005_06