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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1061557Generated: November 4, 2026

Water → HCID 178520857, compound

https://huagongshe.com/reaction/1061557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzoyl chlorideHCID 7412—
Reactant5-Chloro-2-methylbenzimidazoleHCID 76063—
SolventDiglymeHCID 8150—
ProductHCID 178520857HCID 17852085738%

Reaction Conditions

Temperature100 °C

Reaction Steps

5-Chloro-2-methylbenzimidazole (833 mg) was dissolved in Diglyme (4 ml), and TEA (2.43 ml) was added thereto. Benzoyl chloride (2.0 ml) was further added thereto, followed by 15 minutes of stirring at about 100° C. Water (0.1 ml) was added dropwise to the reaction solution and the whole was heated under stirring at 175° C. for 10 minutes. After the reaction solution was cooled with air, water (15 ml) was added and the mixture was stirred, then the supernatant was decanted. Methanol (5 ml) was added to the residue and the precipitated crystals were collected by filtration, washed with cold methanol, and dried to obtain 2-(5-chloro-1,3-dihydro-2H-benzimidazol-2-yliden)-1,3-diphenylpropan-1,3-dione (706 mg, 38%) as pale yellow powdery crystals. Hereinafter, the compounds of Examples 2 to 25, 119 and 126 were obtained similarly.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06960591B2
Source datasetuspto-grants-2005_11
ORD IDord-b6201ab7fa2d4bd58ef9d54aa8be7ef6
Source noteuspto-grants-2005_11