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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 382362Generated: October 26, 2026

Dimethylformamide → 4-Benzylideneamino-1-benzyl-5-imidazole carboxamide

https://huagongshe.com/reaction/382362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl ChlorideHCID 7503—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Benzylideneamino-5-imidazolecarboxamideHCID 53970446—
SolventWaterHCID 962—
Product4-Benzylideneamino-1-benzyl-5-imidazole carboxamideHCID 5456405679%

Reaction Steps

12.8 g (60 mmol) of 4-benzylideneamino-5-imidazole carboxamide which is an intermediate material obtained in the Reference Example 1 was suspended in a mixed solvent of 240 ml dimethylformamide and 30 ml distilled water, and 16.6 g (120 mmol) of potassium carbonate was added to the suspension. 13.8 ml of benzyl chloride was added dropwise to the solution over 45 minutes at 80° C. After the addition, the mixture was stirred for one hour. The solvent was evaporated under vacuum, the residue was dissolved in chloroform, and the chloroform layer was washed with distilled water. Crude crystals obtained after evaporation of solvent was recrystallized from ethanol to obtain 14.4 g of 4-benzylideneamino-1-benzyl-5-imidazole carboxamide (yield 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06310070B1
Source datasetuspto-grants-2001_10
ORD IDord-7e8d16b7acf44e12a9c83a4bc8823eba
Source noteuspto-grants-2001_10