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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49828Generated: October 29, 2026

Dimethylformamide → HCID 57259326, compound

https://huagongshe.com/reaction/49828

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2,2-DimethoxypropaneHCID 6495—
Reactant5-Acetyl-1-(3-(1-methyl-4-piperidyloxycarbonyl)phenyl)benzimidazole O-isopropyl oximeHCID 87457573—
ProductHCID 57259326HCID 5725932662%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a suspension of 5-acetyl-1-(3-(methoxycarbonyl)phenyl)benzimidazole (prepared in analogy with Example 26) (0.6 g, 2.04 mmol) in anhydrous DMF (5 ml) was added dimethylformaldehyde dimethylacetal (0.43 ml, 3.24 mmol) and the mixture was heated to 120° C. under a stream of nitrogen overnight. The cooled mixture was poured into ice-water (25 ml) and the precipitate was filtered off and purified by column-chromatography on silica gel using a mixture of ethyl acetate and methanol (9:1 v/v) as the eluent to yield 5-(3-dimethylaminopropenoyl)-1-(3-(ethoxycarbonyl)phenyl)-benzimidazole (0.44 g, 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710044B2
Source datasetuspto-grants-2004_03
ORD IDord-cd6ec71d85d344e6974aaba21559bab7
Source noteuspto-grants-2004_03