Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324746Generated: October 30, 2026

Dimethylformamide → HCID 57259326, compound

https://huagongshe.com/reaction/324746

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 numberUS06218547B1
Source datasetuspto-grants-2001_04
ORD IDord-bfd09a72e17146b291c8259d6b7f28b3
Source noteuspto-grants-2001_04