HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 57259326, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | 5-Acetyl-1-(3-(1-methyl-4-piperidyloxycarbonyl)phenyl)benzimidazole O-isopropyl oxime | HCID 87457573 | — |
| Product | HCID 57259326 | HCID 57259326 | 62% |
Reaction Conditions
| Temperature | 120 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06710044B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-cd6ec71d85d344e6974aaba21559bab7 |
| Source note | uspto-grants-2004_03 |