HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → N-(2-pyridyl)-1-[2-(4-(3,4-dimethoxybenzoyl)-1-piperazinyl)ethyl]benzimidazole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1H-Benzimidazole-2-carboxamide, N-2-pyridinyl- | HCID 3087291 | — |
| Reactant | 2-[4-(3,4-Dimethoxybenzoyl)-1-piperazinyl]ethyl chloride | HCID 11809153 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | N-(2-pyridyl)-1-[2-(4-(3,4-dimethoxybenzoyl)-1-piperazinyl)ethyl]benzimidazole-2-carboxamide | HCID 14371294 | 52.9% |
Reaction Steps
In an argon atmosphere, N-(2-pyridyl)benzimidazole-2-carboxamide (1.40 g) was dissolved in DMSO (20 ml), and 60% sodium hydride (0.28 g) was added and stirred at room temperature for 1 hr. A solution (7 ml) of 2-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]ethyl chloride (1.90 g) in DMSO was added dropwise and allowed to react overnight at room temperature under agitation. The reaction solution was poured into an aqueous solution of ammonium chloride and extracted with chloroform. The chloroform layer was dried over Na2SO4 and the solvent was distilled off. Purification of the residue by column chromatography on silica gel gave the title compound (1.60 g) as amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04886803 |
| Source dataset | uspto-grants-1989_12 |
| ORD ID | ord-69740c2500544e618dec4d0230f5d979 |
| Source note | uspto-grants-1989_12 |