HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-benzyloxy-1-methyl-2-dimethylamino-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-benzyloxy-1-methyl-2-methylamino-1H-benzimidazole | HCID 10659480 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-benzyloxy-1-methyl-2-dimethylamino-1H-benzimidazole | HCID 10684229 | 47.5% |
Reaction Steps
To a solution of 4-benzyloxy-1-methyl-2-methylamino-1H-benzimidazole (200 mg) in dimethylformamide (2 ml) was added sodium hydride (32.9 mg) under ice-cooling, and the mixture was stirred for 15 minutes. To the mixture was added methyl iodide (127 mg), and the mixture was stirred for 15 minutes under ice-cooling and then for 2 hours at ambient temperature. Water was added to the reaction mixture, and extracted with chloroform. The organic layer was dried over magnesium sulfate and evaporated in vacuo. The residue was purified by flash chromatography (chloroform:methanol=50:1, v/v) to give 4-benzyloxy-1-methyl-2-dimethylamino-1H-benzimidazole (100 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06194396B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-cd427960f30f46b4a0720bcacabe6ebe |
| Source note | uspto-grants-2001_02 |