HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 2-(Chloromethyl)-1-methylbenzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (1-methyl-1H-1,3-benzodiazol-2-yl)methanol | HCID 344177 | — |
| Product | 2-(Chloromethyl)-1-methylbenzimidazole | HCID 248044 | 36% |
Reaction Steps
A solution of 2-hydroxymethyl-1-methylbenzimidazole (1.1 g, 6.7 mmol) in thionyl chloride (10 ml) was stirred at ambient temperature for 15 minutes and then heated at reflux for 15 minutes. The volatiles were removed by evaporation and the residue purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 2-chloromethyl-1-methylbenzimidazole (506 mg, 36%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05962458 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-471ae0d399634d31ae98453389163925 |
| Source note | uspto-grants-1999_10 |