HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Diethylaniline → 2-Chloro-5-fluoro-1-methyl-1H-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Diethylaniline | HCID 7061 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | 5-Fluoro-1-methyl-1H-benzo[d]imidazol-2(3H)-one | HCID 22028684 | — |
| Product | 2-Chloro-5-fluoro-1-methyl-1H-benzimidazole | HCID 21985828 | — |
Reaction Steps
3.9 g 5-fluoro-1-methyl-1,3-dihydro-benzimidazol-2-one are suspended in 80 ml phosphorus oxychloride and the reaction mixture is stirred for 2 hours at reflux temperature. 50 ml diethylaniline are added. The reaction mixture is stirred for a further 10 minutes at reflux temperature and slowly combined with ice water. The product is extracted with dichloromethane and purified by chromatography (silica gel, cyclohexane, methylene chloride/acetone 20/1). 1.4 g product are obtained as a solid. M.p=138-141° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115142B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-e3740736cb394932b270b895a29f7e62 |
| Source note | uspto-grants-2015_08 |