HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → 2-Chloro-N-(5-chloro-2-hydroxyphenyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | 2-Amino-4-chlorophenol | HCID 7265 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Chloro-N-(5-chloro-2-hydroxyphenyl)acetamide | HCID 7454274 | 55% |
Reaction Steps
To a cooled (0° C.) solution of 2-amino-4-chlorophenol (30 g, 209 mmol) in DCM (200 mL) and pyridine (17 mL) was added a solution of chloroacetyl chloride in DCM (23.6 g, 230 mmol in 75 mL). The mixture was allowed to reach rt slowly and was subsequently stirred for 18 h. The precipitate was filtered, washed with DCM, and dried overnight at 50° C. to give crude 2-chloro-N-(5-chloro-2-hydroxyphenyl)acetamide (intermediate 56) (26 g, 55%), as a brown solid which was used in the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156822B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-3c91bc869c2b4b2fa6983f505711757f |
| Source note | uspto-grants-2015_10 |