HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-chloro-N-[2-methoxy-5-(trifluoromethyl)phenyl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 2-Methoxy-5-(trifluoromethyl)aniline | HCID 600637 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-chloro-N-[2-methoxy-5-(trifluoromethyl)phenyl]-acetamide | HCID 14230275 | 93.3% |
Reaction Steps
To a stirred and cooled (about 10° C.) solution of 11.7 parts of 2-methoxy-5-(trifluoromethyl)benzenamine in 50 parts of acetic acid were added dropwise 7.7 parts of chloroacetyl chloride at a temperature below 20° C. After stirring for 30 minutes, there was added dropwise a solution of 24.8 parts of sodium acetate in 62 parts of water (exothermic reaction). Upon completion, stirring was continued for 30 minutes at room temperature. The precipitated product was filtered off, washed with a lot of water and dried, yielding 15.5 parts (93.3%) of 2-chloro-N-[2-methoxy-5-(trifluoromethyl)phenyl]-acetamide; mp. 94.7° C. (intermediate 62).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04766125 |
| Source dataset | uspto-grants-1988_08 |
| ORD ID | ord-377a94b0686f4107959ba1575d2f4d81 |
| Source note | uspto-grants-1988_08 |