HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(3-chloro-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Chloro-4-(difluoromethoxy)aniline | HCID 2064153 | — |
| Reactant | 1-Methylcyclopropane-1-carbonyl chloride | HCID 12789939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(3-chloro-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide | HCID 13042227 | 79.2% |
Reaction Steps
To a solution of 3-chloro-4-difluoromethoxyaniline (1.95 g) in methylene chloride (50 ml), triethylamine (1.1 g) was added, and a solution of 1-methylcyclopropanecarbonyl chloride (1.2 g) in methylene chloride was dropwise added while cooling with ice-water. The reaction mixture was stirred at room temperature for 1 hour, admixed with water and extracted with ether. The extract was washed with 1 N hydrochloric acid, sodium hydrogen carbonate solution and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated to give crude crystals (2.6 g). Recrystallization from ethanol gave N-(3-chloro-4-difluoromethoxyphenyl)-1-methylcyclopropanecarboxamide (2.2 g). M.P., 59°-60° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04447260 |
| Source dataset | uspto-grants-1984_05 |
| ORD ID | ord-f0bb98829a8d41b3b6b429fdd9150e09 |
| Source note | uspto-grants-1984_05 |