Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | P-Cresol | HCID 2879 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-[(1,2,2,2-Tetrachloroethyl)carbamoyl]phenyl acetate | HCID 12922487 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 12926278 | HCID 12926278 | 83.9% |
Reaction Steps
15.0 g of N-(1',2',2',2'-tetrachloroethyl)-2-acetoxybenzamide and 5.65 g of p-cresol were dissolved in 250 ml of acetone. 5.3 g of triethylamine were added dropwise thereto at a temperature below 12° C. After effecting the reaction at room temperature for 30 minutes, the reaction mixture was poured into water. 15.2 g of white N-(1'-p-methylphenoxy-2',2',2'-trichloroethyl)-2-acetoxybenzamide were obtained. The compound was suspended in 300 ml of ethanol, then 3.6 ml of concentrated hydrochloric acid were added thereto and the reaction was carried out at --60°-70° C. for three hours. After cooling, the reaction mixture was poured into water to obtain 14.3 g of N-(1'-p-methylphenoxy-2',2',2'-trichloroethyl)-2-hydroxbenzamide as white crystals. M.p. 126°-127° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04284628 |
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| Source dataset | uspto-grants-1981_08 |
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| ORD ID | ord-6ddc0301a1324e60ac2967dc8bb2100b |
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| Source note | uspto-grants-1981_08 |
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