1,2,4-Trichlorobenzene → 2-hydroxy-N-(2-methylphenyl)benzamide

HRID 433025

반응식

HRID 433025 반응식
C1(O)C=CC=CC=1.[C:8]([O:17]C1C=CC=CC=1)(=O)[C:9]1[C:10](=[CH:12][CH:13]=[CH:14][CH:15]=1)[OH:11].[NH2:24][C:25]1[C:26]([CH3:31])=[CH:27][CH:28]=[CH:29][CH:30]=1.ClC1C=CC(Cl)=CC=1Cl>>[CH3:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[NH:24][C:8](=[O:17])[C:9]1[C:10](=[CH:12][CH:13]=[CH:14][CH:15]=1)[OH:11]

참가 물질

5

반응물 4

HCID 131,2,4-TrichlorobenzeneHCID 996PhenolHCID 7242O-ToluidineHCID 8361Phenyl Salicylate

생성물 1

HCID 7683182-hydroxy-N-(2-methylphenyl)benzamide수율 90.2%

실험 절차

Phenol was distilled from a boiling mixture of phenyl salicylate (42.8 gm, 0.20 mol), 2-toluidine (26.7 gm, 0.25 mol), and 1,2,4-trichlorobenzene (41 mL) as described in the literature procedure (Organic Syntheses, Coll. Vol. 3, 765). The cooled product mixture was transferred to an 250 mL Erlenmeyer flask and boiled with hexanes (75 mL) for 30 minutes. The solid product was isolated from the hot mixture by vacuum filtration. The solid was washed with more hexanes until the filtrate was colorless. Drying gave the pure 2′-methyl-salicylanilide (41 gm, 90%) as an off-white solid.

후처리

  1. customThe solid product was isolated from the hot mixture by vacuum filtration
  2. washThe solid was washed with more hexanes until the filtrate
  3. customDrying

출처 및 근거

ORD 기록
ord-4da7dd80d24f44b69909143c9a0a173e
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06664427B1

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