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

HRID 433025

反応式

HRID 433025 の反応式
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]

参加物

5

反応物 4

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

生成物 1

HCID 7683182-hydroxy-N-(2-methylphenyl)benzamide収率 90.2%

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4da7dd80d24f44b69909143c9a0a173e
出典データセット
uspto-grants-2003_12
特許番号
US06664427B1

関連ノート

読み込み中…