Pyridine → 4-Isopropylbenzoyl chloride

HRID 427561

反応式

HRID 427561 の反応式
[CH:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](O)=[O:9])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].N1C=CC=CC=1.S(Cl)([Cl:21])=O>C1(C)C=CC=CC=1>[CH:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([Cl:21])=[O:9])=[CH:6][CH:5]=1)([CH3:3])[CH3:2]

参加物

5

反応条件

温度
80 °C

実験手順

To a mixture of 4-isopropylbenzoic acid (191 mg, 1.16 mmol) and pyridine (0.12 mL, 1.5 mmol) in toluene (10 mL) was added thionyl chloride (0.11 mL, 1.5 mmol). After heating at 80° C. for 3 h, the reaction mixture was cooled and concentrated in vacuo to give 4-isopropylbenzoyl chloride. A solution of this material (1.16 mmol) in methylene chloride (10 mL) was added to a mixture of 2-amino-N-(4-methoxyphenyl)benzamide (200 mg, 0.83 mmol) and pyridine (0.07 mL, 0.87 mmol) in methylene chloride (15 mL) cooled to 0° C. The reaction mixture was warmed to room temperature and stirred for 1 h. The reaction was partitioned between methylene chloride (25 mL) and 1 N hydrochloric acid (10 mL). The organic layer was dried (magnesium sulfate), filtered, and concentrated in vacuo to give 262 mg (81%) of the title compound as a white solid.

後処理

  1. temperaturethe reaction mixture was cooled
  2. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-3201790d61c54112b92701b46495897c
出典データセット
uspto-grants-2001_11
特許番号
US06313122B1

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