Anthranilamide → N-(2-carbamoylphenyl)-2-chloro-6-methoxybenzamide

HRID 2062220

反応式

HRID 2062220 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Cl:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[C:13]=1[C:14](Cl)=[O:15]>N1C=CC=CC=1>[C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[NH:1][C:14](=[O:15])[C:13]1[C:17]([O:21][CH3:22])=[CH:18][CH:19]=[CH:20][C:12]=1[Cl:11])(=[O:5])[NH2:6]

参加物

4

反応物 2

HCID 6942AnthranilamideHCID 12892677HCID 12892677、化合物

生成物 1

HCID 58010809N-(2-carbamoylphenyl)-2-chloro-6-methoxybenzamide収率 86%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

2-Amino-benzamide (6.9 g, 50.8 mmol) was dissolved in 50 mL of pyridine and cooled to 0° C. 2-Chloro-6-methoxy-benzoyl chloride was added dropwise to the solution. After complete addition, the reaction was left to stir at room temperature for three days, which resulted in formation of a brown, cloudy solution. The reaction mixture was then poured into 150 mL of ice water. The precipitate was filtered and washed twice with water, twice with THF and finally twice with CH2Cl2 to obtain N-(2-carbamoylphenyl)-2-chloro-6-methoxybenzamide (13.3 g, 43.7 mmol, 86%).

後処理

  1. additionAfter complete addition
  2. waitthe reaction was left
  3. customwhich resulted in formation of a brown, cloudy solution
  4. filtrationThe precipitate was filtered
  5. washwashed twice with water, twice with THF and finally twice with CH2Cl2

出典と根拠

ORDレコード
ord-ed138ef0553e4cf8ae1643b406823634
出典データセット
uspto-grants-2012_10
特許番号
US08283354B2

関連ノート

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