Pyridine → 2-(3-Chloromethyl-benzoylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester

HRID 1094975

反応式

HRID 1094975 の反応式
[CH2:1]([O:3][C:4]([C:6]1[C:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C:9]=2[S:8][C:7]=1[NH2:15])=[O:5])[CH3:2].N1C=CC=CC=1.CO[C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][C:32]=1OC)[C:27](Cl)=[O:28].[CH2:35]([Cl:37])Cl>>[CH2:1]([O:3][C:4]([C:6]1[C:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C:9]=2[S:8][C:7]=1[NH:15][C:27](=[O:28])[C:26]1[CH:30]=[CH:31][CH:32]=[C:24]([CH2:35][Cl:37])[CH:25]=1)=[O:5])[CH3:2]

参加物

5

反応物 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 77070Veratroyl chloride2 回HCID 78262Ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate2 回

生成物 1

HCID 666392012-(3-Chloromethyl-benzoylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester

反応条件

温度
0 °C

実験手順

2-Amino-4,5,6,7-tetrahydrobenzothiophene-3-carboxylic acid ethyl ester (Compound A) (4.0 g) was dissolved in anhydrous methylene chloride (40.0 ml). Subsequently, pyridine (2.8 ml) and 3-(chloromethyl)benzoyl chloride (compound B) (3.0 ml) were added at 0° C., and the mixture was stirred at 0° C. for one hr. After the completion of the reaction, distilled water was added, and the mixture was subjected to separatory extraction with chloroform, and the organic layer was washed with saturated brine, was dried over sodium sulfate, and was then concentrated to give 2-(3-chloromethyl-benzoylamino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid ethyl ester as a useful intermediate (7.42 g, yield 100%).

後処理

  1. customAfter the completion of the reaction
  2. distillationdistilled water
  3. additionwas added
  4. extractionthe mixture was subjected to separatory extraction with chloroform
  5. washthe organic layer was washed with saturated brine
  6. dry with materialwas dried over sodium sulfate
  7. concentrationwas then concentrated

出典と根拠

ORDレコード
ord-d039a63894f94c38830b00a29956f7a9
出典データセット
uspto-grants-2012_03
特許番号
US08134015B2

関連ノート

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