Water → N-(3-Carboxymethyl-5-phenyl-2-thienyl)-benzamide

HRID 27664

反応式

HRID 27664 の反応式
[NH2:1][C:2]1[S:3][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][C:6]=1[C:7](OC)=O.C(C[C:20]([O:22]C)=[O:21])#N.[C:24](Cl)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.O>CN(C)P(N(C)C)(N(C)C)=O>[C:20]([CH2:7][C:6]1[CH:5]=[C:4]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[S:3][C:2]=1[NH:1][C:24](=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([OH:22])=[O:21]

参加物

6

反応物 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 7747Methyl cyanoacetateHCID 705256Methyl 2-amino-5-phenylthiophene-3-carboxylate

生成物 1

HCID 23341625N-(3-Carboxymethyl-5-phenyl-2-thienyl)-benzamide

試薬・触媒・溶媒 1

HCID 12679Hexamethylphosphoramide溶媒

実験手順

Methyl 2-amino-5-phenyl-thiophene-3-carboxylate (1.3 g, 0.0055 mole) in hexamethyl phosphoramide (prepared by the method of Chemische Berichte, 99, 94 (1966) but using methyl cyanoacetate in place of ethyl cyanoacetate) (20 ml.) was stirred and treated with benzoyl chloride (1.56 g, 1.28 ml, 0.011 mole). The solution was stirred for 2 hours, poured into water (750 ml), stored overnight and the title compound filtered off (1.31 g) m.p. 190° C.

後処理

  1. stirringThe solution was stirred for 2 hours
  2. filtrationthe title compound filtered off (1.31 g) m.p. 190° C.

出典と根拠

ORDレコード
ord-c2d28016781d4b6db6ad247f32ac93ef
出典データセット
uspto-grants-1980_09
特許番号
US04222946

関連ノート

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