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

HRID 27664

반응식

HRID 27664 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c2d28016781d4b6db6ad247f32ac93ef
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04222946

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