3-(3-Chlorophenyl)-2-propynoic acid → 3-(3-chlorophenyl)-N-(2-(methyl(1,3,4-thiadiazol-2-yl)amino)ethyl)propiolamide

HRID 1677095ノート

反応式

HRID 1677095 の反応式
N=C=N.[CH3:4][N:5]([C:9]1[S:10][CH:11]=[N:12][N:13]=1)[CH2:6][CH2:7][NH2:8].[Cl:14][C:15]1[CH:16]=[C:17]([C:21]#[C:22][C:23](O)=[O:24])[CH:18]=[CH:19][CH:20]=1>C(Cl)Cl>[Cl:14][C:15]1[CH:16]=[C:17]([C:21]#[C:22][C:23]([NH:8][CH2:7][CH2:6][N:5]([CH3:4])[C:9]2[S:10][CH:11]=[N:12][N:13]=2)=[O:24])[CH:18]=[CH:19][CH:20]=1

参加物

5

反応物 3

HCID 238793-(3-Chlorophenyl)-2-propynoic acidHCID 160435CarbodiimideHCID 64158240N1-methyl-N1-(1,3,4-thiadiazol-2-yl)ethane-1,2-diamine

生成物 1

HCID 598266903-(3-chlorophenyl)-N-(2-(methyl(1,3,4-thiadiazol-2-yl)amino)ethyl)propiolamide収率 26%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

3.25 g (≅4.0 mmol) PS carbodiimide was added to a solution of 317 mg (2.0 mmol) N1-methyl-N1-(1,3,4-thiadiazol-2-yl)ethane-1,2-diamine and 542 mg (3.0 mmol) 3-(3-chloro-phenyl)propiolic acid in DCM (20 ml) and the reaction solution was shaken for 16 h at RT. The resin was subsequently filtered off, washed with DCM and ethanol and the filtrate concentrated in a vacuum. CC (chloroform) was performed with the residue, whereby 165 mg (0.51 mmol, 26%) 3-(3-chlorophenyl)-N-(2-(methyl(1,3,4-thiadiazol-2-yl)amino)ethyl)propiolamide was obtained.

後処理

  1. filtrationThe resin was subsequently filtered off
  2. washwashed with DCM and ethanol
  3. concentrationthe filtrate concentrated in a vacuum

出典と根拠

ORDレコード
ord-7e9f12e1eccd4cb482414b8d3c75ab38
出典データセット
uspto-grants-2011_08
特許番号
US08008304B2

反応ノート

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