Water → 5-Amino-3-(methylthio)-1-(2,4,6-trichlorophenyl)pyrazole-4-carboxamide

HRID 324375

反応式

HRID 324375 の反応式
[CH3:1][S:2][C:3](=[C:6]([C:10]#[N:11])[C:7]([NH2:9])=[O:8])SC.[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([Cl:20])[C:14]=1[NH:21][NH2:22].O>CO>[NH2:11][C:10]1[N:21]([C:14]2[C:13]([Cl:12])=[CH:18][C:17]([Cl:19])=[CH:16][C:15]=2[Cl:20])[N:22]=[C:3]([S:2][CH3:1])[C:6]=1[C:7]([NH2:9])=[O:8]

参加物

5

反応物 3

HCID 962WaterHCID 79234(2,4,6-Trichlorophenyl)hydrazineHCID 27477462-Cyano-3,3-bis(methylthio)acrylamide

生成物 1

HCID 113025915-Amino-3-(methylthio)-1-(2,4,6-trichlorophenyl)pyrazole-4-carboxamide収率 81.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of bis(methythio)methylenecyanoacetamide (7.800 g, 50 mmol) and 2,4,6-trichlorophenylhydrazine (10.575 g, 50 mmol) in 250 ml of methanol was heated at reflux for 2.5 hours. The mixture was cooled and water was added. Precipitate formed and filtered to give 14.323 g (81.5% yield) of the title compound as a white solid. 1H NMR(CDCl3): 2.6 (s,3H), 5.5(brs, 2H), 7.5(s,2H) ppm. Recrystallization of a small portion of the solid from chloroform gave white crystals; m. p. 198-199° C. Anal. Calc. for C11H9Cl3N4OS: C, 37.57; H, 2.58; N, 15.93; Found: C, 37.54; H, 2.51; N, 15.73.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 2.5 hours
  3. temperatureThe mixture was cooled
  4. customPrecipitate formed
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-c13c5fd8e8314a288ea8f87bcf3cb292
出典データセット
uspto-grants-2001_04
特許番号
US06218397B1

関連ノート

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