Maleic Anhydride → 1-Methoxycarbonyl-3-[2-(3-carboxyacrylamido)phenyl]thiourea

HRID 1415654ノート

反応式

HRID 1415654 の反応式
[CH3:1][O:2][C:3]([NH:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH2:15])=[S:7])=[O:4].[C:16]1(=[O:22])[O:21][C:19](=[O:20])[CH:18]=[CH:17]1>C(O)C>[CH3:1][O:2][C:3]([NH:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16](=[O:22])[CH:17]=[CH:18][C:19]([OH:21])=[O:20])=[S:7])=[O:4]

参加物

4

反応物 2

HCID 7923Maleic AnhydrideHCID 3032830Thiophamine

生成物 1

HCID 536421621-Methoxycarbonyl-3-[2-(3-carboxyacrylamido)phenyl]thiourea収率 28.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 1-methoxycarbonyl-3-(2-aminophenyl)thiourea (10.9 g., 0.048 mole), maleic anhydride (4.7 g; 0.048 mole) and ethanol (200 ml) was boiled under reflux with stirring for one hour. The clear solution was allowed to cool and the crystals which deposited were filtered off. These were recrystallised once from ethanol and once from a mixture of acetone and petroleum spirit (b.p. 60°-80° C.) to give 1-methoxycarbonyl-3-[2-(3-carboxyacrylamido)phenyl]thiourea (4.4 g) m.p. 170°-173° C. (with decomposition).

後処理

  1. temperatureunder reflux
  2. temperatureto cool
  3. filtrationthe crystals which deposited were filtered off
  4. customThese were recrystallised once from ethanol and once from a mixture of acetone and petroleum spirit (b.p. 60°-80° C.)

出典と根拠

ORDレコード
ord-4d05abead64c4abab4a08021772a2f2d
出典データセット
uspto-grants-1977_01
特許番号
US04005217

反応ノート

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