Ethyl isothiocyanatoformate → 3-(5-Thioureido-[1,3,4]thiadiazol-2-yl)-propionic acid

HRID 908188ノート

反応式

HRID 908188 の反応式
C(OC([N:6]=[C:7]=[S:8])=O)C.C[O:10][C:11](=[O:20])[CH2:12][CH2:13][C:14]1[S:15][C:16]([NH2:19])=[N:17][N:18]=1>ClCCl>[NH:19]([C:16]1[S:15][C:14]([CH2:13][CH2:12][C:11]([OH:10])=[O:20])=[N:18][N:17]=1)[C:7]([NH2:6])=[S:8]

参加物

4

反応物 2

HCID 85320Ethyl isothiocyanatoformateHCID 54474128Methyl 3-(5-amino-1,3,4-thiadiazol-2-yl)propanoate

生成物 1

HCID 866062213-(5-Thioureido-[1,3,4]thiadiazol-2-yl)-propionic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Ethoxycarbonyl isothiocyanate (0.656 ml, 5.61 mmol) is added dropwise to a stirred suspension of 3-(5-amino-[1,3,4]thiadiazol-2-yl)-propionic acid methyl ester (56a) in dichloromethane (30 ml). The reaction is at room temperature for 18 hours. After removing the solvent, aqueous sodium hydroxide (2M, 10 ml) is added and the stirred mixture is heated at reflux for 3 hours. The solution is allowed to cool to room temperature and brought to pH 3 by the addition of 6M aqueous HCl. The titled compound which precipitates is removed by filtration, washed with ethyl acetate and dried in vacuo.

後処理

  1. customAfter removing the solvent, aqueous sodium hydroxide (2M, 10 ml)
  2. additionis added
  3. temperaturethe stirred mixture is heated
  4. temperatureat reflux for 3 hours
  5. additionbrought to pH 3 by the addition of 6M aqueous HCl
  6. customThe titled compound which precipitates
  7. customis removed by filtration
  8. washwashed with ethyl acetate
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-14756cade07a43f999de5723cf6e72a7
出典データセット
uspto-grants-2011_09
特許番号
US08017608B2

反応ノート

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