反応 #80992

ord-7f65c23a8c4e475c9b50b4eb895d1480

反応方程式

CCN(CC)C(N)=S
N,N-diethylthiourea
CCOC(=O)C(=O)CBr
ethyl bromopyruvate
O=S(=O)([O-])[O-].[Mg+2]
MgSO4
CCOC(=O)c1csc(N(CC)CC)n1
desired compound
収率 140.4%
CCOC(=O)c1csc(N(CC)CC)n1
Ethyl 2-(N,N-Diethylamino)thiazole-4-carboxylate
収率 140.4%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度heated
  2. 2
    温度at reflux for 1 h
  3. 3
    ろ過The resulting mixture was filtered
  4. 4
    濃縮concentrated in vacuo

実験手順

A solution of 0.972 g (7.36 mmol) of N,N-diethylthiourea and 1.02 ml (8.1 mmol) of ethyl bromopyruvate in 25 ml of acetone was treated with excess solid MgSO4 and heated at reflux for 1 h. The resulting mixture was filtered, and concentrated in vacuo. Silica gel chromatography using CHCl3 provided 2.36 g (38%) of the desired compound as an oil. Mass spectrum: (M+H)+ =229.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05616720uspto-grants-1997_04