Pyridine → 1,3-Dimethyl-5-ethoxycarbonyl-2-thiobarbituric acid

HRID 652059ノート

反応式

HRID 652059 の反応式
[CH3:1][N:2]1[C:9](=[O:10])[CH2:8][C:6](=[O:7])[N:5]([CH3:11])[C:3]1=[S:4].N1C=CC=CC=1.Cl[C:19]([O:21][CH2:22][CH3:23])=[O:20]>CN(C)C1C=CN=CC=1.ClCCl>[CH3:11][N:5]1[C:6](=[O:7])[CH:8]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:9](=[O:10])[N:2]([CH3:1])[C:3]1=[S:4]

参加物

6

反応物 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 5989481,3-Dimethyl-2-sulfanylidene-1,3-diazinane-4,6-dione

生成物 1

HCID 140533471,3-Dimethyl-5-ethoxycarbonyl-2-thiobarbituric acid

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

155 g (0.9 mol) of 1,3-dimethyl-2-thiobarbituric acid, 88,3 g (1.12 mol) of pyridine and 9 g of 4-dimethylaminopyridine are dissolved in 660 ml of dichloromethane and the solution is cooled to 0° C. Then 102 g (0.94 mol) of ethyl chloroformate are added dropwise over 1 hour. The mixture is subsequently stirred for 12 hours at 0° C., then allowed to warm to room temperature and worked up after a further 7 hours as follows. 600 ml of dichloromethane are added and the solution is washed with three 1000 ml portions of water, dried over Na2SO4 and the solvent is evaporated off. The crude product is recrystallised from ethanol. Melting point 90°-93° C.

後処理

  1. temperatureto warm to room temperature
  2. waitworked up after a further 7 hours
  3. washthe solution is washed with three 1000 ml portions of water
  4. dry with materialdried over Na2SO4
  5. customthe solvent is evaporated off
  6. customThe crude product is recrystallised from ethanol

出典と根拠

ORDレコード
ord-764a040fd5764919b72eaf4c17c1917f
出典データセット
uspto-grants-1987_06
特許番号
US04670441

反応ノート

読み込み中…