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

HRID 652059노트

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HRID 652059 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-764a040fd5764919b72eaf4c17c1917f
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04670441

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