Benzenamine, 2,6-dimethoxy- → 5-(4-Amino-3,5-dimethoxyphenyl)-5-hydroxybarbituric acid

HRID 867606

반응식

HRID 867606 반응식
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:4]=1[NH2:5].O.O.O.O.[NH:16]1[C:24](=[O:25])[C:22](=[O:23])[C:20](=[O:21])[NH:19][C:17]1=[O:18]>O>[NH2:5][C:4]1[C:6]([O:10][CH3:11])=[CH:7][C:8]([C:22]2([OH:23])[C:20](=[O:21])[NH:19][C:17](=[O:18])[NH:16][C:24]2=[O:25])=[CH:9][C:3]=1[O:2][CH3:1]

참가 물질

4

반응물 2

HCID 95940Benzenamine, 2,6-dimethoxy-HCID 12338093Pyrimidine-2,4,5,6(1H,3H)-tetrone tetrahydrate

생성물 1

HCID 212902805-(4-Amino-3,5-dimethoxyphenyl)-5-hydroxybarbituric acid수율 91.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

25 g of 2,6-dimethoxyaniline were added to a solution of 35 g of alloxan tetrahydrate in 120 ml of water. While stirring vigorously, the initially heterogeneous mixture changed after one hour into a brown solution from which grey crystals separated after a short time. The reaction mixture was stirred at room temperature for an additional 24 hours until dimethoxyaniline was no longer detectable according to thin-layer chromatography (cyclohexane/ethyl acetate/water=60:30:1). The reaction mixture was suction filtered, the residue on the suction filter was suspended with 4 portions of water to 80 ml and sucked dry. The solid was dried at 100°/16 mbar for 16 hours. There were obtained 44.2 g of 5-(4-amino-3,5-dimethoxyphenyl)-5-hydroxybarbituric acid as a light grey powder of m.p. 240°-243° (under decomposition). For purification, the powder can be recrystallized from 1-butanol, there being obtained a product of m.p. 242°-244° (decomposition).

후처리

  1. customseparated after a short time
  2. stirringThe reaction mixture was stirred at room temperature for an additional 24 hours until dimethoxyaniline
  3. filtrationfiltered
  4. filtrationthe residue on the suction filter
  5. customsucked dry
  6. customThe solid was dried at 100°/16 mbar for 16 hours

출처 및 근거

ORD 기록
ord-0cd81c599a374e4b8c37613dc6cc0a5d
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04775756

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