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

HRID 867606

反応式

HRID 867606 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0cd81c599a374e4b8c37613dc6cc0a5d
出典データセット
uspto-grants-1988_10
特許番号
US04775756

関連ノート

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