Phosphoric Acid → Vesnarinone

HRID 1649241

反応式

HRID 1649241 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2.O[CH2:14][CH2:15][N:16]([CH2:29][CH2:30]O)[C:17](=[O:28])[C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=1.P(=O)(O)(O)O.[OH-].[Na+]>O>[CH3:27][O:26][C:20]1[CH:19]=[C:18]([CH:23]=[CH:22][C:21]=1[O:24][CH3:25])[C:17]([N:16]1[CH2:15][CH2:14][N:1]([C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]3)[CH2:30][CH2:29]1)=[O:28]

参加物

6

反応物 4

HCID 1004Phosphoric AcidHCID 14798Sodium HydroxideHCID 49127596-amino-3,4-dihydroquinolin-2(1H)-oneHCID 20144316N,N-bis(2-hydroxyethyl)-3,4-dimethoxybenzamide

生成物 1

HCID 5663Vesnarinone収率 71.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 2.7 g of 6-amino-3,4-dihydrocarbostyril, 5.9 g of N,N-bis(2-hydroxyethyl)-3,4-dimethoxybenzamide and 8.6 g of 85% phosphoric acid was reacted at 165° to 175° C. for 4.5 hours while stirring. After allowing to cool, to the reaction mixture was added dropwise about 50 ml of water to dissolve. The solution was neutralized with an aqueous 48% sodium hydroxide solution and extracted with chloroform. After drying the extract over potassium carbonate, chloroform was distilled off. Recrystallization of the residue from ethanol-chloroform gave 4.7 g of 6-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 238°-239.5° C., colorless granules.

後処理

  1. customwas reacted at 165° to 175° C. for 4.5 hours
  2. temperatureto cool, to the reaction mixture
  3. dissolutionto dissolve
  4. extractionextracted with chloroform
  5. customAfter drying the
  6. extractionextract over potassium carbonate, chloroform
  7. distillationwas distilled off
  8. customRecrystallization of the residue from ethanol-chloroform

出典と根拠

ORDレコード
ord-41d2bcafaa9446f1a222956d6f3d9107
出典データセット
uspto-grants-1983_11
特許番号
US04415572

関連ノート

読み込み中…