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Ethanol → 6-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-one

HRID 1649246
ノート
印刷プレビュー

反応式

HRID 1649246 の反応式
Cl.[N+:2]([C:5]1[CH:17]=[CH:16][C:15]([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[CH:14][C:6]=1[CH:7]=[CH:8][C:9](OCC)=[O:10])([O-])=O.C(O)C.[OH-].[Na+]>[Ni].O>[N:18]1([C:15]2[CH:14]=[C:6]3[C:5](=[CH:17][CH:16]=2)[NH:2][C:9](=[O:10])[CH2:8][CH2:7]3)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 705346722-Nitro-5-piperazinylcinnamic acid ethyl ester hydrochloride

生成物 1

HCID 111178966-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-one収率 54.9%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 962Water
溶媒

反応条件

温度
80 °C

実験手順

Ethyl 2-nitro-5-piperazinylcinnamate hydrochloride (3.5 g) was dissolved in a mixed solvent consisting of 150 ml of ethanol and 45 ml of water and the solution was adjusted to pH of about 7 with an aqueous sodium hydroxide. The solution was added 2 g of Raney nickel catalyst and placed in a glass autoclave followed by stirring at 80° C. under hydrogen gas pressure of 5 kg/cm2 for 4 hours. After removing hydrogen gas the reaction mixture was taken out and the catalyst was removed. The solution was concentrated to dryness and methanol was added to the residue to precipitate crystals, which then were collected by filtration and recrystallized from methanol to give 1.3 g of 6-(1-piperazinyl)-3,4-dihydrocarbostyril, m.p. 224°-231.5° C.

後処理

  1. customAfter removing hydrogen gas the reaction mixture
  2. customthe catalyst was removed
  3. concentrationThe solution was concentrated to dryness and methanol
  4. additionwas added to the residue
  5. customto precipitate crystals, which
  6. filtrationthen were collected by filtration
  7. customrecrystallized from methanol

出典と根拠

ORDレコード
ord-4a0ed36b73494479b7464c1071d00e34
出典データセット
uspto-grants-1983_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04415572

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート