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Malonic Acid → 2-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acid

HRID 1649200
ノート
印刷プレビュー

反応式

HRID 1649200 の反応式
[N+:1]([C:4]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][N:15]([C:18](=[O:29])[C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)[CH2:14][CH2:13]2)=[CH:8][C:5]=1C=O)([O-:3])=[O:2].[C:30](O)(=O)[CH2:31][C:32]([OH:34])=[O:33].N1CCCCC1>N1C=CC=CC=1>[N+:1]([C:4]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:17][CH2:16][N:15]([C:18](=[O:29])[C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)[CH2:14][CH2:13]2)=[CH:8][C:5]=1[CH:30]=[CH:31][C:32]([OH:34])=[O:33])([O-:3])=[O:2]
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

5

反応物 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 132363012-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]benzaldehyde

生成物 1

HCID 543143522-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acid収率 83.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
80 °C

実験手順

2-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]benzaldehyde (4 g) was dissolved in 20 ml of pyridine followed by adding 2.1 g of malonic acid and 0.4 ml of piperidine, and the mixture was stirred at 80° C. for 4 hours. After evaporating pyridine and piperidine the reaction mixture was poured in a dilute aqueous hydrogen chloride solution and extracted with methylene chloride. After washing the methylene chloride layer with water the solvent was distilled off and methanol was added to the residue. After cooling, crystals which formed were collected by filtration to give 3.7 g of 2-nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-cinnamic acid, m.p. 197°-202° C.

後処理

  1. customAfter evaporating pyridine and piperidine the reaction mixture
  2. additionwas poured in a dilute aqueous hydrogen chloride solution
  3. extractionextracted with methylene chloride
  4. washAfter washing the methylene chloride layer with water the solvent
  5. distillationwas distilled off
  6. additionmethanol was added to the residue
  7. temperatureAfter cooling
  8. customcrystals which formed
  9. filtrationwere collected by filtration

出典と根拠

ORDレコード
ord-582ee681d2e746ebbb96c318c37f36d6
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

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