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Ethanol → 2-Nitro-5-piperazinylcinnamic acid ethyl ester hydrochloride

HRID 1649198
ノート
印刷プレビュー

反応式

HRID 1649198 の反応式
[N+:1]([C:4]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:11][C:5]=1[CH:6]=[CH:7][C:8]([OH:10])=[O:9])([O-:3])=[O:2].S(Cl)([Cl:23])=O.[CH2:25](O)[CH3:26]>>[ClH:23].[CH2:25]([O:9][C:8](=[O:10])[CH:7]=[CH:6][C:5]1[CH:11]=[C:12]([N:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[CH:13]=[CH:14][C:4]=1[N+:1]([O-:3])=[O:2])[CH3:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 570123252-Nitro-5-piperazinylcinnamic acid

生成物 1

HCID 705346722-Nitro-5-piperazinylcinnamic acid ethyl ester hydrochloride

実験手順

2-Nitro-5-piperazinylcinnamic acid (10 g) was suspended in 100 ml of ethyl alcohol and to the suspension was added dropwise 3 ml of thionyl chloride with ice cooling externally while stirring. After completion of addition, the mixture was heated under reflux for 3 hours and ethyl alcohol and thionyl chloride were removed by distillation. The residue was added to isopropyl alcohol and heated to dissolve. After cooling, yellow crystals which precipitated were collected by filtration to give 4.3 g of 2-nitro-5-piperazinylcinnamic acid ethyl ester hydrochloride, m.p. 210°-220° C.

後処理

  1. additionAfter completion of addition
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 3 hours
  4. customethyl alcohol and thionyl chloride were removed by distillation
  5. additionThe residue was added to isopropyl alcohol
  6. temperatureheated to dissolve
  7. temperatureAfter cooling
  8. customyellow crystals which precipitated
  9. filtrationwere collected by filtration

出典と根拠

ORDレコード
ord-75c8360314114a92828202a4279dcfbb
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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