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

HRID 1649198
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HRID 1649198 반응식
[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]
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참가 물질

4

반응물 3

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

생성물 1

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

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-75c8360314114a92828202a4279dcfbb
출처 데이터셋
uspto-grants-1983_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04415572

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