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Sodium Hydroxide → 2-Amino-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acid

HRID 1649201
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HRID 1649201 반응식
[N+:1]([C:4]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][N:18]([C:21](=[O:32])[C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[C:24]([O:30][CH3:31])[CH:23]=3)[CH2:17][CH2:16]2)=[CH:11][C:5]=1[CH:6]=[CH:7][C:8]([OH:10])=[O:9])([O-])=O.[OH-].[Na+]>Cl.CO>[NH2:1][C:4]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:16][CH2:17][N:18]([C:21](=[O:32])[C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[C:24]([O:30][CH3:31])[CH:23]=3)[CH2:19][CH2:20]2)=[CH:11][C:5]=1[CH:6]=[CH:7][C:8]([OH:10])=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 543143522-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acid

생성물 1

HCID 542573532-Amino-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acid수율 56.3%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 887Methanol용매

실험 절차

2-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acid (12 g) was dissolved in 60 ml of concentrated hydrochloric acid and to the resulting solution was added dropwise a solution of 20 g of stannous chloride in 40 ml of concentrated hydrochloric acid at room temperature. After stirring for 2 hours crystals which precipitated were collected by filtration. The crystals thus-obtained was dissolved in 240 ml of methanol and the solution was neutralized with 10% aqueous sodium hydroxide solution to precipitate crystals, which then were collected by filtration. After concentrating the methanol solution, the residue was recrystallized from ethanol to give 6.3 g of 2-amino-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acid, m.p. 168°-170.5° C., pale yellow powders.

후처리

  1. customprecipitated
  2. filtrationwere collected by filtration
  3. customThe crystals thus-obtained
  4. customto precipitate crystals, which
  5. filtrationthen were collected by filtration
  6. concentrationAfter concentrating the methanol solution
  7. customthe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-084f2b142f5a4ebe8365d579999e9838
출처 데이터셋
uspto-grants-1983_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04415572

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