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Sodium ethoxide → 2-Amino-5-(2-naphthyl)pyrrole-3-carboxamide

HRID 416023
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HRID 416023 반응식
[O-][CH2:2][CH3:3].[Na+].[CH2:5]([C:9]([NH2:11])=[O:10])[C:6]([NH2:8])=[NH:7].Cl.BrCC([C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1)=O>C(O)C>[NH2:7][C:6]1[NH:8][C:2]([C:19]2[CH:18]=[CH:17][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=2)=[CH:3][C:5]=1[C:9]([NH2:11])=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 2723922Sodium ethoxideHCID 3084595Amidinomalonamide hydrochlorideHCID 38305132-Bromo-1-(1-naphthalenyl)ethanone

생성물 1

HCID 582940172-Amino-5-(2-naphthyl)pyrrole-3-carboxamide수율 30%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Under ice-cooling, sodium ethoxide (2.7 g, 40 mmol) was added to a suspension of malonamamidine hydrochloride (5.5 g, 40 mmol) in dehydrated ethanol (130 mL), and then the mixture was stirred for 20 minutes. 2-Bromoacetylnaphthalene (5.0 g, 20 mmol) was added thereto, and the whole was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo, and the obtained residue was purified by silica gel column chromatography to give the title reference compound (1.5 g) as a black solid (Yield 30%).

후처리

  1. temperatureUnder ice-cooling
  2. stirringthe whole was stirred at room temperature overnight
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customthe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-47df18e4a63c4970aacb527f05a45fd8
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08088817B2

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