Ethyl Acetate → 5-Amino-1-(2-tolyl)-3-(4-tolyl)pyrazole-4-carboxamide

HRID 582012노트

반응식

HRID 582012 반응식
[C:1]([C:3](=[C:7](SC)[C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=1)[C:4]([NH2:6])=[O:5])#[N:2].Cl.[C:18]1([CH3:26])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[NH:24][NH2:25].[OH-].[Na+].C(OCC)(=O)C>CCCCCC>[NH2:2][C:1]1[N:24]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[CH3:26])[N:25]=[C:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)[C:3]=1[C:4]([NH2:6])=[O:5]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 71554o-Tolylhydrazinium(1+) chlorideHCID 542422372-Cyano-3-methylthio-3-(4-tolyl)acrylamide2회

생성물 1

HCID 538751495-Amino-1-(2-tolyl)-3-(4-tolyl)pyrazole-4-carboxamide수율 4.9%

시약·촉매·용매 1

HCID 8058Hexane용매

실험 절차

The title compound was prepared from 2-cyano-3-methylthio-3-(4-tolyl) acrylamide (464 mg, 2.0 mmol), 2-tolylhydrazine hydrochloride (350 mg, 2.2 mmol) and sodium hydroxide (88 mg, 2.2 mmol) following the procedure used for the compound of Example 12. The crude product was subjected to column chromatography (SiO2, 75% ethyl acetate in hexane) to give the title compound as a yellow solid (30 mg) m.p. 133-135°. δH (CDCl3) 7.52 (2H, d, J 8.1 Hz), 7.38 (4H, m), 7.28 (2H, d, J 7.4 Hz), 5.40 (4H, m), 2.40 (3H, s) and 2.23 (3H, s).

출처 및 근거

ORD 기록
ord-d8cc42b5c4a14489adec7ee652103db8
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05922741

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