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

HRID 582012ノート

反応式

HRID 582012 の反応式
[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]

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 71554o-Tolylhydrazinium(1+) chlorideHCID 542422372-Cyano-3-methylthio-3-(4-tolyl)acrylamide2 回

生成物 1

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

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

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).

出典と根拠

ORDレコード
ord-d8cc42b5c4a14489adec7ee652103db8
出典データセット
uspto-grants-1999_07
特許番号
US05922741

反応ノート

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