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5-amino-3H-pyrazol-3-one → 7-(2,3-Dichlorophenyl)-1,2,4,7-tetrahydro-5-methyl-2-oxopyrazolo[1,5-a]pyrimidine-6-carboxylic acid, ethyl ester

HRID 1252989
ノート
印刷プレビュー

反応式

HRID 1252989 の反応式
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]=[C:10]([C:16](=O)[CH3:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12].[NH2:19][C:20]1[N:21]=[N:22][C:23](=[O:25])[CH:24]=1>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[N:21]2[NH:22][C:23](=[O:25])[CH:24]=[C:20]2[NH:19][C:16]([CH3:17])=[C:10]1[C:11]([O:13][CH2:14][CH3:15])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 42555565-amino-3H-pyrazol-3-oneHCID 54112468Ethyl 2-[(2,3-dichlorophenyl)methylidene]-3-oxobutanoate

生成物 1

HCID 141304317-(2,3-Dichlorophenyl)-1,2,4,7-tetrahydro-5-methyl-2-oxopyrazolo[1,5-a]pyrimidine-6-carboxylic acid, ethyl ester収率 38.6%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate
溶媒

実験手順

A solution of 2-[(2,3-dichlorophenyl)methylene]-3-oxobutanoic acid, ethyl ester (2.8 g; 10.0 mmole) in dimethylformamide (7 ml) was treated with 3-amino-5-pyrazolone (990 mg) and the resulting mixture was heated at 65° C.±5° for 15 hours. The reaction mixture was allowed to cool to room temperature and then diluted with ethyl acetate. The solution was washed with water, brine, and dried over anhydrous magnesium sulfate. Evaporation of the solvent provided a foam which was purified by flash chromatography (7% methanol in dichloromethane). The product was crystallized from acetonitrile-isopropyl ether to provide the title compound as a solid (1.42 g; melting point 213°-218° C.; sinters above 155° C.).

後処理

  1. temperaturethe resulting mixture was heated at 65° C.±5° for 15 hours
  2. washThe solution was washed with water, brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customEvaporation of the solvent
  5. customprovided a foam which
  6. customwas purified by flash chromatography (7% methanol in dichloromethane)
  7. customThe product was crystallized from acetonitrile-isopropyl ether

出典と根拠

ORDレコード
ord-f78e2d7279a34a54a79cf6d7d830d5ac
出典データセット
uspto-grants-1988_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04746656

反応ノート

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