Ethyl 2-(methoxyimino)-4-oxopentanoate → Ethyl 3-methyl-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate

HRID 598193

反応式

HRID 598193 の反応式
CON=[C:4]([CH2:10][C:11](=O)[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].Cl.[Cl:15][C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[C:18]([Cl:23])[C:17]=1[NH:24][NH2:25]>C(O)(=O)C.C(OCC)(=O)C>[CH3:12][C:11]1[CH:10]=[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[N:24]([C:17]2[C:16]([Cl:15])=[CH:21][C:20]([Cl:22])=[CH:19][C:18]=2[Cl:23])[N:25]=1

参加物

5

反応物 2

HCID 589173Ethyl 2-(methoxyimino)-4-oxopentanoateHCID 3014122(2,4,6-Trichlorophenyl)hydrazine monohydrochloride

生成物 1

HCID 67267631Ethyl 3-methyl-1-(2,4,6-trichlorophenyl)-1H-pyrazole-5-carboxylate収率 42%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
105 °C

実験手順

A mixture of ethyl 2-(methoxyimino)-4-oxopentanoate (2.00 g, 10.7 mmol) and 2,4,6-trichlorophenylhydrazine hydrochloride (3.39 g, 16.0 mmol) in acetic acid (40 ml) and 2-methoxuethanol (20 ml) was stirred for 20 h at 105° C. The solvent was under vacuum and the residue was dissolved in ethyl acetate. The organic solution was washed with 0.2N HCl and water, dried over magnesium sulfate and concentrated under vacuum. The residue was purified by silica gel chromatography eluting with 10% ethyl acetate/n-hexane to give the title compound (1.50 g, 42%).

後処理

  1. washThe organic solution was washed with 0.2N HCl and water
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified by silica gel chromatography
  5. washeluting with 10% ethyl acetate/n-hexane

出典と根拠

ORDレコード
ord-d7df74e885d3482785c853c60c336a87
出典データセット
uspto-grants-2011_03
特許番号
US07897607B2

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