Water → Methyl 1-(4-methylphenyl)-pyrazole-5-carboxylate

HRID 329339

反応式

HRID 329339 の反応式
[C:1]1([CH3:9])[CH:6]=[CH:5][C:4]([NH:7][NH2:8])=[CH:3][CH:2]=1.C(O[CH:13]=[CH:14][C:15](=O)[C:16]([O:18][CH3:19])=[O:17])C.O>C(O)(=O)C>[CH3:9][C:1]1[CH:6]=[CH:5][C:4]([N:7]2[C:15]([C:16]([O:18][CH3:19])=[O:17])=[CH:14][CH:13]=[N:8]2)=[CH:3][CH:2]=1.[CH3:9][C:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH:13]=[CH:14][C:15]([C:16]([O:18][CH3:19])=[O:17])=[N:8]2)=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 962WaterHCID 10875(4-Methylphenyl)hydrazineHCID 54443622Methyl 4-ethoxy-2-oxobut-3-enoat

生成物 2

HCID 14129278Methyl 1-(4-methylphenyl)-pyrazole-5-carboxylateHCID 14129279Methyl 1-(4-methylphenyl)-1H-pyrazole-3-carboxylate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

反応条件

温度
100 °C

実験手順

12.5 g of p-tolylhydrazine in 150 ml of glacial acetic acid were added to a solution of 16 g of methyl 4-ethoxy-2-oxobut-3-enoat in 100 ml of glacial acetic acid at 50° C. The mixture was stirred at 100° C. for 5 hours, poured into 1 liter of water, and extracted twice with 100 ml of ethyl acetate. The organic phase was washed with saturated NaHCO3 solution and subsequently with water, and dried. After evaporating in a water-pump vaccum, the mixture was separated by distillation in a high vacuum. 4.1 g of methyl 1-(4-methylphenyl)-pyrazole-5-carboxylate of boiling point 116°-120° C./0.01 torr (example 8) and 5.3 g of methyl 1-(4-methylphenyl)-pyrazole-3-carboxylate of boiling point 138°-142° C./0.01 torr were obtained. The compounds were characterized by 1H NMR spectroscopy.

後処理

  1. extractionextracted twice with 100 ml of ethyl acetate
  2. washThe organic phase was washed with saturated NaHCO3 solution and subsequently with water
  3. customdried
  4. customAfter evaporating in a water-pump vaccum
  5. customthe mixture was separated by distillation in a high vacuum

出典と根拠

ORDレコード
ord-e8f7fbe2e1b24b86bf2ee8929eb6660b
出典データセット
uspto-grants-1990_01
特許番号
US04891057

関連ノート

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