2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester → 5-Amino-4-ethoxycarbonyl-1-(2,3,5,6-tetrafluoro-4-trifluoromethyl-phenyl)-pyrazole

HRID 1680959ノート

反応式

HRID 1680959 の反応式
[F:1][C:2]1[C:7]([F:8])=[C:6]([C:9]([F:12])([F:11])[F:10])[C:5]([F:13])=[C:4]([F:14])[C:3]=1[NH:15][NH2:16].[C:17]([C:19](=[CH:25]OCC)[C:20]([O:22][CH2:23][CH3:24])=[O:21])#[N:18].C(OCC)C.CCCCC>C(O)C>[NH2:18][C:17]1[N:15]([C:3]2[C:2]([F:1])=[C:7]([F:8])[C:6]([C:9]([F:12])([F:11])[F:10])=[C:5]([F:13])[C:4]=2[F:14])[N:16]=[CH:25][C:19]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21]

参加物

5

反応物 3

HCID 789432-Propenoic acid, 2-cyano-3-ethoxy-, ethyl esterHCID 298179(alpha,alpha,alpha,2,3,5,6-Heptafluoro-p-tolyl)hydrazineHCID 21877078Diethylether pentane

生成物 1

HCID 139337085-Amino-4-ethoxycarbonyl-1-(2,3,5,6-tetrafluoro-4-trifluoromethyl-phenyl)-pyrazole収率 8.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a stirred solution of 15.7 grams (0.634 mole) of 2,3,5,6-tetrafluoro-4-trifluoromethylphenylhydrazine in 40 mL of anhydrous ethanol was added 10.7 grams (0.634 mole) of ethyl 2-cyano-3-ethoxyacrylate. The reaction mixture was heated at reflux for 21 hours, then cooled, and the solvent was removed by distillation under reduced pressure, leaving a residue. This residue was suspended in 80 mL of a 50:50 mixture of diethyl ether/n-pentane. A solid formed and was removed by filtration to yield 20.4 grams of ethyl 5-amino-1-(2,3,5,6-tetrafluoro-4-trifluoromethylphenyl)pyrazol-4-ylcarboxylate, m.p. 166-168° C. The nmr spectrum was consistent with the proposed structure.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 21 hours
  3. temperaturecooled
  4. customthe solvent was removed by distillation under reduced pressure
  5. customleaving a residue
  6. customA solid formed
  7. customwas removed by filtration

出典と根拠

ORDレコード
ord-81f4c52acd6642549952368dcad2ac8d
出典データセット
uspto-grants-1992_12
特許番号
US05167691

反応ノート

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