Hydrazine hydrate (1:1) → HCID 10199104、化合物

HRID 395921ノート

反応式

HRID 395921 の反応式
O.[NH2:2][NH2:3].[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([C:11](=O)[C:12]#[C:13][C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)=[CH:7][CH:6]=1>C(O)C.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]([C:14]3[S:15][CH:16]=[CH:17][CH:18]=3)[NH:3][N:2]=2)=[CH:7][CH:6]=1

参加物

5

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 13360982HCID 13360982、化合物

生成物 1

HCID 10199104HCID 10199104、化合物収率 80%

試薬・触媒・溶媒 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)触媒HCID 702Ethanol溶媒

実験手順

Hydrazine hydrate (228 mg, 4.6 mM) and pyridinium p-toluenesulfonate (50 mg) were added to a solution of 1-(4-chlorophenyl)-3-(2-thienyl)-2-propyn-1-one (750 mg, 3.0 mM) in ethanol (30 ml), and this mixture was heated under reflux for 2 hours. After the mixture was allowed to cool to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was dissolved in ethyl acetate (50 ml). This solution was washed with a saturated aqueous solution of sodium hydrogen carbonate and a saturated aqueous solution of sodium chloride, and dried over magnesium sulfate. Thereafter, the solvent was distilled off under reduced pressure to obtain 634 mg of 3-(4-chlorophenyl)-5-(2-thienyl)-1H-pyrazole, m.p. 217° C., in an 80% yield.

後処理

  1. temperaturethis mixture was heated
  2. temperatureunder reflux for 2 hours
  3. distillationthe solvent was distilled off under reduced pressure
  4. dissolutionthe resulting residue was dissolved in ethyl acetate (50 ml)
  5. washThis solution was washed with a saturated aqueous solution of sodium hydrogen carbonate
  6. dry with materiala saturated aqueous solution of sodium chloride, and dried over magnesium sulfate
  7. distillationThereafter, the solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-16672854e8c643fb87fb9437dbc1d43f
出典データセット
uspto-grants-2003_08
特許番号
US06605730B2

反応ノート

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