Hydrazine hydrate (1:1) → 4-(Pyridin-2-yl)-1H-pyrazole-3,5-diamine

HRID 490109

反応式

HRID 490109 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([C:10]#[N:11])[C:8]#[N:9].O.[NH2:13][NH2:14]>CCO>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:10]([NH2:11])=[N:13][NH:14][C:8]=1[NH2:9]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 102409162-Pyridylmalononitrile

生成物 1

HCID 576745884-(Pyridin-2-yl)-1H-pyrazole-3,5-diamine収率 52.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2-pyridin-2-yl-malononitrile (0.65 g, 4.59 mmol) and hydrazine hydrate (225 μL, 4.59 mmol) in EtOH (5 mL) was heated to reflux and stirred for 16 hours. The reaction mixture was cooled down to room temperature and filtered. The resulting solid was washed with Et2O to provide the title compound as a light tan solid (0.42 g, 52%). The filtrate was evaporated to dryness and purified by silica gel chromatography eluting with NH4OH:MeOH:CH2Cl2 (0.5:5:95) to give a further 63.3 mg (8%) of the desired product. MS (ES+) 176, (ES−) 174. δH (DMSO-d6) 5.45 (4H, br s), 6.98 (1H, t), 7.57 (1H, d), 7.69 (1H, t), 8.46 (1H, d), 10.55 (1H, br s).

後処理

  1. temperaturewas heated
  2. temperatureto reflux
  3. filtrationfiltered
  4. washThe resulting solid was washed with Et2O

出典と根拠

ORDレコード
ord-aef4521d22c647d0bbaad0dfb900de50
出典データセット
uspto-grants-2009_05
特許番号
US07528138B2

関連ノート

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