Ammonium Hydroxide → 1-butyl-5-methyl-1H-pyrazole-3-carbonitrile

HRID 2283733ノート

反応式

HRID 2283733 の反応式
[CH2:1]([N:5]1[C:9]([CH3:10])=[CH:8][C:7]([C:11]([NH2:13])=O)=[N:6]1)[CH2:2][CH2:3][CH3:4].P(Cl)(Cl)(Cl)=O.[OH-].[NH4+]>>[CH2:1]([N:5]1[C:9]([CH3:10])=[CH:8][C:7]([C:11]#[N:13])=[N:6]1)[CH2:2][CH2:3][CH3:4]

参加物

4

反応物 3

HCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 669589581-butyl-5-methyl-1H-pyrazole-3-carboxamide

生成物 1

HCID 669586171-butyl-5-methyl-1H-pyrazole-3-carbonitrile収率 106.1%

反応条件

温度
90 °C

実験手順

A mixture of 1-butyl-5-methyl-1H-pyrazole-3-carboxamide (6.9 g, 38 mmol) and phosphorous oxychloride (34.0 mL) was heated at 90° C. under a nitrogen atmosphere for two hours and then allowed to cool to ambient temperature overnight. The reaction was poured into ice water (300 mL); concentrated ammonium hydroxide (115 mL) was added. The mixture was extracted with chloroform (3×), and the combined extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to provide 6.58 g of 1-butyl-5-methyl-1H-pyrazole-3-carbonitrile as a pale yellow oil.

後処理

  1. temperatureto cool to ambient temperature overnight
  2. extractionThe mixture was extracted with chloroform (3×)
  3. dry with materialthe combined extracts were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-96232d4b94c94137ba11615092db9cb6
出典データセット
uspto-grants-2015_09
特許番号
US09145410B2

反応ノート

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