Pentanenitrile, 4,4-dimethyl-3-oxo- → 3-tert-Butyl-1-(3,4-dimethylphenyl)-1H-pyrazol-5-amine

HRID 711142

反応式

HRID 711142 の反応式
Cl.[CH3:2][C:3]1[CH:4]=[C:5]([NH:10][NH2:11])[CH:6]=[CH:7][C:8]=1[CH3:9].[CH3:12][C:13]([CH3:20])([CH3:19])[C:14](=O)[CH2:15][C:16]#[N:17]>CCO>[C:13]([C:14]1[CH:15]=[C:16]([NH2:17])[N:10]([C:5]2[CH:6]=[CH:7][C:8]([CH3:9])=[C:3]([CH3:2])[CH:4]=2)[N:11]=1)([CH3:20])([CH3:19])[CH3:12]

参加物

4

反応物 2

HCID 108871Pentanenitrile, 4,4-dimethyl-3-oxo-HCID 1737401-(3,4-Dimethylphenyl)hydrazine hydrochloride

生成物 1

HCID 108685003-tert-Butyl-1-(3,4-dimethylphenyl)-1H-pyrazol-5-amine収率 90%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A black solution of 3,4-dimethylphenyl hydrazine hydrochloride (Apollo, 1.73 g, 10.0 mmol) and 4,4-dimethyl-3-oxopentanenitrile (1.38 g, 11.0 mmol) in EtOH (20 mL) was stirred at reflux for 5 h. The cooled solution was concentrated in vacuo, redissolved in diethyl ether (20 mL) and washed with aqueous NaOH solution (1M, 20 mL). The aqueous was extracted with diethyl ether (2×20 mL), then the combined organics washed with brine (20 mL), dried (Na2SO4), filtered and concentrated in vacuo to leave the title compound (2.18 g, 90%). LCMS (Method 3): Rt 2.75 min, m/z 244 [MH+].

後処理

  1. temperatureat reflux for 5 h
  2. concentrationThe cooled solution was concentrated in vacuo
  3. dissolutionredissolved in diethyl ether (20 mL)
  4. washwashed with aqueous NaOH solution (1M, 20 mL)
  5. extractionThe aqueous was extracted with diethyl ether (2×20 mL)
  6. washthe combined organics washed with brine (20 mL)
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e63ab602d1a242a1b19278d90862f38c
出典データセット
uspto-grants-2015_11
特許番号
US09181242B2

関連ノート

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