Triethylamine → 5-Amino-1-cyclohexyl-1H-pyrazole-4-carbonitrile

HRID 1664481ノート

反応式

HRID 1664481 の反応式
C(O[CH:4]=[C:5]([C:8]#[N:9])[C:6]#[N:7])C.C(N(CC)CC)C.Cl.[CH:18]1([NH:24][NH2:25])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C(O)C>[NH2:9][C:8]1[N:24]([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[N:25]=[CH:4][C:5]=1[C:6]#[N:7]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 671522-(Ethoxymethylene)propanedinitrileHCID 207836Cyclohexylhydrazine hydrochloride

生成物 1

HCID 6900055-Amino-1-cyclohexyl-1H-pyrazole-4-carbonitrile

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

First ethoxymethylenemalononitrile (2.43 g, 19.9 mmol) and then 8 ml of triethylamine are added to a solution of cyclohexylhydrazine hydrochloride (3 g, 19.9 mmol) in 36 ml of ethanol at room temperature. The mixture is refluxed for 20 min and then cooled. The solvent is stripped off in a rotary evaporator, and the residue is taken up in DCM, washed with aqueous sodium bicarbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo. The crude product is chromatographed on silica gel (mobile phase: dichloromethane/methanol 0-10%).

後処理

  1. temperatureThe mixture is refluxed for 20 min
  2. temperaturecooled
  3. customThe solvent is stripped off in a rotary evaporator
  4. washwashed with aqueous sodium bicarbonate solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe crude product is chromatographed on silica gel (mobile phase: dichloromethane/methanol 0-10%)

出典と根拠

ORDレコード
ord-677fc99bffc945709f49fc9b470fb088
出典データセット
uspto-grants-2011_10
特許番号
US08039477B2

反応ノート

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