2-(Ethoxymethylene)propanedinitrile → 5-Amino-1-(2-chlorophenyl)-1H-pyrazole-4-carbonitrile

HRID 2261247노트

반응식

HRID 2261247 반응식
C(O[CH:4]=[C:5]([C:8]#[N:9])[C:6]#[N:7])C.Cl.[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH:18][NH2:19]>CCO>[NH2:9][C:8]1[N:18]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[Cl:11])[N:19]=[CH:4][C:5]=1[C:6]#[N:7]

참가 물질

4

반응물 2

HCID 671522-(Ethoxymethylene)propanedinitrileHCID 4432872-Chlorophenylhydrazine hydrochloride

생성물 1

HCID 123660385-Amino-1-(2-chlorophenyl)-1H-pyrazole-4-carbonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

At RT, 2-(ethoxymethylene)malononitrile (5.77 g, 47.2 mmol) was added in portions to a stirred suspension of 1-(2-chlorophenyl)hydrazine hydrochloride (8.05 g, 45.0 mmol) and TEA (6.58 ml, 47.2 mmol) in absolute EtOH (56 mL). The mixture was heated to reflux for 1 h. The volatile solvents were removed under reduced pressure. The brown reside was dissolved in EtOAc, washed with water followed by saturated NaHCO3 solution. The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure to obtain 5-amino-1-(2-chlorophenyl)-1H-pyrazole-4-carbonitrile as a rusty crystalline solid. MS (ESI, pos.ion) m/z: 219.0 (M+1).

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1 h
  3. customThe volatile solvents were removed under reduced pressure
  4. dissolutionThe brown reside was dissolved in EtOAc
  5. washwashed with water
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-7319fc4a052d47338e9434a11088332f
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07846944B2

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