Triethylamine → 5-Amino-1-(2-ethylphenyl)-1H-pyrazole-4-carbonitrile

HRID 2406113

반응식

HRID 2406113 반응식
Cl.[CH2:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][NH2:11])[CH3:3].C(O[CH:15]=[C:16]([C:19]#[N:20])[C:17]#[N:18])C.C(N(CC)CC)C>C(O)C.ClCCl>[NH2:20][C:19]1[N:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:2][CH3:3])[N:11]=[CH:15][C:16]=1[C:17]#[N:18]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 671522-(Ethoxymethylene)propanedinitrileHCID 27332092-Ethylphenylhydrazine Hydrochloride

생성물 1

HCID 121505585-Amino-1-(2-ethylphenyl)-1H-pyrazole-4-carbonitrile

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6344Dichloromethane용매

반응 조건

온도
60 °C

실험 절차

A solution of 3.0 g (17.0 mmol) of 2-ethylphenylhydrazine hydrochloride and 2.12 g (17.0 mmol) of ethoxymethylenemalononitrile in 36 ml of ethanol is mixed with 7.1 ml (51.1 mmol) of triethylamine and heated at 60° C. until the reaction is complete according to a TLC check (about 30 min). For working up, the solvent is stripped off, and the residue is taken up in dichloromethane, washed with saturated sodium bicarbonate solution and dried over sodium sulphate. Concentration results in a crude product which is purified by column chromatography on silica gel (mobile phase dichloromethane with 0-10% methanol). 3.05 g (83.5% of theory) of the desired product are obtained.

후처리

  1. customis complete according to a TLC check (about 30 min)
  2. washwashed with saturated sodium bicarbonate solution
  3. dry with materialdried over sodium sulphate
  4. concentrationConcentration
  5. customresults in a crude product which
  6. customis purified by column chromatography on silica gel (mobile phase dichloromethane with 0-10% methanol)

출처 및 근거

ORD 기록
ord-72ac73fcbd8a44bc9209e6e6d971e21c
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08809348B2

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