2-Furoylacetonitrile → 1-[(4-Methoxy)phenyl]-3-(trifluoromethyl)-4-cyano-1H-pyrazole 5-(2-furyl)pyrazole

HRID 394812노트

반응식

HRID 394812 반응식
O1C=CC=C1[C:6]([CH2:8][C:9]#[N:10])=O.[O-]CC.[Na+].[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][N:24]=[C:25](Br)[C:26]([F:29])([F:28])[F:27])=[CH:19][CH:18]=1>C(O)C>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH:6]=[C:8]([C:9]#[N:10])[C:25]([C:26]([F:29])([F:28])[F:27])=[N:24]2)=[CH:19][CH:18]=1.[O:16]1[CH:15]=[CH:19][CH:18]=[C:17]1[C:22]1[NH:24][N:23]=[CH:20][CH:21]=1

참가 물질

5

반응물 3

HCID 1416712-FuroylacetonitrileHCID 2723922Sodium ethoxideHCID 713581942,2,2-Trifluoro-N-(4-methoxyphenyl)ethanehydrazonoyl bromide

생성물 1

HCID 696950671-[(4-Methoxy)phenyl]-3-(trifluoromethyl)-4-cyano-1H-pyrazole 5-(2-furyl)pyrazole수율 81.5%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a solution of 2-furoylacetonitrile (0.91 g, 6.73 mmol) in 20 mL of absolute ethanol was added sodium ethoxide (2.5 mL of a 21% weight solution in ethanol, 6.73 mmol) followed by 2,2,2-trifluoroacetoyl bromide-N-(4-methoxyphenyl)hydrazone (2.0 g, 6.73 mmol). This mixture was stirred at ambient temperature for 4 h. The volatiles were removed in vacuo and the residue was dissolved in ethyl acetate, washed with water and brine, dried (MgSO4) and concentrated. The residue was purified by recrystallization from hexane/ethyl acetate to afford 1.1 g (49%) of the title compound.

후처리

  1. customThe volatiles were removed in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with water and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was purified by recrystallization from hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-fc65a0ad41c547eea1933761fc791076
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06602895B2

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