Isoamyl Nitrite → Ethyl 5-bromo-1-phenyl-1H-pyrazole-4-carboxylate

HRID 1731254

반응식

HRID 1731254 반응식
N[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].[Br:18]Br.N(OCCC(C)C)=O>C(Cl)(Cl)Cl>[Br:18][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

참가 물질

5

반응물 3

HCID 8053Isoamyl NitriteHCID 24408BromineHCID 85270Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate

생성물 1

HCID 13802165Ethyl 5-bromo-1-phenyl-1H-pyrazole-4-carboxylate수율 38%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 20.0 g of 5-amino-1-phenyl-1H-pyrazole-4-carboxylic acid, ethyl ester and 10 ml of bromine in 200 ml of chloroform was added 15.8 g of isoamyl nitrite dropwise. The reaction mixture was allowed to stir at room temperature for about 24 hours and the volatiles were removed under reduced pressure. The residue was recrystallized from ethanol/water to provide 10.0 g of 5-bromo-1-phenyl-1H-pyrazole-4-carboxylic acid, ethyl ester. Yield 38%. mp=86°-89° C.

후처리

  1. customthe volatiles were removed under reduced pressure
  2. customThe residue was recrystallized from ethanol/water

출처 및 근거

ORD 기록
ord-118c0bca525843a6b756d8040708fa0c
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04620865

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