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

HRID 1731254

反応式

HRID 1731254 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-118c0bca525843a6b756d8040708fa0c
出典データセット
uspto-grants-1986_11
特許番号
US04620865

関連ノート

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