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Triethylamine → 5-bromo-1-phenyl-N-methoxy-1H-pyrazole-4-carboxamide

HRID 1731266
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반응식

HRID 1731266 반응식
[Br:1][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]([OH:15])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.C(N(CC)CC)C.Cl.[CH3:36][O:37][NH2:38]>CN(C=O)C>[Br:1][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]([NH:38][O:37][CH3:36])=[O:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471Triethylamine2회HCID 682631,1'-CarbonyldiimidazoleHCID 521874O-Methylhydroxylamine hydrochloride2회HCID 138219315-bromo-1-phenyl-1H-pyrazole-4-carboxylic acid

생성물 1

HCID 138219375-bromo-1-phenyl-N-methoxy-1H-pyrazole-4-carboxamide수율 34.7%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

A solution of 2.6 g of 5-bromo-1-phenyl-1H-pyrazole-4-carboxylic acid and 2.4 g of carbonyldiimidazole in 60 ml DMF was stirred at room temperature for 30 minutes. Two grams of triethylamine and 1.7 g of methoxyamine hydrochloride were added to the solution. The mixture was stirred at room temperature for 24 hours and another equivalent of triethylamine and methoxyamine hydrochloride were added. The mixture was heated on the steam bath for two hours and poured into ice water. The precipitated solid was collected by filtration and recrystallized from ethanol to afford 1.0 g of 5-bromo-1-phenyl-N-methoxy-1H-pyrazole-4-carboxamide. Yield 34%. mp=194°-197° C.

후처리

  1. temperatureThe mixture was heated on the steam bath for two hours
  2. filtrationThe precipitated solid was collected by filtration
  3. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-3906111bfe2e4b93aa1819dcdad19618
출처 데이터셋
uspto-grants-1986_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04620865

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