Formic Acid → ethyl 3-(formylamino)-1-phenyl-1H-pyrazole-4-carboxylate

HRID 2221652노트

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HRID 2221652 반응식
[CH:1](O)=[O:2].C(OC(=O)C)(=O)C.[NH2:11][C:12]1[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][N:14]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:13]=1>O1CCCC1>[CH:1]([NH:11][C:12]1[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][N:14]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:13]=1)=[O:2]

참가 물질

5

반응물 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 14590586Ethyl 3-amino-1-phenyl-1H-pyrazole-4-carboxylate

생성물 1

HCID 23076448ethyl 3-(formylamino)-1-phenyl-1H-pyrazole-4-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
55 °C

실험 절차

Under ice-cooling, 98% formic acid (12.75 g) was added to acetic anhydride (22.97 g) using an dropping funnel, the obtained mixture was stirred at 50-60° C. for 2 hrs, and cooled to room temperature. Tetrahydrofuran (25 mL) was added to the obtained mixture and a solution of ethyl 3-amino-1-phenyl-1H-pyrazole-4-carboxylate (20.00 g) in tetrahydrofuran (20 mL) was added. The obtained mixture was stirred at room temperature for 3 hrs and concentrated. The residue was recrystallized from ethyl acetate-hexane to give ethyl 3-(formylamino)-1-phenyl-1H-pyrazole-4-carboxylate as colorless needle crystals (20.89 g, yield 93%). melting point: 135-136° C.

후처리

  1. temperatureUnder ice-cooling
  2. temperaturecooled to room temperature
  3. stirringThe obtained mixture was stirred at room temperature for 3 hrs
  4. concentrationconcentrated
  5. customThe residue was recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-3acaf6f658f44acf8ae303aea4b5dce6
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07368578B2

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