p-Nitroacetophenone → 3-(4-Nitrophenyl)-1H-pyrazole

HRID 1180873

반응식

HRID 1180873 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH3:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].CO[CH:15](OC)[NH2:16].O.[NH2:20]N>CN(C)C=O>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:20][N:16]=[CH:15][CH:11]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 7487p-NitroacetophenoneHCID 24654Hydrazine hydrate (1:1)HCID 14871319Dimethoxymethanamine

생성물 1

HCID 27370713-(4-Nitrophenyl)-1H-pyrazole수율 98%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

A solution of 1-(4-nitrophenyl)ethanone (605.5 mmol) and bis(methyloxy)methanamine (726 mmol) in N,N-dimethylformamide (1000 mL) was stirred for 1 h at 80° C. The reaction was concentrated in vacuo, the residue was dissolved in ethanol (1000 mL) and treated with hydrazine monohydrate (1816 mmol). After the reaction stirred 2 h at 70° C. it was cooled to room temperature and poured into ice-water (2000 mL). Product precipitated out of solution, which was filtered, washed with water (4×500 mL) and dried to provide the title product as a yellow powder (98%). ESMS [M+H]+: 190.2

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethanol (1000 mL)
  3. temperaturewas cooled to room temperature
  4. customProduct precipitated out of solution, which
  5. filtrationwas filtered
  6. washwashed with water (4×500 mL)
  7. customdried

출처 및 근거

ORD 기록
ord-2fa60280d70240f690012016dd022521
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282588B2

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