Nitric Acid → 1,3-Dinitro-1H-pyrazole

HRID 473136노트

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HRID 473136 반응식
[N+:1]([C:4]1[CH:8]=[CH:7][NH:6][N:5]=1)([O-:3])=[O:2].[N+:9]([O-])([OH:11])=[O:10].C(OC(=O)C)(=O)C>C(O)(=O)C>[N+:9]([N:6]1[CH:7]=[CH:8][C:4]([N+:1]([O-:3])=[O:2])=[N:5]1)([O-:11])=[O:10]

참가 물질

5

반응물 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 178526745HCID 178526745, 화합물

생성물 1

HCID 232795291,3-Dinitro-1H-pyrazole수율 97.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a stirred mixture of 3-nitro-1H-pyrazole (3.16 g, 27.9 mmol) in glacial acetic acid (20 mL) at 0° C. was added fuming nitric acid (2.6 mL, 58.69 mmol) dropwise, followed by acetic anhydride (6.6 mL, 69.87 mmol). The mixture was stirred and allowed to warm to rt over 3 h, then poured into ice water (50 mL) and stirred for 20 h. The mixture was extracted with EtOAc combined organic layers were dried over MgSO4, filtered and concentrated to dryness to afford 1,3-dinitro-1H-pyrazole (4.3 g, 97%). 1H NMR (300 MHz, DMSO-d6) δ 8.00 (br s, 1H), 6.44 (br s, 1H).

후처리

  1. stirringstirred for 20 h
  2. extractionThe mixture was extracted with EtOAc combined organic layers
  3. dry with materialwere dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-65720353799b41928323444160a8f50c
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633207B2

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