Nitric Acid → 1,3-Dinitro-1H-pyrazole

HRID 473136ノート

反応式

HRID 473136 の反応式
[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]

参加物

5

反応物 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 178526745HCID 178526745、化合物

生成物 1

HCID 232795291,3-Dinitro-1H-pyrazole収率 97.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-65720353799b41928323444160a8f50c
出典データセット
uspto-grants-2014_01
特許番号
US08633207B2

反応ノート

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