p-Fluoronitrobenzene → 2-(4-Nitrophenyl)-2H-tetrazole

HRID 1941509

反応式

HRID 1941509 の反応式
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[NH:17]1[CH:21]=[N:20][N:19]=[N:18]1>CN(C)C=O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:18]2[N:19]=[N:20][CH:21]=[N:17]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

参加物

5

反応物 3

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 178418441HCID 178418441、化合物

生成物 1

HCID 5338832-(4-Nitrophenyl)-2H-tetrazole収率 24%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 1-fluoro-4-nitrobenzene (20 g), potassium carbonate (23.5 g) and 1H-tetrazole (12 g) in dimethylformamide (60 ml) was heated to 100° under nitrogen for 24 h. On cooling, the solvent was evaporated and the residue taken up in water, extracted with dichloromethane (4×100 ml), dried (Na2SO4) and evaporated to give an orange solid. This was purified by FCC (cyclohexane/ethyl acetate (3:1)) to give the title compound as a solid (6.5 g). T.l.c. (Cyclohexane/ethyl acetate (3:10), Rf 0.43.

後処理

  1. temperaturewas heated to 100° under nitrogen for 24 h
  2. temperatureOn cooling
  3. customthe solvent was evaporated
  4. extractionextracted with dichloromethane (4×100 ml)
  5. dry with materialdried (Na2SO4)
  6. customevaporated
  7. customto give an orange solid
  8. customThis was purified by FCC (cyclohexane/ethyl acetate (3:1))

出典と根拠

ORDレコード
ord-74be7557fc4b4328aa2cdc70851ce17d
出典データセット
uspto-grants-1997_12
特許番号
US05703240

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