Ammonia → 1,3-dimethyl-1H-pyrazole-4-sulfonamide

HRID 2106564ノート

反応式

HRID 2106564 の反応式
[CH3:1][N:2]1[CH:6]=[CH:5][C:4]([CH3:7])=[N:3]1.Cl[S:9]([OH:12])(=O)=[O:10].[NH3:13].O>CCOCC>[CH3:1][N:2]1[CH:6]=[C:5]([S:9]([NH2:13])(=[O:12])=[O:10])[C:4]([CH3:7])=[N:3]1

参加物

6

反応物 4

HCID 222AmmoniaHCID 962WaterHCID 24638Chlorosulfonic acidHCID 790961H-Pyrazole, 1,3-dimethyl-

生成物 1

HCID 133427831,3-dimethyl-1H-pyrazole-4-sulfonamide収率 19,024.9%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
90 °C

実験手順

59 g (0.615 mmol) of 1,3-dimethylpyrazole is added slowly to 300 g (2.5 mmol) of chlorosulfonic acid at 0° C. The reaction is warmed to 90° C. for 3 hours, cooled and poured onto 500 g of ice. The aqueous solution is extracted with 3×100 ml of ether. The organic extract is dried over anhydrous sodium sulfate and filtered. The ether solution is added dropwise to a solution of 55 grams of anhydrous ammonia (2.5 mmol) in 250 ml of ether. After standing overnight, water is added and the layers separated. The aqueous solution is extracted with ethyl acetate, the organic solutions combined and dried over anhydrous sodium sulfate. After removal of the drying agent, the solvent is removed in vacuo giving 20.5 g of product, m.p. =97°-105° C.

後処理

  1. temperaturecooled
  2. extractionThe aqueous solution is extracted with 3×100 ml of ether
  3. extractionThe organic extract
  4. dry with materialis dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customthe layers separated
  7. extractionThe aqueous solution is extracted with ethyl acetate
  8. dry with materialdried over anhydrous sodium sulfate
  9. customAfter removal of the drying agent
  10. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-c1b9c6229d704af0810528207d67f993
出典データセット
uspto-grants-1990_06
特許番号
US04931081

反応ノート

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