Potassium Carbonate → N-(2,4-difluorophenyl)-N-(pyridin-3-ylmethyl)ethanesulfonamide

HRID 2351995

反応式

HRID 2351995 の反応式
ClC.[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[NH:11][CH2:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:25]([S:27](Cl)(=[O:29])=[O:28])[CH3:26].C(=O)(O)[O-].[Na+]>>[F:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[N:11]([CH2:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][CH:18]=1)[S:27]([CH2:25][CH3:26])(=[O:29])=[O:28]

参加物

5

反応物 4

HCID 11430Potassium CarbonateHCID 11667Ethanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 198448423-(2,4-Difluorophenylaminomethyl)pyridine chloromethane

生成物 1

HCID 14720331N-(2,4-difluorophenyl)-N-(pyridin-3-ylmethyl)ethanesulfonamide

実験手順

A 4.4 g. portion of 3-(2,4-difluorophenylaminomethyl)pyridine chloromethane, and 4.1 g. of potassium carbonate and 3.9 g. of ethanesulfonyl chloride were added. The mixture was stirred under reflux for several days. It was then diluted with 20 ml. of aqueous sodium bicarbonate and 20 ml. of dichloromethane, and the organic phase was dried and evaporated to an oil. The oil was dissolved in dichloromethane and chromatographed over silica gel, eluting with dichloromethane, to obtain 1.2 g. of the desired product, after triturating with diethyl ether and petroleum ether. M.P. 91°-92°.

後処理

  1. temperatureunder reflux for several days
  2. additionIt was then diluted with 20 ml
  3. dry with materialof dichloromethane, and the organic phase was dried
  4. customevaporated to an oil
  5. dissolutionThe oil was dissolved in dichloromethane
  6. customchromatographed over silica gel
  7. washeluting with dichloromethane
  8. customto obtain 1.2 g
  9. customof the desired product, after triturating with diethyl ether and petroleum ether

出典と根拠

ORDレコード
ord-591049fea23340ada6543bf107c543b7
出典データセット
uspto-grants-1989_10
特許番号
US04874775

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