Potassium Carbonate → N-Phenyl-N-[(pyridin-3-yl)methyl]methanesulfonamide

HRID 2352000

反応式

HRID 2352000 の反応式
[C:1]1([NH:7][CH2:8][C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:21][S:22](Cl)(=[O:24])=[O:23].C(=O)(O)[O-].[Na+]>ClCCl>[C:1]1([N:7]([CH2:8][C:9]2[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=2)[S:22]([CH3:21])(=[O:24])=[O:23])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 1082702N-(pyridin-3-ylmethyl)aniline

生成物 1

HCID 14720341N-Phenyl-N-[(pyridin-3-yl)methyl]methanesulfonamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

A 3.7 g. portion of 3-(phenylaminomethyl)pyridine was dissolved in 20 ml. of dichloromethane, and to it was added 4.1 g. of potassium carbonate and 2.5 ml. of methanesulfonyl chloride. The mixture was stirred under reflux overnight, and was then diluted with 20 ml. of aqueous sodium bicarbonate and 20 ml. of dichloromethane. The organic phase was separated, washed with 20 ml. of water, dried over magnesium sulfate and evaporated under vacuum. The residue was triturated with diethyl ether and dried to give 4.9 g. of impure product. It was dissolved in 10 ml. of dichloromethane and 20 ml. of ethyl acetate and filtered. The filtrate was evaporated under vacuum, and the residue was triturated with petroleum ether, filtered and dried to obtain 4.4 g. of the desired product, m.p. 104°-105°.

後処理

  1. temperatureunder reflux overnight
  2. additionwas then diluted with 20 ml
  3. customThe organic phase was separated
  4. washwashed with 20 ml
  5. dry with materialof water, dried over magnesium sulfate
  6. customevaporated under vacuum
  7. customThe residue was triturated with diethyl ether
  8. customdried
  9. customto give 4.9 g
  10. dissolutionIt was dissolved in 10 ml
  11. filtrationof ethyl acetate and filtered
  12. customThe filtrate was evaporated under vacuum
  13. customthe residue was triturated with petroleum ether
  14. filtrationfiltered
  15. customdried
  16. customto obtain 4.4 g

出典と根拠

ORDレコード
ord-1575120c78c64fb18b58711871ec6d06
出典データセット
uspto-grants-1989_10
特許番号
US04874775

関連ノート

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