Triethylamine → N-(pyridin-2-ylmethyl)methanesulfonamide

HRID 1728887

반응식

HRID 1728887 반응식
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1.C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[N:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][NH:1][S:17]([CH3:16])(=[O:19])=[O:18]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 195092-PyridinemethanamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 4657001N-(pyridin-2-ylmethyl)methanesulfonamide수율 76.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

To a 0° solution of 15 g of 2-(aminomethyl)pyridine, 15.44 g of triethylamine and 150 ml of methylene chloride is added 17.48 g of methanesulfonyl chloride in 100 ml of methylene chloride. The mixture is stirred at 0° C. for 1 hour followed by stirring at room temperature for 3 hours. The reaction is poured into saturated sodium bicarbonate and extracted with methylene chloride. The combined extracts are washed with saturated sodium chloride and concentrated in vacuo. The residue is purified by chromatography (silica gel: 10% methyl alcohol/ethyl acetate) to give 19.84 g of the desired product.

후처리

  1. stirringby stirring at room temperature for 3 hours
  2. extractionextracted with methylene chloride
  3. washThe combined extracts are washed with saturated sodium chloride
  4. concentrationconcentrated in vacuo
  5. customThe residue is purified by chromatography (silica gel: 10% methyl alcohol/ethyl acetate)

출처 및 근거

ORD 기록
ord-ef97c1b6879e4165abc59e5e58371220
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05328921

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