Potassium Carbonate → HCID 14720290, compound

HRID 2351973Notes

Reaction equation

HRID 2351973 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:22]([S:24](Cl)(=[O:26])=[O:25])[CH3:23]>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[S:24]([CH2:22][CH3:23])(=[O:26])=[O:25])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11667Ethanesulfonyl chlorideHCID 28045454-chloro-N-(pyridin-3-ylmethyl)aniline

Product 1

HCID 14720290HCID 14720290, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 4.37 g. portion of 3-(4-chlorophenylaminomethyl)pyridine was dissolved in 20 ml. of dichloromethane, and 4.1 g. of potassium carbonate and 3.8 g. of ethanesulfonyl chloride were added. The mixture was stirred under gentle reflux overnight, and was then allowed to stand for several days at ambient temperature. The mixture was extracted with water, dried over magnesium sulfate and filtered. The residue was taken up in chloroform and purified over silica gel, eluting with chloroform. The product-containing fractions were collected and evaporated under vacuum to obtain 1 g. of the desired product, m.p. 104°-106°.

Workup

  1. temperatureunder gentle reflux overnight
  2. waitto stand for several days at ambient temperature
  3. extractionThe mixture was extracted with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. custompurified over silica gel
  7. washeluting with chloroform
  8. customThe product-containing fractions were collected
  9. customevaporated under vacuum
  10. customto obtain 1 g

Sources & evidence

ORD record
ord-178693faa9c04231adcd7564f9b54ffc
Source dataset
uspto-grants-1989_10
Patent number
US04874775

Reaction notes

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