Potassium Carbonate → HCID 14720303, compound

HRID 2351977Notes

Reaction equation

HRID 2351977 reaction equation
ClC.[CH3:3][C:4]1[CH:9]=[C:8]([CH3:10])[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:29](Cl)(=[O:31])=[O:30])[CH2:26][CH2:27][CH3:28]>C(=O)(O)[O-].[Na+]>[CH3:3][C:4]1[CH:9]=[C:8]([CH3:10])[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:29]([CH2:25][CH2:26][CH2:27][CH3:28])(=[O:31])=[O:30]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 754301-Butanesulfonyl chlorideHCID 19844836HCID 19844836, compound

Product 1

HCID 14720303HCID 14720303, compound

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

A 4.2 g. portion of 3-(2,4-dimethylphenylaminomethyl)pyridine chloromethane, and to it were added 4.1 g. of potassium carbonate and 4.7 g. of butanesulfonyl chloride. The mixture was stirred at ambient temperature for 4 days, and then was stirred under gentle reflux for several days more. It was then diluted with aqueous sodium bicarbonate and extracted with dichloromethane, and the organic layer was dried over magnesium sulfate and evaporated to an oil. The oil was applied to a silica gel column and eluted with dichloromethane and then with chloroform to obtain 0.75 g. of the desired product.

Workup

  1. stirringwas stirred
  2. temperatureunder gentle reflux for several days more
  3. extractionextracted with dichloromethane
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. customevaporated to an oil
  6. washeluted with dichloromethane
  7. customwith chloroform to obtain 0.75 g

Sources & evidence

ORD record
ord-f1232f9bdfa44a5f9760ea108619adba
Source dataset
uspto-grants-1989_10
Patent number
US04874775

Reaction notes

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