Potassium Carbonate → HCID 14720277, compound

HRID 2351962Notes

Reaction equation

HRID 2351962 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+].[CH3:22][S:23](Cl)(=[O:25])=[O:24]>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:23]([CH3:22])(=[O:25])=[O:24])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31297Methanesulfonyl chlorideHCID 28045454-chloro-N-(pyridin-3-ylmethyl)aniline

Product 1

HCID 14720277HCID 14720277, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 5.5 g. portion of 3-(4-chlorophenylaminomethyl)pyridine was dissolved in 50 ml. of dichloromethane and 3.8 g. of potassium carbonate was added. To it was added, dropwise with stirring, 2.4 ml. of methanesulfonyl chloride. The mixture was stirred at ambient temperature for several days, and it was then washed twice with water, dried and concentrated to a solid. It was triturated with petroleum ether and dried to obtain 7.1 g. of the desired product, m.p. 137.5°-140.5°. It was further triturated with diethyl ether and dried to obtain 7.0 g. of purified product, m.p. 137°-141°.

Workup

  1. additionTo it was added
  2. stirringThe mixture was stirred at ambient temperature for several days
  3. washit was then washed twice with water
  4. customdried
  5. concentrationconcentrated to a solid
  6. customIt was triturated with petroleum ether
  7. customdried
  8. customto obtain 7.1 g

Sources & evidence

ORD record
ord-4df0c2bac2a54d67a975a401090be32c
Source dataset
uspto-grants-1989_10
Patent number
US04874775

Reaction notes

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