Dimethylamine → HCID 4730021, compound

HRID 930884Notes

Reaction equation

HRID 930884 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:9](Cl)(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1[Cl:8].[CH3:13][NH:14][CH3:15]>CO>[Br:1][C:2]1[CH:3]=[C:4]([S:9]([N:14]([CH3:15])[CH3:13])(=[O:11])=[O:10])[CH:5]=[N:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 27936265-Bromo-6-chloropyridine-3-sulfonyl chloride

Product 1

HCID 4730021HCID 4730021, compoundYield 53.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Bromo-6-chloropyridine-3-sulfonyl chloride (1.455 g, 5 mmol) in methanol (20 mL) was treated with 2.0 N dimethylamine (6.25 mL, 12.50 mmol). The reaction mixture was stirred at ambient temperature for 16 hours. The solvent was removed, and the solid was washed with water several times. The solid was then purified by chromatography on silica gel eluting with 15% ethyl acetate in hexanes to give 0.8 g of the title compound.

Workup

  1. customThe solvent was removed
  2. washthe solid was washed with water several times
  3. customThe solid was then purified by chromatography on silica gel eluting with 15% ethyl acetate in hexanes

Sources & evidence

ORD record
ord-d7a53e4fc26e4f639b261dca7533c65f
Source dataset
uspto-grants-2016_03
Patent number
US09296741B2

Reaction notes

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