Benzenesulfonyl chloride → N-[5-bromo-2-(ethyloxy)-3-pyridinyl]benzenesulfonamide

HRID 1695754Notes

Reaction equation

HRID 1695754 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5]([O:8][CH2:9][CH3:10])=[N:6][CH:7]=1.[C:12]1([S:18](Cl)(=[O:20])=[O:19])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([NH:11][S:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)(=[O:20])=[O:19])[C:5]([O:8][CH2:9][CH3:10])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 532116995-Bromo-2-ethoxypyridin-3-amine

Product 1

HCID 59860135N-[5-bromo-2-(ethyloxy)-3-pyridinyl]benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 5-bromo-2-(ethyloxy)-3-pyridinamine (1.45 g) in anhydrous pyridine (15 ml) was treated with benzenesulfonyl chloride (1.03 ml) then stirred at RT for 20 hr. The reaction was evaporated to dryness and the residue was purified by column chromatography on silica, eluting with 30% hexanes in DCM, to give the title compound (1.86 g).

Workup

  1. customThe reaction was evaporated to dryness
  2. customthe residue was purified by column chromatography on silica
  3. washeluting with 30% hexanes in DCM

Sources & evidence

ORD record
ord-087614375e224ad2a79c1264e1426db0
Source dataset
uspto-grants-2012_04
Patent number
US08163743B2

Reaction notes

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