Water → N-(5-bromopyridin-3-yl)benzenesulfonamide

HRID 537728Notes

Reaction equation

HRID 537728 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.[C:9]1([S:15](Cl)(=[O:17])=[O:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O>N1C=CC=CC=1>[Br:8][C:6]1[CH:7]=[C:2]([NH:1][S:15]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)(=[O:17])=[O:16])[CH:3]=[N:4][CH:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 8176813-Amino-5-bromopyridine

Product 1

HCID 57843412N-(5-bromopyridin-3-yl)benzenesulfonamideYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 3-amino-5-bromopyridine (0.500 g, 2.89 mmol) in pyridine (2 mL) was added benzenesulfonyl chloride (0.404 mL, 3.18 mmol) dropwise. The reaction mixture was stirred at room temperature (20° C.) for 16 h. After this time, water (5 mL) was added to the reaction mixture. The resulting crystalline solid was collected by filtration, washed with water and dried in the vacuum oven to afford the title compound (0.898 g, 2.89 mmol, quantitative). No further purification was required.

Workup

  1. filtrationThe resulting crystalline solid was collected by filtration
  2. washwashed with water
  3. customdried in the vacuum oven

Sources & evidence

ORD record
ord-2630d4cf971a4fcf80fd558e8ddc669c
Source dataset
uspto-grants-2014_10
Patent number
US08865699B2

Reaction notes

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