2-Aminopyridine → 4-Acetyl-N-(2-pyridyl)benzenesulfonamide

HRID 866975Notes

Reaction equation

HRID 866975 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[C:8]([C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1)(=[O:10])[CH3:9]>N1C=CC=CC=1>[C:8]([C:11]1[CH:12]=[CH:13][C:14]([S:17]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)(=[O:19])=[O:18])=[CH:15][CH:16]=1)(=[O:10])[CH3:9]

Participants

4

Reactant 2

HCID 104392-AminopyridineHCID 2664184-Acetylbenzenesulfonyl chloride

Product 1

HCID 227503274-Acetyl-N-(2-pyridyl)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 13.4 g. of 2-aminopyridine in 300 ml. of pyridine is treated with 31.0 g. of 4-acetylbenzenesulfonyl chloride and the solution is stirred at room temperature for 6 hours. The solution is poured into 1 l. of cold water and the resulting precipitate of 4-acetyl-N-(2-pyridyl)benzensulfonamide is collected by filtration, washed with water and dried; m.p. 201°-202° C. after crystallization from methanol.

Workup

  1. additionThe solution is poured into 1 l
  2. filtrationof cold water and the resulting precipitate of 4-acetyl-N-(2-pyridyl)benzensulfonamide is collected by filtration
  3. washwashed with water
  4. customdried
  5. customm.p. 201°-202° C. after crystallization from methanol

Sources & evidence

ORD record
ord-8376b37ab9a641cb8a7b2dad2d04e123
Source dataset
uspto-grants-1978_07
Patent number
US04101661

Reaction notes

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