Acetic Anhydride → N-(5-Nitropyridine-3-sulfonyl)acetamide

HRID 839384Notes

Reaction equation

HRID 839384 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]([NH2:13])(=[O:12])=[O:11])[CH:7]=[N:8][CH:9]=1)([O-:3])=[O:2].[C:14](OC(=O)C)(=[O:16])[CH3:15]>S(=O)(=O)(O)O>[C:14]([NH:13][S:10]([C:6]1[CH:7]=[N:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)(=[O:11])=[O:12])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 126842605-Nitropyridine-3-sulfonamide

Product 1

HCID 12684274N-(5-Nitropyridine-3-sulfonyl)acetamide

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

A mixture of 0.5g. of 5-nitro- 3-pyridinesulfonamide, 2 ml. of acetic anhydride and 2 drops of conc. sulfuric acid was stirred at 90° C. for 1 hour. The solvent was then distilled off from the reaction mixture and the crystalline residue was recrystallized from ethanol to give 0.36g. of the desired product. m.p. 176° - 178° C.

Workup

  1. additionA mixture of 0.5g
  2. distillationThe solvent was then distilled off from the reaction mixture
  3. customthe crystalline residue was recrystallized from ethanol
  4. customto give 0.36g

Sources & evidence

ORD record
ord-e012b2624ba44c2eb34d1fc686a038d9
Source dataset
uspto-grants-1978_06
Patent number
US04094982

Reaction notes

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