Acetyl chloride → N-(5-Nitropyridine-3-sulfonyl)acetamide

HRID 839385Notes

Reaction equation

HRID 839385 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].[N+:7]([C:10]1[CH:11]=[C:12]([S:16]([NH2:19])(=[O:18])=[O:17])[CH:13]=[N:14][CH:15]=1)([O-:9])=[O:8].[C:20](Cl)(=[O:22])[CH3:21]>>[C:20]([NH:19][S:16]([C:12]1[CH:13]=[N:14][CH:15]=[C:10]([N+:7]([O-:9])=[O:8])[CH:11]=1)(=[O:17])=[O:18])(=[O:22])[CH3:21]

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 10340Sodium CarbonateHCID 126842605-Nitropyridine-3-sulfonamide

Product 1

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

Procedure

To 10 ml. of a 10% aqueous sodium carbonate solution of 0.5g. of 5-nitro-3-pyridinesulfonamide was added dropwise 1g. of acetyl chloride at 0° C. The mixture was stirred at room temperature for 2 hours and extracted with ethyl acetate. The extract was purified by silica gel chromatography to give 0.26g. of the desired product. m.p. 176° - 178° C.

Workup

  1. customat 0° C
  2. extractionextracted with ethyl acetate
  3. customThe extract was purified by silica gel chromatography
  4. customto give 0.26g

Sources & evidence

ORD record
ord-679b4ff2dacb478186d8e228dea6fa2b
Source dataset
uspto-grants-1978_06
Patent number
US04094982

Reaction notes

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