4-Chloro-3-nitrobenzenesulfonamide → 124839-32-3

HRID 2073240Notes

Reaction equation

HRID 2073240 reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH2:14])(=[O:13])=[O:12])=[CH:7][C:6]=1[N+:15]([O-:17])=[O:16]>C(O)C>[N+:15]([C:6]1[CH:7]=[C:8]([S:11](=[O:13])(=[O:12])[NH2:14])[CH:9]=[CH:10][C:5]=1[NH:2][NH2:3])([O-:17])=[O:16]

Participants

4

Reactant 2

HCID 73244-Chloro-3-nitrobenzenesulfonamideHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 3251301124839-32-3Yield 93.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

20 ml of hydrazine hydrate were added to a suspension of 47.33 g of 4-chloro-3-nitrobenzenesulfonamide [prepared as described in: J. Am. Chem. Soc. 73, 2558 (1951)] in 200 ml of abs. ethanol. The mixture was boiled under stirring for 30 minutes, then cooled down. The crystals were filtered by suction and thoroughly washed with water to obtain 43.38 g (93.4%) of 2-nitro-4-sulfamoylphenylhydrazine, m.p.: 217°-218° C. (with decomposition).

Workup

  1. temperaturecooled down
  2. filtrationThe crystals were filtered by suction
  3. washthoroughly washed with water

Sources & evidence

ORD record
ord-50a040bc31c94b1882c25be56ec047d6
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

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