Benzenesulfonamide → 2,4-Dinitrobenzonitrile

HRID 1706639Notes

Reaction equation

HRID 1706639 reaction equation
[N+:1]([C:4]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:5]=1[C:6](O)=O)([O-:3])=[O:2].C1(S([NH2:25])(=O)=O)C=CC=CC=1>>[N+:1]([C:4]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:5]=1[C:6]#[N:25])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 7370BenzenesulfonamideHCID 118802,4-Dinitrobenzoic acid

Product 1

HCID 5540822,4-Dinitrobenzonitrile

Procedure

2,4-dinitrobenzonitrile was prepared from 2,4-dinitrobenzoic acid and benzenesulfonamide by the method of Oxley, Partridge, Robson and Short, J. Chem. Soc., 1946, 763. The product was purified by chromatography on alumina, using tetrahydrofuran as a solvent: yield, 56%; m.p. 102° C.

Workup

  1. customThe product was purified by chromatography on alumina
  2. customyield

Sources & evidence

ORD record
ord-99c63545a6ba4adc85ed4f66d7ada3cf
Source dataset
uspto-grants-1980_06
Patent number
US04208343

Reaction notes

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