Nitric Acid → HCID 18509308, compound

HRID 1356619Notes

Reaction equation

HRID 1356619 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][CH:13]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[N+:20]([O-])([OH:22])=[O:21].O>C(OC(=O)C)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][C:13]=2[N+:20]([O-:22])=[O:21])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 932319HCID 932319, compound

Product 1

HCID 18509308HCID 18509308, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

To a suspension of 4-chloro-4′-cyanobenzenesulfonanilide (4.03 g (13.8 mmol)) in 15 ml of acetic anhydride, 97% fuming nitric acid (0.61 ml (14.3 mmol)) was added dropwise with stirring at room temperature. After one hour's stirring at 50° C. the reaction mixture was poured into water to give crystals, which were then collected by filtration and washed with water to give 4.30 g (93%) of 4-chloro-4′-cyano-2′-nitrobenzenesulfonanilide as pale yellow crystals.

Workup

  1. additionwas added dropwise
  2. stirringAfter one hour's stirring at 50° C. the reaction mixture
  3. customto give crystals, which
  4. filtrationwere then collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-7c2fb0d360084bf98e66e27949246035
Source dataset
uspto-grants-2003_07
Patent number
US06586617B1

Reaction notes

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