Nitric Acid → HCID 18509232, compound

HRID 1356693Notes

Reaction equation

HRID 1356693 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([NH:6][S:7]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH3:17])=[CH:12][CH:11]=2)(=[O:9])=[O:8])=[CH:4][CH:3]=1.[N+:20]([O-])([OH:22])=[O:21].O>C(O)(=O)C>[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([NH:6][S:7]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH3:17])=[CH:12][CH:11]=2)(=[O:9])=[O:8])=[C:4]([N+:20]([O-:22])=[O:21])[CH:3]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 5056961HCID 5056961, compound

Product 1

HCID 18509232HCID 18509232, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a suspension of 4′-chloro-4-ethylbenzenesulfonanilide (4.70 g (15.9 mmol)) in 15 ml of acetic acid, 97% fuming nitric acid (0.69 ml (16.1 mmol)) was added dropwise with stirring at room temperature. The resulting mixture was stirred at 50° C. for 30 minutes and then allowed to cool to room temperature. Water (100.0 ml) was added to the reaction mixture and the resulting crystals were filtered and washed with waterto give 5.35 g (99%) of 4′-chloro-4-ethyl-2′-nitrobenzenesulfonanilide as pale yellow crystals.

Workup

  1. additionwas added dropwise
  2. stirringThe resulting mixture was stirred at 50° C. for 30 minutes
  3. temperatureto cool to room temperature
  4. filtrationthe resulting crystals were filtered
  5. washwashed with waterto

Sources & evidence

ORD record
ord-46591742315d437b8063aabbc411bccc
Source dataset
uspto-grants-2003_07
Patent number
US06586617B1

Reaction notes

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