Hydrochloric Acid → HCID 10946692, compound

HRID 2258425Notes

Reaction equation

HRID 2258425 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl>[Cu].C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([NH:13][C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:11])=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 227844-Nitrobenzenesulfonamide

Product 1

HCID 10946692HCID 10946692, compoundYield 80.8%

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 1140TolueneSolvent

Procedure

In a reaction flask with a thermometer and a stirrer, 25 g of p-nitrobenzenesulfonamide, 18 g of benzoylchloride, 1 g of copper powder, and 100 g of toluene were charged and refluxed until evolution of hydrogen chloride gas was completely ended. The reaction mixture was then cooled to room temperature to precipitate a crystal, which was filtered. The crystal was dissolved in an aqueous sodium carbonate solution and filtered. The filtrate was neutralized with hydrochloric acid to precipitate a crystal. The crystal was filtered to obtain 30.6 g of N-(4-nitrobenzenesulfonyl)benzamide.

Workup

  1. customto precipitate a crystal, which
  2. filtrationwas filtered
  3. dissolutionThe crystal was dissolved in an aqueous sodium carbonate solution
  4. filtrationfiltered
  5. customto precipitate a crystal
  6. filtrationThe crystal was filtered

Sources & evidence

ORD record
ord-868ee0a1862b4ba486043ff13ae51b46
Source dataset
uspto-grants-1997_08
Patent number
US05661100

Reaction notes

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