4-(Chlorosulfonyl)benzoic acid → Benzoic Acid

HRID 381573Notes

Reaction equation

HRID 381573 reaction equation
ClS([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=O)=O>N1C=CC=CC=1.O>[C:9]([OH:11])(=[O:10])[C:8]1[CH:12]=[CH:13][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 823854-(Chlorosulfonyl)benzoic acid

Product 1

HCID 243Benzoic AcidYield 59.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

To a solution of N-(9-Amino-1,2-dihydro-1-oxobenzo(quinazolin-3-yl)pivalamide (1.38 g, 4.5 mmoles) in dry pyridine (10 ml) was added 4-(chlorosulfonyl)benzoic acid (5.0 g, 22.6 mmoles) at room temperature under a nitrogen atmosphere. After stirring for 3 days, the pyridine was removed under reduced pressure to leave a gummy brown residue which was suspended in water (30 ml), filtered, washed with water and dried to give 4-((N-(1,2-dihydro-1-oxobenzo[f]quinazolin-3-yl)pivalamide)-9-yl)amino)sulfonyl)benzoic acid (1.65 g).

Workup

  1. customthe pyridine was removed under reduced pressure
  2. customto leave a gummy brown residue which
  3. filtrationfiltered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-24e96f9532524df49fae8fa39be79320
Source dataset
uspto-grants-2001_10
Patent number
US06306865B1

Reaction notes

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