p-Bromobenzenesulfonyl chloride → 3-{[(4-Bromophenyl)sulfonyl]amino}-2-methylbenzoic acid

HRID 221414

Reaction equation

HRID 221414 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C:13]1[C:14]([CH3:22])=[C:15]([CH:19]=[CH:20][CH:21]=1)[C:16]([OH:18])=[O:17]>N1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:12][C:13]2[C:14]([CH3:22])=[C:15]([CH:19]=[CH:20][CH:21]=2)[C:16]([OH:18])=[O:17])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 27336993-Amino-2-methylbenzoic acid

Product 1

HCID 29734663-{[(4-Bromophenyl)sulfonyl]amino}-2-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The title compound was prepared using a method analogous to Method A, using 4-bromobenzene sulfonyl chloride, 3-amino-2-methylbenzoic acid, and a large excess of pyridine. The title compound was precipitated on partition of the reaction mixture between dilute HCl and DCM. The precipitate was collected by filtration, dissolved in ethyl acetate and dried. Evaporation of the solvent gave the title compound as a pale brown solid.

Workup

  1. customThe title compound was prepared
  2. customThe title compound was precipitated
  3. customon partition of the reaction mixture between dilute HCl and DCM
  4. filtrationThe precipitate was collected by filtration
  5. dissolutiondissolved in ethyl acetate
  6. customdried
  7. customEvaporation of the solvent

Sources & evidence

ORD record
ord-b1f5b7534e04422fa63ba9a6169bfcbe
Source dataset
uspto-grants-2012_06
Patent number
US08207167B2

Linked notes

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