4-Bromo-3-(chlorosulfonyl)benzoic acid → HCID 68425075, compound

HRID 1927448Notes

Reaction equation

HRID 1927448 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[S:11](Cl)(=O)=O>Cl.O.C(O)(=O)C>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[SH:11]

Participants

5

Reactant 1

HCID 37373734-Bromo-3-(chlorosulfonyl)benzoic acid

Product 1

HCID 68425075HCID 68425075, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A suspension of stannous chloride dihydrate (21 g, 93.1 mmol) in hydrochloric acid and water (25 mL, 4:1, v/v) was added dropwise with stirring to a solution of Example 1a (5.0 g, 16.7 mmol) in glacial acetic acid (57 mL) at 80° C. The reaction mixture was heated for 1 h at 80° C. and treated with ice-water to obtain a mixture of the title compound and its dimer as a white solid, which was washed with water and dried. Yield: 3.2 g, (82%); mp: 315-317° C.; MS: m/e (EI+) 233 (M+).

Workup

  1. additionv/v) was added dropwise
  2. customto obtain

Sources & evidence

ORD record
ord-da19fecb89bc423caa212f2ccf70f463
Source dataset
uspto-grants-2012_05
Patent number
US08183234B2

Reaction notes

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