2-Mercaptobenzoic Acid → HCID 22139414, compound

HRID 1825785Notes

Reaction equation

HRID 1825785 reaction equation
[C:1](O)(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[SH:4].[Br:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1>OS(O)(=O)=O>[Br:11][C:12]1[C:17]2[C:1](=[O:9])[C:2]3[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=3)[S:4][C:16]=2[C:15]([OH:18])=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 54432-Mercaptobenzoic AcidHCID 78084-Bromophenol

Product 1

HCID 22139414HCID 22139414, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Thiosalicylic acid (20.0 g, 129.71 mmol) and 4-bromophenol (35.9 g, 207.53 mmol) were suspended in conc. H2SO4 (200 ml) and stirred for 48 hours. The red solution was slowly poured onto ice (500 ml) with vigorous stirring. The resulting yellow precipitate was filtered, and dried in a vacuum oven (50° C.) to give the title compound (24.23 g, 61%) as a yellow amorphous solid. m/z (LC-MS, ESP), RT=4.39 min, (M−−1)=305–307.

Workup

  1. additionThe red solution was slowly poured onto ice (500 ml) with vigorous stirring
  2. filtrationThe resulting yellow precipitate was filtered
  3. customdried in a vacuum oven (50° C.)

Sources & evidence

ORD record
ord-d3e2084674594b1193eda0a2d4910645
Source dataset
uspto-grants-2006_05
Patent number
US07049313B2

Reaction notes

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