Hydrochloric Acid → 2-Acetylthio-3-methylbenzoic acid

HRID 325488Notes

Reaction equation

HRID 325488 reaction equation
[SH:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:12](OC(=O)C)(=[O:14])[CH3:13].Cl>C(O)(=O)C>[C:12]([S:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])(=[O:14])[CH3:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 126128083-Methyl-2-sulfanylbenzoic acid

Product 1

HCID 204652132-Acetylthio-3-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-Mercapto-3-methylbenzoic acid (9.0 g, 54 mmol), acetic anhydride (6.5 g, 63 mmol) and glacial acetic acid (25 ml) were refluxed 1 hour, then poured into dilute hydrochloric acid. The product was filtered and recrystallized from toluene.

Workup

  1. filtrationThe product was filtered
  2. customrecrystallized from toluene

Sources & evidence

ORD record
ord-6715ab2fd23843db950559761faa08af
Source dataset
uspto-grants-1984_04
Patent number
US04440941

Reaction notes

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