Hydrochloric Acid → 4-Chloro-3-mercapto-2-methylbenzoic acid
Reaction equation
[OH-].[K+].[Cl:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[C:6]([CH3:14])[C:5]=1[S:15]C(N(C)C)=O.O.Cl>CO>[Cl:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([OH:10])=[O:9])=[C:6]([CH3:14])[C:5]=1[SH:15]Participants
6
Procedure
6.61 g (85% by weight pure, 100.1 mmol) of potassium hydroxide were added to 4.80 g (16.7 mmol) of methyl 4-chloro-3-(dimethylaminocarbonylthio)-2-methylbenzoate in 150 ml of methanol, and the mixture was stirred under reflux for two days. The reaction mixture was freed from the solvent, water was added to the residue, the mixture was acidified with 1M HCl and the solid was removed by filtration. This gave 3.2 g of clean product.
Workup
- temperatureunder reflux for two days
- additionwas added to the residue
- customthe solid was removed by filtration
Sources & evidence
- ORD record
- ord-5b23f01ce6ff480e90f77064a161718a
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08114816B2
Reaction notes
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