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 (purity 85% by weight, 100.1 mmol) of KOH 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 solvent, water was added to the residue, which was then acidified with 1M HCl, and the solid was collected by filtration. This gave 3.2 g of pure product.
Workup
- temperatureunder reflux for two days
- additionwas added to the residue, which
- filtrationthe solid was collected by filtration
Sources & evidence
- ORD record
- ord-aa83821db1ab4b92898a4d5ba1be772c
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07943551B2
Reaction notes
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