Sodium Hydroxide → 4-Chloro-3-methoxybenzenethiol

To an ethanol (5 ml) solution of O-ethyl S-(4-chloro-3-methoxyphenyl) dithiocarbonate (394 mg, 1.50 mmol) was added a 1N aqueous solution of sodium hydroxide (5 ml). The resulting mixture was heated under reflux for 1 hour. After the reaction mixture was cooled to room temperature, ethanol was distilled off under reduced pressure. The residue was washed with dichloromethane. The water layer was acidified with acetic acid. The product thus obtained was extracted with dichloromethane. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give 4-chloro-3-methoxybenzenethiol as a colorless oil.

1. temperatureThe resulting mixture was heated
2. temperatureunder reflux for 1 hour
3. distillationethanol was distilled off under reduced pressure
4. washThe residue was washed with dichloromethane
5. customThe product thus obtained
6. extractionwas extracted with dichloromethane
7. dry with materialThe organic layer was dried over anhydrous sodium sulfate
8. filtrationfiltered
9. concentrationThe filtrate was concentrated under reduced pressure

ORD record

ord-02d76a1b0ae74c5f998b81c0a3e8c562

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07932271B2