Hydrochloric Acid → HCID 178526289, compound

Temperature

45 °C

30.5 g of 2-chloro-quinoline-N-oxide and 850 ml of water were added to a 2-liter flask equipped with a stirrer, condenser, thermometer and dropping funnel. The mixture was heated with stirring to 45°C. 5.8 g of sodium hydrosulfide (50% assay) and 41.7 g of sodium sulfide (32.5% assay) in 155 ml of water were added to the dropping funnel and added dropwise over 2 hours, to the contents of the flask while heating at 65°C for 45 minutes. The reaction mixture which was completely in solution was cooled to room temperature. A solution of 70 g of concentrated hydrochloric acid in 70 ml of water was placed in a dropping funnel and added dropwise to the reaction mixture with stirring. Hydrogen sulfide evolved from the reaction mixture was collected in a 20% NaOH trap. After 1 hour sufficient hydrochloric acid solution was added to bring the pH of the reaction mixture to 1.0. The copious precipitate deposited from the reaction mixture was filtered on a sintered glass funnel, washed with 700 ml of water and dried overnight under vacuum. The product weighed 19.0 g (63.2% yield), had a melting point of 65°-67°C. and was identified by infrared spectroscopy to be 2-mercapto-quinoline-N-oxide.

1. customequipped with a stirrer, condenser
2. temperatureThe mixture was heated
3. additionadded dropwise over 2 hours, to the contents of the flask
4. temperaturewhile heating at 65°C for 45 minutes
5. temperaturewas cooled to room temperature
6. additionadded dropwise to the reaction mixture
7. stirringwith stirring
8. customwas collected in a 20% NaOH trap
9. additionAfter 1 hour sufficient hydrochloric acid solution was added
10. filtrationwas filtered on a sintered glass funnel
11. washwashed with 700 ml of water
12. customdried overnight under vacuum

ORD record

ord-6f9b736812ad4565a21dc702d0baf5ff

Source dataset

uspto-grants-1976_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03961054