Potassium Hydroxide → HCID 20232053, compound

5,6-Dimethyl-3-methylthio-1,2,4-triazine (2.48 g) was reacted with potassium hydroxide (1.792 g), and the reaction mixture was reduced by sodium borohydride (0.907 g) in a similar manner to that of Example 32-(3). The above reaction mixture was concentrated, and the residue was treated with 10% hydrochloric acid and then evaporated under reduced pressure. The resultant solid was extracted with a mixture of chloroform and methanol. The extract was evaporated, and the resultant residue was dissolved in a small amount of water. The solution was passed through a column of DIAION NP-20 (Trademark, manufactured by Mitisubishi Chemical Industries Ltd.) (100 ml) using water and then a mixture of methanol and water (1:1) as eluents. The eluate with aqueous methanol was evaporated under reduced pressure and the residue was dissolved in acetone under reflux. The solution was treated with activated charcoal and filtered. The filtrate was evaporated and resultant residue was recrystallized from ethanol to give 5,6-dimethyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (0.719 g), m.p. 200°~102.5° C.

1. customThe above reaction mixture
2. concentrationwas concentrated
3. additionthe residue was treated with 10% hydrochloric acid
4. customevaporated under reduced pressure
5. extractionThe resultant solid was extracted with a mixture of chloroform and methanol
6. customThe extract was evaporated
7. dissolutionthe resultant residue was dissolved in a small amount of water
8. additiona mixture of methanol and water (1:1) as eluents
9. customThe eluate with aqueous methanol was evaporated under reduced pressure
10. dissolutionthe residue was dissolved in acetone
11. temperatureunder reflux
12. additionThe solution was treated with activated charcoal
13. filtrationfiltered
14. customThe filtrate was evaporated
15. customresultant residue was recrystallized from ethanol

ORD record

ord-a5eaacb77f7d401f837681d63a9d03aa

Source dataset

uspto-grants-1986_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04616014