Amitrole → HCID 67008740, Verbindung

To a solution of 1H-1,2,4-triazol-5-amine (1.6 g) in acetic acid (30 mL) was added (2R,6S)-2,6-dimethyltetrahydro-4H-pyran-4-one (2.5 g) at room temperature, and the mixture was stirred for 30 min. After stirring, sodium triacetoxyborohydride (5.2 g) was added, and the mixture was stirred at room temperature for 20 hr. Acetic acid was evaporated and ethyl acetate and water were added to the residue. The mixture was neutralized with sodium hydrogen carbonate, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was dissolved in a small amount of ethyl acetate, and the mixture was crystallized from diisopropyl ether. The resulting solid was collected by filtration, washed with diisopropyl ether, and dried by heating under reduced pressure to give the title compound as a pale-yellow solid (1.6 g, 49%).

1. stirringAfter stirring
2. stirringthe mixture was stirred at room temperature for 20 hr
3. customAcetic acid was evaporated
4. additionethyl acetate and water were added to the residue
5. extractionextracted with ethyl acetate
6. washThe organic layer was washed with water and saturated brine
7. dry with materialdried over anhydrous magnesium sulfate
8. concentrationconcentrated
9. dissolutionThe residue was dissolved in a small amount of ethyl acetate
10. customthe mixture was crystallized from diisopropyl ether
11. filtrationThe resulting solid was collected by filtration
12. washwashed with diisopropyl ether
13. customdried
14. temperatureby heating under reduced pressure

ORD-Eintrag

ord-ea7ba924e5964446b728a90ad5bb382d

Quelldatensatz

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08283353B2