Tetrahydrofuran → O-ethyl O-acridin-2-yl S-propyl phosphorothioate

Temperatur

0 °C

2-Hydroxyacridine (1.90 grams; 0.01 mole), triethylamine (1.01 grams; 0.01 mole), tetrahydrofuran (30 ml) and toluene (20 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer and thermometer. The mixture was cooled to about 0° C. and O-ethyl S-propyl phosphorochloridothioate (2.01 grams; 0.01 mole) dissolved in toluene (23 ml) was added with stirring over a period of about 20 minutes. After the addition was completed stirring was continued for 3 hours allowing the mixture to warm up to room temperature. Stirring was continued overnight. After this time the reaction mixture was filtered to remove triethylamine hydrochloride. The filtrate was washed, treated with charcoal and stripped of solvent leaving yellow/green oil as the residue. This residue was subjected to flash chromatography using ethyl acetate as the eluant to yield the desired product O-ethyl O-acridin-2-yl S-propyl phosphorothioate as a yellow brown oil.

1. customequipped with a mechanical stirrer
2. additionwas added
3. additionAfter the addition
4. stirringwas completed stirring
5. waitwas continued for 3 hours
6. temperatureto warm up to room temperature
7. stirringStirring
8. waitwas continued overnight
9. filtrationAfter this time the reaction mixture was filtered
10. customto remove triethylamine hydrochloride
11. washThe filtrate was washed
12. additiontreated with charcoal
13. customleaving yellow/green oil as the residue

ORD-Eintrag

ord-aad120d2485043c880b8531b388e3ef9

Quelldatensatz

uspto-grants-1984_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04452792