Hydrochloric Acid → HCID 178470752, compound

Charge 394.5 L methanol into the reactor at room temperature. Charge 0.3682 Kg of sodium methoxide into the reactor at RT followed by triethyl ethane-1,1,2-tricarboxylate (93.31 Kg). Stir at RT for 3 hours. Heat the reaction to 40-50° C. and distill out methanol completely under vacuum. Charge 263 L of methanol into the reactor at 40-50° C. and distill out methanol completely under vacuum at 40-50° C. Charge 263 L of methanol into the reactor at 40-50° C. cool slowly to 10-15° C. to promote crystallization. Charge 54.54 Kg of sodium methoxide maintaining the temperature at 10-15° C. Heat the reaction slowly to RT and stir for 1 hour. Charge 26.3 Kg of Formamidine acetate into the reactor at RT and slowly raise the temperature of the reaction mass to reflux (65-68° C.). Stir for 2-9 hours by maintaining the temperature at 65-68° C. Slowly decrease the reaction temperature to 10-15° C. and adjust the pH of reaction to 1.5-2.0 by slowly adding the Methanolic HCl (15-18%) maintaining the temperature at 10-15° C. Cool the reaction to 0-5° C. and maintain for 1 hour. Filter the resulting solids via centrifuge at 0-5° C. and spin dry the wet cake for 30 minutes. Wash the wet cake with 26.3 L of chilled methanol (0-5° C.) and spin-dry the wet cake for 30 min. Dry the material under vacuum at 40-45° C. to afford ethyl 2-(4,6-dihydroxypyrimidin-5-yl)acetate (35.65 Kg, 76.6%) as a solid.

1. temperatureHeat
2. customthe reaction to 40-50° C.
3. distillationdistill out methanol completely under vacuum
4. additionCharge 263 L of methanol into the reactor at 40-50° C.
5. distillationdistill out methanol completely under vacuum at 40-50° C
6. additionCharge 263 L of methanol into the reactor at 40-50° C.
7. temperaturecool slowly to 10-15° C.
8. customcrystallization
9. additionCharge 54.54 Kg of sodium methoxide maintaining the temperature at 10-15° C
10. temperatureHeat
11. customthe reaction slowly to RT
12. stirringstir for 1 hour
13. temperatureslowly raise the temperature of the reaction mass
14. temperatureto reflux (65-68° C.)
15. stirringStir for 2-9 hours
16. temperatureby maintaining the temperature at 65-68° C
17. customto 10-15° C.
18. customthe pH of reaction to 1.5-2.0
19. temperaturemaintaining the temperature at 10-15° C
20. temperatureCool
21. customthe reaction to 0-5° C.
22. temperaturemaintain for 1 hour
23. filtrationFilter the resulting solids via centrifuge at 0-5° C.
24. customspin dry the wet cake for 30 minutes
25. washWash the wet cake with 26.3 L of chilled methanol (0-5° C.)
26. customspin-dry the wet cake for 30 min
27. customDry the material under vacuum at 40-45° C.

ORD record

ord-ef99e76fd0a744418b3602bc0ebaaed5

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08148387B2