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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925024Generated: November 4, 2026

Hydrochloric Acid → 1-[3,3-bis(methyloxy)propyl]-5-(2-methyl-1,3-thiazol-4-yl)-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/1925024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromopropionaldehyde dimethylacetalHCID 118932—
Reactant5-(2-methyl-1,3-thiazol-4-yl)-2,4(1H,3H)-pyrimidinedione hydrochlorideHCID 67519693—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1-[3,3-bis(methyloxy)propyl]-5-(2-methyl-1,3-thiazol-4-yl)-2,4(1H,3H)-pyrimidinedioneHCID 5944834616.9%

Reaction Steps

5-(2-methyl-1,3-thiazol-4-yl)-2,4(1H,3H)-pyrimidinedione hydrochloride (Prep20, 287 mg, 1.110 mmol) was dissolved in N,N-Dimethylformamide (DMF) (4 ml). K2CO3(460 mg, 3.33 mmol) were added and the reaction mixture stirred at room temperature for 1 h. 3-bromo-1,1-bis(methyloxy)propane (0.185 ml, 1.221 mmol) was added. The obtained mixture was then stirred at room temperature. After 4 days it was diluted with water, neutralized with HCl, and extracted by EtOAc. The organic phase was washed with water (3 times), brine, dried over Na2SO4, filtered and the solvent evaporated. The obtained crude was purified by preparative LC-MS. 58.5 mg of the title compound were isolated as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178549B2
Source datasetuspto-grants-2012_05
ORD IDord-c9aa1040da954c10aa125963e6c702bb
Source noteuspto-grants-2012_05