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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 50758Generated: October 25, 2026

Chloride → Thiazolo(4,5-d)pyrimidine

https://huagongshe.com/reaction/50758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantChloro-N,N-dimethylformiminium chlorideHCID 77311—
ReactantEthyl 2-methylthio-4-aminothiazole-5-carboxamideHCID 53935413—
ProductThiazolo(4,5-d)pyrimidineHCID 10351759—

Reaction Steps

Reaction of N-cyanobismethylthiomethyl-eneimine with ethyl thioglycollate gives ethyl 2-methylthio-4-aminothiazole-5-carboxamide. Cyclization with formamide or equivalent, followed by desulfurization of the methylthio gives a thiazolopyrimidone, which can be activated by Vilsmeier reagent ,and the chloride displaced by the desired amine to give the desired thiazolo[4,5-d]pyrimidine derivatives as shown above.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713484B2
Source datasetuspto-grants-2004_03
ORD IDord-fa2afa19a24c42aa8e27544c04970bc3
Source noteuspto-grants-2004_03