Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2256094Generated: October 26, 2026

Chloride → Thiazolo(4,5-d)pyrimidine

https://huagongshe.com/reaction/2256094

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 Viismeier 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 numberUS05654307
Source datasetuspto-grants-1997_08
ORD IDord-1fa4bef89d70443b848eeb41e6b6a29e
Source noteuspto-grants-1997_08