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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 477230Generated: October 25, 2026

Acetic Acid → Ethyl 2-(benzylsulfanyl)-7-methyl[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate

https://huagongshe.com/reaction/477230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl ethoxymethyleneacetoacetateHCID 54463595—
ReactantHCID 178509291HCID 178509291—
ProductEthyl 2-(benzylsulfanyl)-7-methyl[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylateHCID 1415509433%

Reaction Steps

A solution of 15 g (73 mmol) of 3-amino-5-benzylthio-1,2,4-triazole and 15.0 g (80.0 mmol) of ethyl ethoxymethyleneacetoacetate in 250 ml of glacial acetic acid was heated at reflux for 60 hours. After cooling the volume of the reaction was reduced to approximately one quarter of the original volume by evaporation at reduced pressure. The resulting residue was poured into water, and the solid which separated was collected by filtration, washed with water and dried to yield 7.88 g (33%) of the desired product as a solid, m.p. 98°-99° C. IR and 1H NMR spectra were in agreement with the assigned structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04886883
Source datasetuspto-grants-1989_12
ORD IDord-943d09d27784469d9f846be6bbedbef5
Source noteuspto-grants-1989_12