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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1199653Generated: October 31, 2026

1,2,3,4-Tetrahydro-3-methyl-2,4-dioxo5-trimethylsilylethynyl-quinazoline → 4,5-Dihydro-4-methyl-3-(5-methyl-1,2,4-oxadiazol-3-yl)-5-oxo-imidazo(1,5-a)quinazoline

https://huagongshe.com/reaction/1199653

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2,3,4-Tetrahydro-3-methyl-2,4-dioxo5-trimethylsilylethynyl-quinazolineHCID 14460513—
Reactant6-Ethynyl-4,5-dihydro-4-methyl-3-(5-methyl-1,2,4-oxadiazol-3-yl)-5-oxo-imidazo(1,5-a)quinazolineHCID 14460522—
ReactantHCID 19784294HCID 19784294—
Reactant4,5-Dihydro-4-methyl-3-(5-methyl-1,2,4-oxadiazol-3-yl)-5-oxo-6-trimethylsilylethynyl-imidazo(1,5-a)quinazolineHCID 19865339—
Product4,5-Dihydro-4-methyl-3-(5-methyl-1,2,4-oxadiazol-3-yl)-5-oxo-imidazo(1,5-a)quinazolineHCID 1986533812%

Reaction Steps

A mixture of 4,5-Dihydro-4-methyl-3-(5-methyl-1,2,4-oxadiazol-3-yl)-5-oxo-6-trimethylsilylethynyl-imidazo(1,5-a)quinazoline, M.p. 214°-217° C., and 6-ethynyl-4,5-dihydro-4-methyl-3-(5-methyl-1,2,4-oxadiazol-3-yl)-5-oxo-imidazo(1,5-a)quinazoline, M.p. 202°-206° C., by reaction between 5-methyl-3-isocyanomethyl-1,2,4-oxadiazole and 1,2,3,4-tetrahydro-3-methyl-2,4-dioxo-5-trimethylsilylethynyl-quinazoline. Column chromatography(silica gel)/ethyl(acetate) of the crude product yielded 0.08 g (12%) of 4,5-dihydro-4-methyl-3-(5-methyl-1,2,4-oxadiazol-3-yl)-5-oxo-imidazo(1,5-a)quinazoline and 0.01 g (1.9%) of 6-ethylnyl-4,5-dihydro-4-methyl-3-(5-methyl-1,2,4-oxadiazol-3-yl)-5-oxo-imidazo(1,5-a)quinazoline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04902686
Source datasetuspto-grants-1990_02
ORD IDord-3896b258338c4769989396616a61f3f1
Source noteuspto-grants-1990_02