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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273778Generated: October 31, 2026

Hydrazine hydrate (1:1) → 9-Fluoro-1,2,4-triazolo[1,5-c]quinazoline

https://huagongshe.com/reaction/273778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazine hydrate (1:1)HCID 24654—
ReactantMethylorthoformateHCID 53629101—
ReactantHCID 178505457HCID 178505457—
SolventTetrahydrofuranHCID 8028—
Product9-Fluoro-1,2,4-triazolo[1,5-c]quinazolineHCID 20093908—

Reaction Conditions

Temperature15 °C

Reaction Steps

3. 2.9 g of crude 6-fluoro-3H-quinazoline-4-thione are suspended in 75 ml of tetrahydrofuran. 7.9 ml of hydrazine hydrate are then added at room temperature while stirring. A solution results for a short time after about 15 min., then a precipitate separates. The mixture is stirred at room temperature for 3 h., 75 ml of methyl orthoformate are then added thereto and the tetrahydrofuran is distilled off. The residual suspension is stirred at room temperature for 3 h. The reaction solution is evaporated in a vacuum. The residue is taken up in 300 ml of water, stirred at room temperature for 1 h. and then cooled to 15° C. The crystals are filtered off and dried in a vacuum, 2.9 g of crude product are obtained. 2.4 g of 9-fluoro-1,2,4-triazolo[1,5-c]quinazoline of m.p. 193°-195° C. are obtained after recrystallization from ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05387585
Source datasetuspto-grants-1995_02
ORD IDord-f997d2f09a4147deb1eaf493cab107f2
Source noteuspto-grants-1995_02