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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 904541Generated: October 30, 2026

Hydrochloric Acid → HCID 178514882, compound

https://huagongshe.com/reaction/904541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium AzideHCID 33557—
Reactant4-oxo-2-phenyl-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carbonitrileHCID 12862374—
SolventDimethylformamideHCID 6228—
ProductHCID 178514882HCID 17851488231.8%

Reaction Steps

A mixture of 1.5 g (0.005 mol) of 4-oxo-2-phenyl-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidine-7-carbonitrile (Example 31), 1.0 g (0.0153 mol) of sodium azide and 0.9 g (0.0168 mol) of ammonium chloride in 200 ml of dimethylformamide is heated at 110°-120° C. for three days. The reaction mixture is cooled, poured into 1 l of ice water and acidified with concentrated hydrochloric acid. The resulting precipitate is filtered and dissolved in hot pyridine, activated charcoal (Darco-G60, Matheson, Coleman and Bell) is added and the hot suspension is filtered through Supercell Hyflo® (Johns-Manville). The filtrate is cooled to give 0.55 g of 2-phenyl-7-(1H-tetrazol-5-yl)-4H-pyrido[1,2-a]thieno[2,3-d]pyrimidin-4-one; mp 310°-312° C. (dec) after recrystallization from pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04230707
Source datasetuspto-grants-1980_10
ORD IDord-b53b1898b856429a94e64696ed58acae
Source noteuspto-grants-1980_10