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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1090777Generated: October 31, 2026

Dimethylformamide → 7-[3-(Quinolin-2-ylmethoxy)-benzyloxy]-2-(1H-tetrazol-5-yl)-chromen-4-one

https://huagongshe.com/reaction/1090777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium AzideHCID 33557—
ReactantPyridinium chlorideHCID 10176127—
Reactant2-cyano-7-(3-(quinolin-2-ylmethoxy)benzyloxy)-4-oxo-4H-1-benzopyranHCID 14842366—
SolventWaterHCID 962—
Product7-[3-(Quinolin-2-ylmethoxy)-benzyloxy]-2-(1H-tetrazol-5-yl)-chromen-4-oneHCID 178515802—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-cyano-7-(3-(quinolin-2-ylmethoxy)benzyloxy)-4-oxo-4H-1-benzopyran (2.97 mmoles), sodium azide (965 mg), pyridine hydrochloride (1.72g) and dimethylformamide (7 ml) are combined and heated at 100° C. for 48 hours. The reaction mixture is poured into cold water and the resulting precipitate is collected. The precipitate is dissolved in hot ethanol and reprecipitated by addition of water to give 5-(7-(3-(quinolin-2-ylmethoxy)benzyloxy)-4-oxo-4H-1-benzopyran-2-yl)tetrazole which decomposes at 203° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05082849
Source datasetuspto-grants-1992_01
ORD IDord-aecca7751ee947558a719fd9f6d9ed46
Source noteuspto-grants-1992_01