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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 414091Generated: October 31, 2026

Dimethyl acetylenedicarboxylate → HCID 21282595, compound

https://huagongshe.com/reaction/414091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl acetylenedicarboxylateHCID 12980—
ReactantHCID 21282607HCID 21282607—
Reactant1-(Azidomethyl)-2-fluorobenzeneHCID 21282651—
SolventTolueneHCID 1140—
ProductHCID 21282595HCID 21282595—

Reaction Conditions

Temperature90 °C

Reaction Steps

The starting material may also be prepared as follows: A solution of 40 g (0.282 mole) of dimethyl acetylenedicarboxylate in 500 ml of toluene is added dropwise to a solution of 41.5 g (0.255 mole) of o-fluorobenzyl azide in 50 ml of toluene, which solution has been heated to 90° C. After a further 5 hours at 90° C., the toluene is stripped off, the reaction mixture is cooled and the crystalline product is filtered with suction. Recrystallisation from a 1:1 mixture of diethyl ether/petroleum ether yields dimethyl 1-(o-fluorobenzyl)-1H-1,2,3-triazole-4,5-dicarboxylate with a melting point of 49°-51° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04789680
Source datasetuspto-grants-1988_12
ORD IDord-5b948ebf87bd4c20bdc98bc3c06b9625
Source noteuspto-grants-1988_12