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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050784Generated: October 30, 2026

Dimethyl acetylenedicarboxylate → Dimethyl 3-methyl-1,2-thiazole-4,5-dicarboxylate

https://huagongshe.com/reaction/1050784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl acetylenedicarboxylateHCID 12980—
ReactantHCID 10313121HCID 10313121—
SolventChlorobenzeneHCID 7964—
ProductDimethyl 3-methyl-1,2-thiazole-4,5-dicarboxylateHCID 1243742153.6%

Reaction Steps

A solution of 5-Methyl-[1,3,4]oxathiazol-2-one (37.94 mmol) and dimethylacetylenedicarboxylate (75.89 mmol) in chlorobenzene (22.3 mL) was refluxed with stirring for 6 h before the mixture was concentrated in vacuo. Distillation of the residue gave the desired product (4.38 g) at by 100-105° C. (1.0 Torr) as an oil: MS (m/z) 216.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09387200B2
Source datasetuspto-grants-2016_07
ORD IDord-233cfa4daff64bc699a305db80fd2b74
Source noteuspto-grants-2016_07