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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 867451Generated: October 27, 2026

Dimethyl acetylenedicarboxylate → Methyl [3-cyclohexyl-2-(cyclohexylimino)-4-oxo-5-thiazolidinylidene]acetate

https://huagongshe.com/reaction/867451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl acetylenedicarboxylateHCID 12980—
ReactantDicyclohexylthioureaHCID 727200—
SolventMethanolHCID 887—
ProductMethyl [3-cyclohexyl-2-(cyclohexylimino)-4-oxo-5-thiazolidinylidene]acetateHCID 396751076.8%

Reaction Steps

A mixture of N,N'-dicyclohexylthiourea (10.0 g, 42 mmoles) and dimethylacetylenedicarboxylate (7.8 g, 55 mmoles) in methanol (100 mls) is stirred at room temperature for 16 hours, then warmed on a steambath for 45 minutes and cooled. The precipitate is filtered off, rinsed with cold methanol and dried. This gave the product as white crystals, (11.3 g), mp 97°-98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04775677
Source datasetuspto-grants-1988_10
ORD IDord-509049bbe55149f198cffb6800332198
Source noteuspto-grants-1988_10