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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 867431Generated: October 25, 2026

2-Butynedioic acid → [3-Octyl-2-(octylimino)-4-oxo-5-thiazolidinylidene]acetic acid

https://huagongshe.com/reaction/867431

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butynedioic acidHCID 371—
Reactant1,3-Dioctyl-2-thioureaHCID 2758677—
SolventMethanolHCID 887—
Product[3-Octyl-2-(octylimino)-4-oxo-5-thiazolidinylidene]acetic acidHCID 5387684775.6%

Reaction Steps

A mixture of acetylenedicarboxylic acid (7.2 g, 60 mmoles) and N,N'-dioctylthiourea (18 g, 60 mmoles) in methanol (300 mls) is stirred at room temperature for 16 hours. The solvent is removed under reduced pressure to leave a syrupy residue which eventually crystallizes. Recrystallization from acetonitrile gave the product (18 g), mp 57°-61° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04775677
Source datasetuspto-grants-1988_10
ORD IDord-03714de898a947d290e9ed74c8d2d0f4
Source noteuspto-grants-1988_10