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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354686Generated: October 30, 2026

Sodium Acetate → 5-[(3,4-Diethoxyphenyl)methyl]-2-imino-1,3-thiazolidin-4-one

https://huagongshe.com/reaction/354686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
ReactantThioureaHCID 2723790—
ReactantEthyl 2-chloro-3-(3,4-diethoxyphenyl)propionateHCID 13103729—
Solvent2-MethoxyethanolHCID 8019—
Product5-[(3,4-Diethoxyphenyl)methyl]-2-imino-1,3-thiazolidin-4-oneHCID 14033852165.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

In 120 ml of ethylene glycol monomethyl ether is dissolved 11.7 g of ethyl 2-chloro-3-(3,4-diethoxyphenyl)propionate, followed by addition of 4.4 g of thiourea and 3.8 g of sodium acetate. The mixture is stirred at 110° C. for 15 hours. The solvent is distilled off under reduced pressure, water is added to the residue and extraction is carried out with ethyl acetate. The extract is washed with water, dried (over MgSO4) and distilled to remove the ethyl acetate. The above procedure provides 7.5 g (65.2%) of 5-(3,4-diethoxybenzyl)-2-iminothiazolidin-4-one as crystals melting at 171°-172° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04376777
Source datasetuspto-grants-1983_03
ORD IDord-d1d8f70134a4463488559c621bd5eb55
Source noteuspto-grants-1983_03