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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584024Generated: October 30, 2026

Thiazolidinedione → 4-Chloro-2-oxo-2,3-dihydro-1,3-thiazole-5-carbaldehyde

https://huagongshe.com/reaction/1584024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazolidinedioneHCID 5437—
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Product4-Chloro-2-oxo-2,3-dihydro-1,3-thiazole-5-carbaldehydeHCID 1219802940%

Reaction Conditions

Temperature80 °C

Reaction Steps

The reaction between 2,4-thiazolidinedione (III), dimethylformamide and phosphorus oxychloride is described in Khim. Geterotsikl. Soedin 1975, page 85 (English translation: Chem. Het. Comp. 1975, page 73). In this reaction, the three substances mentioned are, in an optimum molar ratio of 1:1.5:3, heated at 80° C. for 16 hours and at 115° to 130° C. for a short time and then hydrolyzed, whereupon 4-chloro-2,3-dihydro-2-oxo-5-thiazolecarboxaldehyde of the formula (I) ##STR2## is obtained in 40 to 60% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04555577
Source datasetuspto-grants-1985_11
ORD IDord-6e7d502e616449cebea8842f82602338
Source noteuspto-grants-1985_11