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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiazolidinedione | HCID 5437 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Product | 4-Chloro-2-oxo-2,3-dihydro-1,3-thiazole-5-carbaldehyde | HCID 12198029 | 40% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04555577 |
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| Source dataset | uspto-grants-1985_11 |
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| ORD ID | ord-6e7d502e616449cebea8842f82602338 |
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| Source note | uspto-grants-1985_11 |
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