| Identification | Back Directory | [Name]
3-METHYL-1,3-THIAZOLANE-2,4-DIONE | [CAS]
16312-21-3 | [Synonyms]
2,4-Thiazolidinedione, 3-methyl-
3-METHYL-1,3-THIAZOLANE-2,4-DIONE
3-methyl-1,3-thiazolidine-2,4-dione | [Molecular Formula]
C4H5NO2S | [MDL Number]
MFCD02194457 | [MOL File]
16312-21-3.mol | [Molecular Weight]
131.15 |
| Chemical Properties | Back Directory | [Melting point ]
40-43°C | [Boiling point ]
130-131 °C(Press: 14 Torr) | [density ]
1.421±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
-2.27±0.20(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C4H5NO2S/c1-5-3(6)2-8-4(5)7/h2H2,1H3 | [InChIKey]
HMLWNNMYODLLJO-UHFFFAOYSA-N | [SMILES]
S1CC(=O)N(C)C1=O |
| Hazard Information | Back Directory | [Uses]
3-methyl-1,3-thiazolidine-2,4-dione can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process. | [Synthesis]
To a solution of 2,4-thiazolidinedione (1 equiv) in 5 mL of DMF was added potassium carbonate (1.1 equiv) and halogen (1.1 equiv). The suspension was stirred at 80 oC overnight. Solvent was evaporated and the residue was purified by flash column chromatography ( petroleum ether/EtOAc, 5:1) to afford the product 3. 3-Methylthiazolidine-2,4-dione (3a) Following the previous procedure, 2,4-thiazolidinedione (500 mg, 4.3 mmol) and iodomethane (0.3 mL, 4.7 mmol). 3a as white solid (460 mg, 82%). | [References]
[1] Journal of Chemical Research, 2005, # 8, p. 492 - 494
[2] Organic and Biomolecular Chemistry, 2011, vol. 9, # 10, p. 3801 - 3807
[3] Organic Letters, 2015, vol. 17, # 6, p. 1361 - 1364
[4] Patent: WO2012/137181, 2012, A1. Location in patent: Page/Page column 136-137
[5] Patent: WO2017/176812, 2017, A1. Location in patent: Paragraph 0503 |
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