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3-Methyl-1,3-thiazolane-2,4-dione

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3-Methyl-1,3-thiazolane-2,4-dione Basic information
Product Name:3-Methyl-1,3-thiazolane-2,4-dione
Synonyms:3-methyl-1,3-thiazolidine-2,4-dione;2,4-Thiazolidinedione, 3-methyl-;3-Methyl-1,3-thiazolane-2,4-dione
CAS:16312-21-3
MF:C4H5NO2S
MW:131.15
EINECS:
Product Categories:
Mol File:16312-21-3.mol
3-Methyl-1,3-thiazolane-2,4-dione Structure
3-Methyl-1,3-thiazolane-2,4-dione Chemical Properties
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)
AppearanceWhite to off-white Solid
InChIInChI=1S/C4H5NO2S/c1-5-3(6)2-8-4(5)7/h2H2,1H3
InChIKeyHMLWNNMYODLLJO-UHFFFAOYSA-N
SMILESS1CC(=O)N(C)C1=O
Safety Information
HazardClass IRRITANT
HS Code 2934999090
MSDS Information
3-Methyl-1,3-thiazolane-2,4-dione Usage And Synthesis
Uses3-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.
Synthesis3.png
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
3-Methyl-1,3-thiazolane-2,4-dione Preparation Products And Raw materials
Raw materials2,4-Thiazolidinedione-->Iodomethane-->Potassium carbonate-->N,N-Dimethylformamide
Tag:3-Methyl-1,3-thiazolane-2,4-dione(16312-21-3) Related Product Information
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