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| | 1-METHYLPYRROLIDINE-2-THIONE Basic information |
| Product Name: | 1-METHYLPYRROLIDINE-2-THIONE | | Synonyms: | 1-METHYLPYRROLIDINE-2-THIONE;1-METHYLPYRROLIDINE-2-THIONE 97.0%+(GC);2-Pyrrolidinethione, 1-Methyl-;1-Methylpyrrolidine-2-thione>;1-methyl-2-pyrrolidinethione | | CAS: | 10441-57-3 | | MF: | C5H9NS | | MW: | 115.2 | | EINECS: | | | Product Categories: | | | Mol File: | 10441-57-3.mol |  |
| | 1-METHYLPYRROLIDINE-2-THIONE Chemical Properties |
| Melting point | 16 °C | | Boiling point | 145 °C / 15mmHg | | density | 1.09 | | refractive index | 1.5830 to 1.5870 | | storage temp. | Sealed in dry,Room Temperature | | form | clear liquid | | pka | 1.74±0.20(Predicted) | | color | Light yellow to Brown |
| | 1-METHYLPYRROLIDINE-2-THIONE Usage And Synthesis |
| Synthesis | The general procedure for the synthesis of 1-methylpyrrolidin-2-thione from N-methylpyrrolidone was as follows: N-methylpyrrolidone (0.75 mmol) was dissolved in tetrahydrofuran (THF, 5 mL) in a microwave reaction flask, followed by the addition of phosphorus pentasulfide/aluminum oxide (P2S5/Al2O3, 0.53 g, equivalent to 0.90 mmol of P2S5). After sealing the reaction vial, the suspension was placed in a CEM Discover? microwave reactor and heated by microwave radiation at 60 °C and 60 W power with stirring and air cooling. After 5 min of reaction, the completion of the reaction was confirmed by thin layer chromatography (TLC) monitoring. The reaction solution was cooled and quickly filtered through a short silica gel column. The reaction was first eluted with hexane to remove non-polar impurities, followed by a solvent mixture of hexane/ethyl acetate (EtOAc) to recover the target product 1-methylpyrrolidine-2-thione. Finally, the solvent was removed by distillation under reduced pressure to afford pure 1-methylpyrrolidine-2-thione in 92% yield. | | References | [1] Organic Letters, 2012, vol. 14, # 2, p. 440 - 443
[2] Organic Syntheses, 1984, vol. 62, p. 158 - 158
[3] European Journal of Medicinal Chemistry, 1991, vol. 26, # 7, p. 687 - 697
[4] Tetrahedron, 1984, vol. 40, # 11, p. 2047 - 2052
[5] Tetrahedron Letters, 2011, vol. 52, # 40, p. 5131 - 5132 |
| | 1-METHYLPYRROLIDINE-2-THIONE Preparation Products And Raw materials |
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