|
|
| | 2,2-Dimethylthiopropionamide Basic information |
| Product Name: | 2,2-Dimethylthiopropionamide | | Synonyms: | 2,2,2-Dimethylthiopropionamide;2,2-DIMETHYLTHIOPROPIONAMIDE;2,2,2-Trimethylthioacetamide,;Neopentanethioamide;NSC 381432;Thiopivalamide;2,2-DIMETHYLTHIOPROPIOMIDE;Propanethioamide, 2,2-dimethyl- | | CAS: | 630-22-8 | | MF: | C5H11NS | | MW: | 117.21 | | EINECS: | 677-829-5 | | Product Categories: | | | Mol File: | 630-22-8.mol |  |
| | 2,2-Dimethylthiopropionamide Chemical Properties |
| Melting point | 117-119℃ (ethyl acetate hexane ) | | Boiling point | 162.1±23.0℃ (760 Torr) | | density | 0.978±0.06 g/cm3 (20 ºC 760 Torr) | | Fp | 51.9±22.6℃ | | storage temp. | Sealed in dry,Room Temperature | | solubility | Chloroform, Ethyl Acetate | | pka | 13.33±0.29(Predicted) | | form | Solid | | color | White | | Water Solubility | Soluble in water (10 g/L) (25°C). | | InChI | InChI=1S/C5H11NS/c1-5(2,3)4(6)7/h1-3H3,(H2,6,7) | | InChIKey | FJZJUSOFGBXHCV-UHFFFAOYSA-N | | SMILES | C(N)(=S)C(C)(C)C |
| | 2,2-Dimethylthiopropionamide Usage And Synthesis |
| Uses | 2,2-Dimethylthiopropionamide is used as a reagent to synthesize Dabrafenib, an inhibitor of BRAF kinase that is used to treat BRAF V600-mutation positive carcinoma. BRAF is a gene that mediates cell growth and is activated by mutations caused by cancer. 2,2-Dimethylthiopropionamide is also used as a reagent to prepare sulfonyl-substituted 4,5-diarylthiazoles, compounds that act as cyclooxygenase-2 inhibitors (anti-inflammatory agents). | | Synthesis | To a round bottom flask (250 mL) was added trimethyl amine (5.0 g, 0.049 mol) and Lawesson's reagent (8.0g, 0.020 mol), dissolved in THF (100 mL), nitrogen, 80° C oil. The reaction bath for 4 hours. TLC monitors the reaction progress. After completion of the reaction, the solvent was removed by rotary evaporation; the residue was purified by silica gel column chromatography (petroleum ether: 1: ethyl acetate = 10) to give a white solid 2,2-Dimethylthiopropionamide (3.7 g, 65percent yield). | | References | [1] Chemistry - A European Journal, 2013, vol. 19, # 29, p. 9655 - 9662
[2] Phosphorus and Sulfur and the Related Elements, 1986, vol. 26, p. 169 - 184
[3] Patent: CN103936728, 2016, B. Location in patent: Paragraph 0211; 0213; 0214; 0215
[4] Canadian Journal of Chemistry, 1977, vol. 55, p. 2331 - 2335
[5] Journal of the Chemical Society [Section] C: Organic, 1966, p. 686 - 691 |
| | 2,2-Dimethylthiopropionamide Preparation Products And Raw materials |
|