| Identification | Back Directory | [Name]
ISOTHIAZOLINE 1,1-DIOXIDE | [CAS]
5908-62-3 | [Synonyms]
IsothiazoL
idine 1,1-dioxide
ISOTHIAZOLINE 1,1-DIOXIDE
1,2-thiazolidine-1,1-dione
1,2-thiazolidine 1,1-dioxide | [Molecular Formula]
C3H7NO2S | [MDL Number]
MFCD09802220 | [MOL File]
5908-62-3.mol | [Molecular Weight]
121.16 |
| Chemical Properties | Back Directory | [Melting point ]
145-146 °C | [Boiling point ]
128-132 °C(Press: 0.18 Torr) | [density ]
1.326±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [form ]
liquid | [pka]
11.52±0.20(Predicted) | [color ]
Colorless to light yellow | [InChI]
InChI=1S/C3H7NO2S/c5-7(6)3-1-2-4-7/h4H,1-3H2 | [InChIKey]
XGYCWCIGCYGQFU-UHFFFAOYSA-N | [SMILES]
S1(=O)(=O)CCCN1 |
| Hazard Information | Back Directory | [Uses]
Propane Sultam is a reactant used in the synthesis of orally bioavailable hebatits B caspid inhibitors as well as in the preparation of cryptochrome imhibitors as antidiabetic agents. | [Synthesis]
At room temperature, 3-chloropropane-1-sulfonamide (27 g, 170 mmol, 1 eq.) was dissolved in ethanol (250 ml), followed by addition of sodium ethoxide (11.7 g, 170 mmol, 1 eq.). The reaction mixture was heated to reflux for 5 h. After completion of the reaction it was cooled to room temperature and concentrated under reduced pressure. The residual solid was fully extracted with dichloromethane, the organic phases were combined and concentrated under reduced pressure to give 1,1-dioxoisothiazolidine (20 g, 100% yield). | [References]
[1] Patent: WO2004/50619, 2004, A1. Location in patent: Page 24
[2] Journal of the American Chemical Society, 2015, vol. 137, # 17, p. 5638 - 5641
[3] Journal of Organic Chemistry, 1987, vol. 52, # 11, p. 2162 - 2166
[4] Patent: WO2012/3283, 2012, A1. Location in patent: Page/Page column 206-207
[5] Patent: US2012/316147, 2012, A1. Location in patent: Page/Page column 62-63 |
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