ChemicalBook--->CAS DataBase List--->39093-93-1

39093-93-1

39093-93-1 Structure

39093-93-1 Structure
IdentificationMore
[Name]

Thiomorpholine-1,1-dioxide
[CAS]

39093-93-1
[Synonyms]

1,1-DIOXIDE-4-THIOMORPHOLINE
1,1-DIOXOTHIOMORPHOLINE
THIOMORPHOLINE 1,1-DIOXIDE
THIOMORPHOLINE DIOXIDE
TIMTEC-BB SBB010267
Thiomorpholine-1,1-oxide
[EINECS(EC#)]

815-944-6
[Molecular Formula]

C4H9NO2S
[MDL Number]

MFCD05861623
[Molecular Weight]

135.18
[MOL File]

39093-93-1.mol
Chemical PropertiesBack Directory
[Appearance]

light yellow solid
[Melting point ]

0°C
[Boiling point ]

0°C
[density ]

1.239±0.06 g/cm3(Predicted)
[Fp ]

0°C
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

6.48±0.20(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C4H9NO2S/c6-8(7)3-1-5-2-4-8/h5H,1-4H2
[InChIKey]

NDOVLWQBFFJETK-UHFFFAOYSA-N
[SMILES]

N1CCS(=O)(=O)CC1
[CAS DataBase Reference]

39093-93-1(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P271-P280
[Hazard Codes ]

Xi
[HS Code ]

2934999090
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrogen peroxide-->Thiomorpholine-->tert-Butyl thiomorpholine-4-carboxylate-->Dichloromethane-->Trifluoroacetic acid
[Preparation Products]

Filgotinib-->1-(4-SULFONO MORPHOLINE)ACETONITRILE
Hazard InformationBack Directory
[Chemical Properties]

light yellow solid
[Uses]

Thiomorpholine 1,1-Dioxide is a useful building block, used in the synthetic preparation of antibacterial biaryloxazolidinone analogues, and isothiazolo-pyridine derivatives for use as cyclin G-associated kinase inhibitors and antiviral agents.
[Synthesis]

To a solution of tert-butylthiomorpholine-4-carboxylate (5.8 g, 0.024 mol) in dichloromethane (50 ml) was added trifluoroacetic acid (70 ml), and the resulting mixture was stirred at 25°C. 5 hours until TLC showed the reaction was complete. Concentrate under reduced pressure to obtain a mixture. Water (30 mL) was added to the mixture, the mixture was basified to pH=8.0 with aqueous ammonia solution, and the mixture was extracted three times with dichloromethane (50 mLx3). The organic extracts were combined and washed with water and brine. The organic extract was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated under reduced pressure to obtain Thiomorpholine 1,1-dioxide.
[References]

[1] European Journal of Medicinal Chemistry, 2018, vol. 158, p. 247 - 258
[2] Patent: US2006/100426, 2006, A1. Location in patent: Page/Page column 17
[3] Patent: US2006/135764, 2006, A1. Location in patent: Page/Page column 21
[4] Patent: US2006/100236, 2006, A1. Location in patent: Page/Page column 19
[5] Patent: US2006/199839, 2006, A1. Location in patent: Page/Page column 21
Spectrum DetailBack Directory
[Spectrum Detail]

Thiomorpholine-1,1-dioxide(39093-93-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

39093-93-1(sigmaaldrich)
[TCI AMERICA]

Thiomorpholine 1,1-Dioxide,>98.0%(GC)(T)(39093-93-1)
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