Basic information Safety Supplier Related

thiomorpholin-3-one

Basic information Safety Supplier Related

thiomorpholin-3-one Basic information

Product Name:
thiomorpholin-3-one
Synonyms:
  • thiomorpholin-3-one
  • THIOMORPHOLINONE
  • 3-Thiomorpholinone
  • hiomorpholin-3-one
CAS:
20196-21-8
MF:
C4H7NOS
MW:
117.17
EINECS:
243-581-8
Mol File:
20196-21-8.mol
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thiomorpholin-3-one Chemical Properties

Melting point:
87-89 °C(Solv: ethyl acetate (141-78-6))
Boiling point:
185 °C(Press: 18 Torr)
Density 
1.189±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
14.19±0.20(Predicted)
Appearance
Light yellow to yellow Solid
LogP
0.059 (est)
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thiomorpholin-3-one Usage And Synthesis

Synthesis

105-39-5

60-23-1

20196-21-8

To a mixed solution of 2-aminoethane-1-thiol (4.5 g, 40 mmol, 1.0 eq.) and potassium carbonate (K2CO3, 5.5 g, 40 mmol, 1.0 eq.) in ethanol (EtOH, 80 mL) was slowly added ethyl chloroacetate (40 mmol, 1.0 eq.). The reaction mixture was stirred at room temperature for 2 hours, followed by warming to 75 °C and continued stirring for 24 hours. Upon completion of the reaction, the insoluble material was removed by filtration and all volatile solvents were removed by rotary evaporator under reduced pressure. The crude product was purified by fast column chromatography (silica gel, ethyl acetate as eluent) to give the final thiomorpholin-3-one as a white solid in 18% yield.

References

[1] Tetrahedron, 2015, vol. 71, # 37, p. 6349 - 6353

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