Isothiochroman-4-one 2,2-dioxide synthesis

4synthesis methods

Product Name:Isothiochroman-4-one 2,2-dioxide
CAS Number:16723-58-3
Molecular formula:C9H8O3S
Molecular Weight:196.22

Acetic acid, 2-[[(2-cyanophenyl)methyl]sulfonyl]-, methyl ester

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Yield:16723-58-3 93%

Reaction Conditions:

with sodium alcoholate in ethanol at 80; for 10 h;Thorpe reaction;

Steps:

Isothiochromen-4-one 2.2-dioxide 3

General procedure: A. To the solution NaOR (20 mmol) (R: Et, i-Pr) in polar solvent (EtOH absolute, i-PrOH) (400 mmol) was added sulfone 2 (10 mmol). The mixture was stirred at 80°C for 10h. The solvent was removed under reduced pressure. Then was added water (15 ml) and mineral acid to pH<7. The precipitate was filtered off, washed by water (10 ml) and dried. The compound 3 was obtained in 93% yield, m. p. 157-158°C.

References:

Shyshkina, Olena O.;Tkachuk, Tetyana M.;Volovnenko, Tetiana A.;Volovenko, Yulian M.;Zubatyuk, Roman I.;Medviediev, Volodymyr V.;Shishkin, Oleg V. [Tetrahedron Letters,2012,vol. 53,# 33,p. 4296 - 4299] Location in patent:supporting information; experimental part

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References

612-13-5 Synthesis

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103-46-8
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