5-(4-METHOXYPHENYL)-1,3,4-OXATHIAZOL-2-ONE synthesis

3synthesis methods

Product Name:5-(4-METHOXYPHENYL)-1,3,4-OXATHIAZOL-2-ONE
CAS Number:52533-09-2
Molecular formula:C9H7NO3S
Molecular Weight:209.22

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5-(4-METHOXYPHENYL)-1,3,4-OXATHIAZOL-2-ONE

52533-09-2
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Yield:52533-09-2 64%

Steps:

2.a (a)

(a) 5-(4-Methoxyphenyl)-[1,3,4]oxathiazolin-2-one Chlorocarbonyl sulphenyl chloride (13.2 g, 0.10 mol) is added dropwise to a stirred solution of 4-methoxybenzamide (13.8 g, 0.091 mol) under dry nitrogen at room temperature. When the addition is complete, the mixture is refluxed for 8 hours, during which time hydrogen chloride gas is evolved. The solution is allowed to cool to room temperature and the solvent is removed in vacuo. The residue is triturated with methyl tert.-butyl ether and the crystalline solid is filtered off and dried, to give 5-(4-methoxyphenyl)-[1,3,4]oxathiazolin-2-one (12.2 g, 64%) as colourless crystals, m.p. 117°-118° C.

References:

US5583092,1996,A

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52533-09-2
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References

Benzamide, 4-methoxy-N-[(trichloromethyl)thio]-

52533-08-1
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52533-09-2
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References