Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

The Preparation of Methyl (E)- and (Z)-O-Methylbenzothiohydroximates

James E. Johnson, Diana C. Canseco and Jeffrey E. Rowe

Australian Journal of Chemistry 57(6) 549 - 552
Published: 02 June 2004


A series of methyl (Z)-O-methylbenzothiohydroximates were prepared either by reaction of the corresponding (Z)-N-methoxybenzenecarboximidoyl bromides with potassium fluoride in dimethyl sulfoxide, or by reaction of N-methoxybenzamides with Lawesson’s reagent followed by alkylation. Irradiation of the Z isomers led to a photostationary equilibrium containing mixtures of approx. 40% E and 60% Z, from which the E isomers were isolated.

© CSIRO 2004

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