Philip Morris Inc.

Stephen A Haut

Harvey J Grubbs

Richard H Cox

Roger A Comes

This invention provides smoking compositions which contain a glycosylamine compound as a flavorant-release additive. Under cigarette smoking conditions, an additive such as 1-amino-1-deoxyglucose pyrolyzes into volatile constituents which enhance the flavor of the mainstream smoke and the aroma of sidestream smoke.

Smoking compositions containing a glycosylamine flavorant additive

This invention provides an improved process for synthesizing carboxamides which involves reacting 3-p-menthyl halide with magnesium to form 3-p-menthylmagnesium halide Grignard reagent, and reacting the Grignard reagent with hydrocarbyl isocyanate at a temperature below about -20.degree. C. to form N-hydrocarbyl-p-menthane-3-carboxamide product. The product comprises a mixture of geometric isomers in which the 3-p-menthyl:3-p-neomenthyl weight ratio is at least 4:1 and can be as high as 9:1 under optimal conditions. This invention also provides a novel process for producing acylurea compounds such as N-(3-p-menthylcarbonyl)-N-t-butyl-N'-t-butylurea.

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Chesterfield, VA, United States of America

Stephen A Haut