The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Dec. 28, 1982

Filed:

Jun. 22, 1981
Applicant:
Inventors:

Stephen A Haut, Chesterfield, VA (US);

Roger A Comes, Midlothian, VA (US);

Assignee:

Philip Morris Incorporated, New York, NY (US);

Attorney:
Primary Examiner:
Int. Cl.
CPC ...
C07C / ; C07D / ; C07D / ;
U.S. Cl.
CPC ...
544336 ; 544406 ; 546309 ; 548200 ; 549 70 ; 549480 ; 564 44 ; 564123 ;
Abstract

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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