3-Substituted 2,4,6-trihalogenated benzamides as sweetening agents

US4522839A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Heinz Gries · Berlin, DE
• Wolfgang Mutzel · Berlin, DE

Key dates

• Filing date: Nov 23, 1983
• Grant date: Jun 11, 1985
• Expiry date: Nov 23, 2003

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A23L27/30
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The 3-substituted 2,4,6-trihalogenated benzamides having the formula I ##STR1## wherein Hal is chlorine, bromine, or iodine and PA0 Z is a carboxyl group or the group ##STR2## wherein P is 1 and L is 0 or 1, with the proviso that L is 0 when K is 0; PA0 K is 0, 2, 3 or 4; PA0 M is 0, 1, 2 or 3; PA0 N is 0 or 1; PA0 X is a hydrogen atom; PA0 Y is a hydrogen atom or a lower alkyl group of 1-4 carbon atoms, or when either M or N is other than 0, a hydroxy group, a C.sub.1-6 alkoxy group or a C.sub.1-4 acyloxy group, or when N is 1 and M is other than 0, X and Y together represent an additional carbon-carbon bond; or PA0 P and L are each 0; PA0 K is 0, 2, 3 or 4; PA0 M is 0, 1, 2 or 3; PA0 N is 0 or 1; PA0 X is a hydrogen atom; PA0 Y is a hydrogen atom, a lower alkyl group of 1-4 carbon atoms, a hydroxy group, a C.sub.1-6 alkoxy group, a C.sub.1-4 acyloxy group or, when N is 1, X and Y together represent an additional carbon-carbon bond; and salts thereof with inorganic bases, exhibit an extraordinarily high sweetening power and are excellent substitutes for natural sweetening agents.