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

US4429152A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

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

Key dates

• Filing date: Dec 22, 1981
• Grant date: Jan 31, 1984
• Expiry date: Dec 22, 2001

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 PA1 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; K is 0, 2, 3, or 4; PA1 M is 0, 1, 2 or 3; PA1 N is 0 or 1; PA1 X is a hydrogen atom; PA1 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; PA1 or P and L are each 0; p1 K is 0, 2, 3 or 4; PA1 M is 0, 1, 2 or 3; PA1 N is 0 or 1; PA1 X is a hydrogen atom; PA1 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.