N-(2-nitrophenyl)-2-aminopyrimidine derivatives, the preparation and use thereof

US4659363A · kind A · utility

Assignee

• Ciba-Geigy · US

Inventors

• Adolf Hubele · Magden, CH
• Helmut Zondler · Bottmingen, CH
• Peter Riebli · Basel, CH
• Wolfgang Eckhardt · Lörrach, DE

Key dates

• Filing date: Jul 18, 1984
• Grant date: Apr 21, 1987
• Expiry date: Jul 18, 2004

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D401/12
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention discloses novel N-(2-nitrophenyl)-2-aminopyrimidine derivatives of the general formula I ##STR1## wherein R.sub.1 and R.sub.2 are each independently NO.sub.2 or CF.sub.3, with the proviso that only R.sub.1 or R.sub.2 can be NO.sub.2 PA0 R.sub.3 is halogen, PA0 R.sub.4 is hydrogen or the --C(O)R' group, in which R' is C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio, PA0 R.sub.5, R.sub.6 and R.sub.7 are each independently hydrogen, halogen, nitro, cyano, thiocyano, C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.1 -C.sub.8 alkylthio, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.1 -C.sub.6 alkylsulfoxyl, C.sub.3 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 haloalkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.3 -C.sub.6 haloalkynyl, C.sub.3 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 -haloalkenyloxy, C.sub.3 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynyloxy, C.sub.3 -C.sub.6 haloalkynyloxy, C.sub.1 -C.sub.8 alkyl which is substituted by halogen, cyano and/or C.sub.1 -C.sub.4 alkoxy, unsubstituted C.sub.1 -C.sub.8 alkoxy or halogen-substituted C.sub.1 -C.sub.8 alkoxy, the alkyl moiety of which may be interrupted b…