Dithiindicarboximide, dithiolanedicarboximide, thiapyrandicarboximide and pyrandicarboximide derivatives as plant growth regulants

US4164404A · kind A · utility

Assignee

• American Cyanamid Company · US

Inventors

• Marinus Los · Pennington, US
• Bryant Leonidas Walworth · Pennington, US

Key dates

• Filing date: May 30, 1974
• Grant date: Aug 14, 1979
• Expiry date: May 30, 1994

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D495/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention is a novel class of dithiindicarboximido, dithiolanedicarboximido, thiapyrandicarboximido and pyrandicarboximido derivatives represented by the formula: ##STR1## wherein X is CH.sub.2 or S; Z is S, O or SO, provided that when Z is O, X cannot be S; Y is --COOR.sub.3, --CONR.sub.4 R.sub.5, --CONHNR.sub.6 R.sub.7, --CONHN.sup..sym. R.sub.6 R.sub.7 R.sub.7 .cndot.halide.sup..crclbar., CN, --CONHOH or --COR.sub.10 ; n is 0 or 1; R.sub.1 and R.sub.2 each represent alkyl C.sub.1 -C.sub.4, or when taken together with the carbon to which they are attached form cycloalkyl C.sub.4 -C.sub.8 or methyl-substituted cycloalkyl C.sub.4 -C.sub.9 ; R.sub.3 is hydrogen or alkyl C.sub.1 -C.sub.4 ; R.sub.4 and R.sub.5 each represent hydrogen, alkyl C.sub.1 -C.sub.4, phenyl, monohalophenyl, monoalkyl(C.sub.1 -C.sub.4)phenyl or monoalkoxy(C.sub.1 -C.sub.4)phenyl; R.sub.6 and R.sub.7 are alkyl C.sub.1 -C.sub.2 ; R.sub.8 is hydrogen, alkyl C.sub.1 -C.sub.4, phenyl, monohalophenyl, monoalkyl(C.sub.1 -C.sub.4)phenyl, monoalkoxy(C.sub.1 - C.sub.4)phenyl, mononitrophenyl or trifluoromethylphenyl; R.sub.9 is hydrogen or alkyl C.sub.1 -C.sub.4 ; R.sub.10 is halogen; represents a single or double bo…