Diphenylethers having herbicidal properties

Abstract

Abstract 1. A PROCESS FOR PRODUCING A DIPHENYLETHER HAVING THE GENERAL FORMULA: Y-(3-X,Z-1,4-PHENYLENE)-O-(3-(R-O-)-1,4-PHENYLENE)-NO2 WHEREIN X REPRESENTS A HALOGEN ATOM OR A METHYL RADICAL IN THE 2-POSITION; Y REPRESENTS A HALOGEN ATOM OR AN ALKYL RADICAL HAVING UP TO 3 CARBON ATOMS IN THE 4-POSITION; Z REPRESENTS HYDROGEN OR HALOGEN IN THE 5- AND 6POSITIONS, WHEREIN BOTH THE 5- AND 6-POSITIONS MAY BE HYDROGEN, BUT ONLY ONE OF THE 5- OR 6-POSITIONS MAY BE HALOGEN; AND R REPRESENTS A SATURATED OR AN UNSATURATED HYDROCARBON HAVING UP TO 3 CARBON ATOMS, METHOXYETHYL OR AN ETHOXYETHYL RADICAL, WHICH COMPRISES REACTING IN THE PRESENCE OF AN ALKALI METHYL HYDROXIDE OR CARBONATE A 2,4-DIHALONITROBENZENE HAVING THE GENERAL FORMULA: 1-(O2N-),2,4-DI(HAL-)-BENZENE WHEREIN HAL IS A HALOGEN ATOM, WITH A SUBSTITUTED PHENOL HAVING THE GENERAL FORMULA: Y-(3-X,Z-1,4-PHENYLENE)-O-(4-(O2N-)-1,3-PHENYLENE)-O- 2-X,4-Y,Z-PHENOL WHEREIN THE MOLAR RATIO OF THE PHENOL TO THE 2,4-DIHALONITROBENZENE IS AT LEAST 2:1, AT A TEMPERATURE OF FROM 130* C. TO 160* C. TO PRODUCE A 2,4-BIS(SUBSTITUTED PHENOXY) NITRO BENZENE HAVING THE GENERAL FORMULA: 1-(O2N-),2,4-BIS((2-X,4-Y,Z-PHENYL)-O-)BENZENE THEN REACTING SAID 2,4-BIS(SUBSTITUTED PHENOXY) NITROBENZENE (IV) IN THE PRESENCE OF AN ALKALI METAL HYDROXIDE WITH AN ALCOHOL OF THE FORMULA ROH WHEREIN R IS AS DEFINED ABOVE AT A TEMPERATURE OF 20-100* C. TO PRODUCE SAID DIPHENYLETHER (I) AND A SUBSTITUTED PHENOL (III) AND THEREAFTER ISOLATING SAID DIPHENYLETHER (I).

Inventors

• 👤 I Yokomichi
• 👤 F Kimura
• 👤 H Takagi
• 👤 R Nasu
• 👤 R Takahashi
• 👤 T Toki
• 👤 I Shigehara
• 👤 R Nishiyama
• 👤 S Someya

Bibliographic Details