NEW 4,5-SUBSTITUTED PYRIMIDINE DERIVATIVE AND HERBICIDE

• Main Authors: NAKAHIRA KUNIMITSU, NAWAMAKI TSUTOMU, KONDO YASUO, SUDO KAZUHISA, MIKASHIMA TAKUMI, SATO JUN, WATANABE SHIGEOMI, ISHIKAWA KIMIHIRO, ITO YOICHI, KUDO YOSHIHIRO
• Format: Patent
• Language: English
• Published: 19.03.1996
• Edition: 6
• Subjects: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; AGRICULTURE; ANIMAL HUSBANDRY; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; CHEMISTRY; FISHING; FORESTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HUNTING; METALLURGY; ORGANIC CHEMISTRY; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS; PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTSTHEREOF; TRAPPING

PURPOSE: To obtain the subject new compound useful as an active ingredient of herbicides for fields, paddy fields, lawn-grown ground, orchards, pasture, and other non-cultivated lands. CONSTITUTION: This compound is expressed by formula I (R1 is a 1-2C haloalkyl; R2 is a 1-8C alkyl, 3-8C cycloalkyl, etc.; R3 is a halogen, SH, NH2 , etc.; R4 is H, a halogen, 1-6C alkyl, etc.), e.g. 5-(4-chlorobenzoyl)-4- chlorodifluoromethylpyrimidine. The compound of formula I is obtained by reaction of an alcohol of formula II with an appropriate halogenating agent (e.g. phosphorus oxychloride) to form the corresponding halogen compound of formula III which is, in turn, reacted with a nucleophilic agent (e.g. 0, N, S, etc.) in the presence or absence of a base. This compound presents high herbicidal power at low doses against field weeds such as velvetleaf, morning glory, Amaranthus viridis, Stell-aria neglecta, Byzantine-speedwell, Avena. fatua L. and Setaria viridis and paddy weeds such as sagittaria pygmaea, Scirpus juncoides, Monochoria vaginalis and Rotala indica.