Abstract: 3-substituted-6-trifluoromethyl pyridines are useful synthetic intermediates in the preparation of the N-substituted (6-haloalkylpyridin-3-yl)alkyl sulfoximines, which are useful in forming potent insecticides. Methods of forming such 3-substituted-6-trifluoromethyl pyridines are disclosed. Also disclosed are methods of using 6-trichloromethyl halogenated pyridines to form 3-substituted-6-trifluoromethyl pyridines are disclosed.

Abstract: 3-substituted-6-trifluoromethyl pyridines are useful synthetic intermediates in the preparation of the N-substituted (6-haloalkylpyridin-3-yl)alkyl sulfoximines, which are useful in forming potent insecticides. Methods of forming such 3-substituted-6-trifluoromethyl pyridines are disclosed. Also disclosed are methods of using 6-trichloromethyl halogenated pyridines to form 3-substituted-6-trifluoromethyl pyridines are disclosed.

Abstract: Chloro and bromophenols and N-acylanilines are fluorinated in an ortho or para position with an N-fluoropyridinium salt to obtain fluorohalophenols and N-acylfluorohaloanilines, which can be further converted to fluorophenols and N-acylfluoroanilines by reduction. Thus, o-fluorophenol is obtained by fluorination of p-bromophenol with 2-chloro-6-(trichloromethyl)pyridinium fluoroborate and reduction of the product obtained with sodium formate and a palladium catalyst. N-Fluoropyridinium salts having trichloromethyl substituents are disclosed.

Abstract: Chloro and bromophenols and N-acylanilines are fluorinated in an ortho or para position with an N-fluoropyridinium salt to obtain fluorohalophenols and N-acylfluorohaloanilines, which can be further converted to fluorophenols and N-acylfluoroanilines by reduction. Thus, o-fluorophenol is obtained by fluorination of p-bromophenol with 2-chloro-6-(trichloromethyl)-pyridinium fluoroborate and reduction of the product obtained with sodium formate and a palladium catalyst. N-fluoropyridinium salts having trichloromethyl substituents are disclosed.

Abstract: Novel methods for preparing 2-cyano-6-chloropyridines are disclosed. The compounds are useful as intermediates in preparing other intermediates or as intermediates directly used in making pesticides, especially herbicides.

Abstract: The preparation of 3,5-dichloro-2,4,6-trifluoropyridine from pentachloropyridine and potassium fluoride was found to proceed in high yield and at a rapid rate with little tar formation when the reaction is conducted under essentially anhydrous conditions in N-methylpyrrolidone solvent at temperatures below 170.degree. C. High yields of this intermediate for herbicides are obtained.

Abstract: (Trifluoromethyl)pyridine compounds are prepared by contacting (trichloromethyl)pyridine compounds with hydrogen fluoride in the presence of a catalytic amount of a catalyst selected from the group consisting of FeCl.sub.2, FeF.sub.2 and mixtures thereof under liquid phase conditions. The (trifluoromethyl)pyridine compounds are useful as intermediates for the preparation of agricultural chemicals.

Abstract: (Trifluoromethyl)pyridine compounds are prepared in high yields and with a high selectivity by using a mercury or silver fluorinating agent, i.e., HgF.sub.2, AgF, AgF.sub.2, in a liquid phase halogen exchange process.

Abstract: A method of exchanging a chlorine atom for a fluorine atom at the 2-position of a 2-fluoropyridine compound which comprises contacting a 2-fluoropyridine compound with a substituted or unsubstituted trichloromethyl or dichlorofluoromethyl alpha, beta or gamma picoline compound at a temperature of 50.degree.-250.degree. C. and a pressure of atmospheric to about 100 psig.

Abstract: Ring-fluorinated pyridine compounds are contacted with a chlorinating agent, preferably in the presence of a catalyst, under favorable conditions to yield pyridine compounds having a chlorine substituted in the ring-fluorine position(s).