Abstract: The present invention concerns improved crystalline metal complexes of the fungicide 1-[N-propyl-N-2-(2,4,6-trichlorophenoxy)-ethyl carbamoyl]-imidazole, known by the common name prochloraz, its improved formulations and their use in combatting fungi, especially powdery mildew (Sphaerotheca fuliginia) and coffee berry disease (Colletotrichum coffeanum).

Abstract: N-n-propyl-N-2-(2,4,6-trichlorophenoxy) ethyl amine is prepared by reacting 2-phenoxy ethanol with thionyl chloride in the presence of a catalytic amount of tetra-alkyl ammonium halide optionally in the presence of a solvent to form 2-phenoxy ethyl chloride; reacting the 2-phenoxy ethyl chloride with n-propylamine at a temperature of from 50.degree. C. to 150.degree. C. optionally in the presence of a solvent to form N-n-propyl-N-2-phenoxy-ethyl amine; selectively chlorinating N-n-propyl-N-2-phenoxyethyl amine with chlorine in the presence of a solvent; and recovering the N-n-propyl-N-2-(2,4,6-trichlorophenoxy) ethyl amine formed.

Abstract: N-n-propyl-N-2-(2,4,6-trichlorophenoxy)-ethylamine is prepared by selectively chlorinating 2-phenoxy ethanol by reacting it with chlorine either in the presence of hydrogen chloride at a temperature of from -10.degree. C. to 50.degree. C. or in the presence of urea at a temperature of from 20.degree. C. to 55.degree. C. in a water/carbon tetrachloride solvent mixture to form 2-(2,4,6-trichlorophenoxy)ethanol; reacting the 2-(2,4,6-trichlorophenoxy)ethanol with thionyl chloride in the presence of a catalytic amount of tetraalkyl ammonium chloride, optionally in the presence of a solvent to form 2-(2,4,6-trichlorophenoxy)ethyl chloride; and reacting the 2-(2,4,6-trichlorophenoxy) ethyl chloride with n-propylamine at a temperature of from 20.degree. C. to 150.degree. C., optionally in the presence of water to form N-n-propyl-N-2-(2,4,6-trichlorophenoxy) ethyl amine.

Abstract: N-n-propyl-N-(2,4,6-trichlorophenoxy)-ethyl amine is prepared by reacting 2-phenoxy ethanol with thionyl chloride in the presence of a catalytic amount of tetraalkyl ammonium halide optionally in the presence of a solvent to form 2-phenoxy ethyl chloride; selectively chlorinating the 2-phenoxy ethyl chloride with chlorine at a temperature from 0.degree. C. to 60.degree. C. in the presence of a catalytic amount if urea to form 2-(2,4,6-trichlorophenoxy)-ethyl chloride; reacting the 2-(2,4,6-trichlorophenoxy)-ethyl chloride with n-propyl amine at a temperature of from 20.degree. C. to 150.degree. C., optionally in the presence of water; and recovering the N-n-propyl-N-2-(2,4,6-trichlorophenoxy)-ethyl amine formed.

Abstract: 2,3,6-Trichloropyridine and 2,3,5,6-tetrachloropyridine are prepared by continuously reacting chlorine in the gas phase with one or more compounds such as 2,6-dichloropyridine and 2,3,6-trichloropyridine at a temperature of from about 200.degree. C. in the presence of an amount of catalyst effective to catalyze the reaction.

Abstract: Heptachloropicoline is prepared by continuously reacting chlorine in the gas phase at an elevated temperature with one or more lower-chlorinated 6-trichloromethyl pyridines in the presence of an effective amount of ferric chloride.

Abstract: 2-Chloropyridine, 2,6-dichloropyridine, 2,3,6-trichloropyridine, and 2,3,5,6-tetrachloropyridine are prepared by reacting alpha-picoline in the gas phase with choline at temperature from about 200.degree. C. in the presence of water and an amount of catalyst effective to catalyze the reaction.