DE2221500

1346958 1-Pyridyl-2-benzyl-isothioureas SUMITOMO CHEMICAL CO Ltd 12 April 1972 [30 April 1971] 16934/72 Heading C2C [Also in Division A5] Novel compounds of Formula (I) wherein M is a group of the formula -NR 1 R 2 in which R 1 is a hydrogen atom, a C 1-20 alkyl, cyano (C 1-5 )alkyl, C 1-5 alkenyl, C 1-5 alkynyl, or phenyl (C 1-5 ) alkyl group wherein the benzene ring is optionally substituted by one or more identical or different C 1-5 alkyl groups, one or more nitro groups and/or one or more identical or different halogen atoms, and in which R 2 is a C 1-20 alkyl, cyano (C 1-5 ) alkyl, C 1-5 alkenyl, C 1-5 alkynyl or phenyl (C 1-5 ) alkyl group wherein the benzene ring is optionally substituted by one or more identical or different C 1-5 alkyl groups, one or more nitro groups and/or one or more identical or different halogen atoms; or wherein M is a 3-6 membered heterocyclic group containing nitrogen as a heteroatom and optionally one or more further heteroatoms, the aforesaid heterocyclic group being bonded to the remainder of the isothiourea molecule by the said nitrogen heteroatom thereof; wherein X is a hydrogen atom, a halogen atom or a C 1-5 alkyl group; and wherein Y 1 , Y 2 and Y 3 are, each independently, a hydrogen atom, a nitro group, a halogen atom or a C 1-5 alkyl group, are prepared by reacting a thiourea of Formula (III) with a benzyl halide of Formula (IV) wherein Z is a halogen atom The preparation is preferably carried out in an inert solvent (e.g. MeOH, EtOH, THF, dioxane, DMSO or DMF) in the presence of a basic substance (e.g. NaOH, KOH, NaOMe, KOMe, NaOEt, Ca(OH) 2 ) generally using a molar ratio of base to benzyl halide to thiourea of 1-1À5: 1-2 : 1 respectively. The examples describe the preparation of many 1-(31-pyridyl)-isothioureas which are effective against phyto-pathogenic bacteria or fungi or acarids.