4-aminopyrimidines and their use for the antimicrobial treatment of surfaces

#The present invention relates to substituted 4-aminopyrimidines, to the preparation of such compounds, and to the use of such compounds in the antimicrobial treatment of surfaces, as antimicrobial active substances against gram-positive and gram-negative bacteria, yeasts and fungi and also in the preservation of cosmetics, household products, textiles and plastics and for use in disinfectants.

#The present invention relates to the use of 4-aminopyrimidines of formula

#R1 and R2 are each independently of the other hydrogen; C1-C5alkyl which is unsubstituted or substituted by one or more halogen atoms; biphenyl or C6-C10aryl which is unsubstituted or substituted by halogen, C1-C5alkyl, C1-C5alkoxy or by amino; a 5- to 7-membered heteroaryl radical; or cyclo-C3-C7alkyl; R3 is hydrogen; phenyl or C1-C5alkyl which is unsubstituted or substituted by one or more halogen atoms; R4 is hydrogen; C1-C10alkyl; phenyl; or a 5- to 7-membered heteroaryl radical; R5 is C1-C20alkyl which is unsubstituted or substituted by one or more halogen atoms or by a heterocyclic radical or interrupted by one or more —O— or

#2.2 g of benzamidine hydrochloride (14.05 mmol) are reacted, in 10 ml of absolute EtOH, with 5.43 ml (14.05 mmol) of 20% sodium ethanolate solution and then condensed with 1.66 g of methyl acetoacetate (14.29 mmol) for 4 hours at 90° C.

#The crude product is concentrated by evaporation and taken up in 30 ml of toluene.

#4.31 g of phosphorus oxychloride (28.1 mmol) are added and the reaction mixture is heated at 120° C. for 3 hours. After cooling to 20° C., the excess is neutralised with sodium hydroxide solution, and the mixture is diluted with ethyl acetate and then washed with water and saturated sodium chloride solution.