Reaction of arylsulphochlorides with 2- and 4-hydroxyl-substituted anilines was studied. It established a direct dependence of reaction from changes in the structure and composition of the starting reagents, particularly of an aromatic amine. The reactivity of the synthesized sulphanilides was studied. It was found that despite the content of the aromatic fragment of OH- or ОCH3-groups with chloroacetonytrile in the presence of an alkali the 1,4-benzoxazin is formed. However, when, the content of metoxy groups at the 4-position aniline reaction with acetonitrile and butyl iodide lead to N-alkylation of nitrogen sulphamide. The studies of synthesized compounds have shown that they have high biocidal and fungicidal properties depending on their structure.