2-DERIVATIVES OF 1,1,1-TRICHLORO-4-(2,4-DICHLOROPHENYL)-BUTANE-4-ONE SHOWING ANTIMICROBIAL ACTIVITY, AND 1,1,1-TRICHLORO-2-HYDROXY-4-(2,4-DICHLOROPHENYL)- BUTANE-4-ONE AS A SEMIPRODUCT FOR SYNTHESIS OF 2-DERIVATIVES OF 1,1,1-TRICHLORO-2-HYDROXY-4-(2,4-DICHLOROPHENYL)-BUTANE-4-ONE

摘要

FIELD: organic chemistry. SUBSTANCE: products: 2-derivatives of 1,1,1-trichloro-4-(2,4-dichlorophenyl)-butane-4-one of the general formula CCl₂-CH(X)-CH₂-C(O)-C₆H₃-Cl₂-2,4-CH(X)-X=OC(O)CH₃, T_пл-C(O)-C₁₂H₉Cl₅O₃-2,4, where X - OC(O)X=Cl T_пл, m. p. is 79-80 C, gross-formula is C₁₀H₆Cl₆O; X - Cl, m. p. is 92-93 C, gross-formula is C₁₀H₇Cl₅O₂. 1,1,1-Trichloro-2-hydroxy-4-(2,4-dichlorophenyl)-butane-4-one, gross-formula is T_пл, yield is 61% , m. p. is 85-86 C. Reagent 1: 2,4-dichloroacetophenone. Reagent 2: chloral. Reaction conditions: boiling for 40 h in the presence of sodium acetate following by isolation of product and addition sodium chloride to it with concentrated sulfuric acid or acetyl chloride. Synthesized compounds show antimicrobial activity and can be used in medicine and as semiproducts for synthesis of 2-derivatives of 1,1,1-trichloro-4-(2,4-dichlorophenyl)-butane-4-one. EFFECT: improved method of synthesis, enhanced yield of products. 5 tbl