Cresol 6 Substituted Derivatives

m-cresol and its derivatives (6-halo-m-cresol) are important organic intermediates and material, which can be used widely in medicines, pesticides, dyes, antiseptic and other chemical field.The target compound 6-halo-m-cresol was prepared from m-cresol via esterification, sulfonation, nitration, reduction, halo-exchange reaction of diazo componds. The influences of reaction conditions for each step reaction, such as amount of solvent, material ratio, amount of catalyst, reaction temperature, reaction time were studied and optimal conditions were determined. The optimum conditions are as follows: esterification at 80℃for 1h using CCl₄ as solvent with the ratio of n(m-cresol):n(POCl₃):n(NaOH) being 3:1:3.6;nitration at 0℃for 2.3h used using mixed acid (HNO₃:H₂SO₄ =1:1.6) as nitrating agent with the mole ratio of HNO₃ to tri-m-tolyl phosphate being 3.2:1; for reduction, n(6-nitro-m-cresol):n(Na₂S₂O₄):n(Na₂CO₃)=1:3.5:2.5, at 95℃for 0.5h;For Chloro-exchange reaction, n(6-amino-m-cresol): n(HCl):n(CuCl)=1:1:1.2,at 80℃for 1h; For Bromo-exchange reaction, n(6-amino-m-cresol):n(HBr):n(CuBr)=1:1.2:1,at 80℃for 1h;For Iodine-exchange reaction, n(6-amino-m-cresol):n(KI)=1:1,at 80℃for lh. The total yield of target compound 6-halo-m-cresol based on m-cresol is 66.7%, 64.5% and 67.5%, respectively.