A multifunctional benzoxazine monomer (BZCN) was synthesized, which has several outstanding properties, such as high thermal stability and high glass transition. To better understand the curing kinetics of BZCN, isothermal differential scanning calorimetry measurements were used to determine the kinetic parameters and the kinetic models of the curing processes of benzoxazine monomer with cyano functionality. The result shows the mechanism of the curing reaction of BZCN exhibits autocatalytic model, but doesn’t meet nth-order model. Owing to the effects of catalysis of cyano functionality, the activation energy is 89.65KJ•mol-1 and the total order of reaction is 1.84, which is quite different from that of normal benzoxazine. The theoretical calculations matched reasonably well with the experimental results.