The Synthesis Of 2,4-dimethyl-6-phenyl-1,2,4,5-tetrazinan-3-one

2,4-Dimethyl-6-phenyl-1,2,4,5-tetrazinan-3-one is easy to be oxidizide to1,5-Dimethyl-3-phenyl-6-oxoverdazyl radical, which is characterized by a six-membered heterocyclic ring with four nitrogen atoms and, for the most part, are stable enough to be isolated and stored at ambient temperature in air for extended periods of time.This remarkable property has been attributed to the spin delocalization of the single electron across all four nitrogens. Having to rely on the sterically bulky substituent groups,it has made them popular spin bearing molecules in the study of molecular magnets.In addition, it also has been used as spin labels in ESR,as polymerization inhibitors,and as mediatorsin living radical polymerizations.Only recently have verdazyl radicals emerged as substrates for organic synthesis.This approach uses carbohydrazide, a commercially available reagent, as a common starting material.Unlike previous methods described in the literature, this synthetic scheme does not rely on phosgene, phosgene substitutes, or the limited pool of commercially available monosubstituted hydrazines for its execution.A complementary approach to published synthetic methods for2,4-Dimethyl-6-phenyl-1,2,4,5-tetrazinan-3-one. This approach uses DMC,hydrazine hydrate, benzaldehyde, a commercially available reagent, as a common starting material. We got the suitable technological conditions in analysis of the influencing factors of reaction yield:1. It is showm that making carbohydrazide in a two step at low temperature and that the yield was 82.2% in the optimal operation conditions that n(hydrazine hydrate) : n(methoxycarbonylhydrazine) was 2.5:1, reaction temperature was 75℃ and reaction time was 4 h. Excessive DMC had been added in the solution after the reacting 、 crystallizing and filtering and it was shown that the theoretical yield of methoxycarbonylhydrazine or the recovery utilization rate of hydrazine hydrate was 85.5%in the optimal operation conditions that reaction temperature was 70℃ and reaction time was 2h.2. It is showm that making 1,5-Diphenyl- carbohydrazide and that the yield was96.7% in the optimal operation conditions that n(benzaldehyde) : n(carbohydrazide)was 2.2:1, reaction temperature was 30℃ and reaction time was 50 min.3. It is showm that making 2,4-Dimethyl,1,5-Diphenyl- carbohydrazide and that the yield was 88.7% in the optimal operation conditions that n(DMS) : n(1,5-Diphenyl- carbohydrazide) was 2.2:1, reaction temperature was 0 ℃, reaction time was 2h and reaction p H was 10.4. It is showm that making 2,4-Dimethyl-6-phenyl-1,2,4,5-tetrazinan-3-one and that the yield was 82.2% in the optimal operation conditions that n(p-toluensulfonic) : n( carbohydrazide) : n( 2,4-Dimethyl,1,5-Diphenylcarbohydrazide)was 1.5:1.5:1, reaction temperature was 30℃ and reaction time was2 h.And their structure was confirmed via analysis of IR、1H NMR、13C NMR、MS. At the same time, we introduced its applications and the vision of its future.