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Benzo-1,2,3,4-tetrazine-1,3-dioxide was synthesized from 2-bromonitrobenzene,which is converted to 2-bromo-1-(tert-butyl-NNO-azoxy)benzene by a three-step standem reaction.Amination of 2-bromo-1-(tert-butyl-NNO-azoxy)benzene with aqueous ammonia using Cu2O as the catalyst yielded 2-amino-1-(tert-butyl-NNO-azoxy)benzene,that was cyclized with nitration agents N2O5 or NO2BF4 to give benzo-1,2,3,4-tetrazine-1,3-dioxide.A mild and convenient route was developed.Moreover,the target compound was identified by1HNMR,13CNMR,IR,MS-EI and elemental analysis.
Benzo-1,2,3,4-tetrazine-1,3-dioxide was synthesized from 2-bromonitrobenzene, which is converted to 2-bromo-1- (tert-butyl-NNO-azoxy) benzene by a three-step standem reaction.Amination of 2-bromo-1- (tert-butyl-NNO-azoxy) benzene with aqueous ammonia using Cu2O as the catalyst yielded 2-amino-1- (tert-butyl-NNO- azoxy) benzene, that was cyclized with nitration agents N2O5 or NO2BF4 to give benzo-1,2,3,4-tetrazine-1,3-dioxide. A mild and convenient route was developed. Moreover, the target compound was identified by 1HNMR, 13CNMR, IR, MS-EI and elemental analysis.