Synthesis of amino-substituted 1,3-bis(tert-butyl-NNO-azoxy)benzenes -: 2.: 2-Amino and 2,4-diamino derivatives

Synthesis of amino-substituted 1,3-bis(tert-butyl-NNO-azoxy)benzenes -: 2.: 2-Amino and 2,4-diamino derivatives
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DOI:
10.1007/bf02494856
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发表时间:
1999-11-01
影响因子:
1.7
通讯作者:
Tartakovsky, VA
Tartakovsky, VA
中科院分区:
化学4区
文献类型:
--
作者:
Frumkin, AE;Churakov, AM;Tartakovsky, VA

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2-溴-4,6-二氯-1,3-苯二胺的一个氨基被氧化成亚硝基,然后转化为叔丁基-硝基-偶氮氧基,得到了间-(叔丁基-氮氧基)苯胺的衍生物,即2-bromo-3-(tert-butyl-NNO-azoxy)-4,6-dichloroaniline.类似地,第二氨基被转化为叔丁基氮氧基,形成1,3-二(叔丁基-氮氧基)苯的衍生物,即3-bromo-2,4-bis(tert-butyl-NNO-azoxy)-1,5-dichlorobenzene,。后者与氨反应生成2-氨基和2,4-二氨基取代的1,3-二(叔丁基-氮氧基)苯。
Oxidation of one of the amino groups of 2-bromo-4,6-dichloro-1,3-phenylenediamine to the nitroso group followed by its conversion into the tert-butyl-NNO-azoxy group afforded a derivative of m-(tert-butyl-NNO-azoxy)aniline, viz., 2-bromo-3-(tert-butyl-NNO-azoxy)-4,6-dichloroaniline. Analogously, the second amino group was converted into the terl-butyl-NNO-azoxy group to form a derivative of 1,3-bis(tert-butyl-NNO-azoxy)benzene, viz., 3-bromo-2,4-bis(tert-butyl-NNO-azoxy)-1,5-dichlorobenzene, The reaction of the latter with ammonia yielded 2-amino- and 2,4-diamino-substituted 1,3-bis(tert-butyl-NNO-azoxy)benzenes.