Department of Chemistry, Maitreyi College, University of Delhi, New Delhi, India.
Curr Org Synth. 2022 Aug 6;19(5):616-642. doi: 10.2174/1570179419666220107155346.
2,3-Diaminomaleonitrile (DAMN), a tetramer of hydrogen cyanide, displays weakly basic properties and has reactivity comparable to o-phenylenediamine. It has emerged as a versatile, cheap as well as a readily accessible building block towards the synthesis of a variety of organic compounds. The present review focuses on the applications of 2,3-diaminomaleonitrile for the synthesis of Schiff's base, imidazoles, pyrazines, quinoxolines, benzodiazocines, 1,4-diazepines, purines, pyrimidines, pyrazine-tetrazole hybrids, triazoles, thiadiazole, thiazolidines, porphyrazines, formamidines, 1,3,5-triazepines, pyrrolo[3,4-b][1,4]diazepin-6(3H)-ones, triaza[22]annulenes, pyrrolo[3,4-f][1,3,5]triazepines, spiro compounds, pyrazoles and 2,3-dicyano-5,7- bismethylthieno[3,4-b]pyrazine.
2,3-二氨基丁二腈(DAMN)是氰化氢的四聚体,具有弱碱性性质,其反应活性可与邻苯二胺相媲美。它已成为一种多功能、廉价且易于获得的构建块,可用于合成各种有机化合物。本综述重点介绍了 2,3-二氨基丁二腈在合成席夫碱、咪唑、吡嗪、喹喔啉、苯并二氮杂环辛烷、1,4-二氮杂环庚烷、嘌呤、嘧啶、吡嗪-四唑杂合体、三唑、噻二唑、噻唑烷、卟啉、脒、1,3,5-三嗪、吡咯并[3,4-b][1,4]二氮杂庚-6(3H)-酮、三氮杂[22]轮烯、吡咯并[3,4-f][1,3,5]三嗪、螺环化合物、吡唑和 2,3-二氰基-5,7-双甲基噻吩[3,4-b]吡嗪的应用。