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Open-chain nitrogen compounds. Part IV. Synthesis of 5-hydroxy-1, 2, 3-triazoles from 1-aryl-3-(ethoxycarbonylmethyl) triazenes: a new route to α-diazo-N- …

KM Baines, K Vaughan, DL Hooper…

文献索引:Baines, Kim M.; Vaughan, Keith; Hooper, Donald R.; Leveck, Lorne F. Canadian Journal of Chemistry, 1983 , vol. 61, p. 1549 - 1556

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被引用次数: 6

摘要

A series of triazenes of type ArN= N-NH-CH2CO2Et, N-arylazoglycinc ethyl esters, have been prepared by coupling the arene diazonium salt, ArN2+ X-, with ethyl glycinate, NH2CH2CO2Et; an electron-withdrawing substituent, eg NO2, CN, CO2R, and Cl, in the ortho or para position of the aryl group is essential for efficient coupling. The p-substituted arylazoglycine ethyl esters cyclize when treated with alcoholic potassium hydroxide to ...