75975-09-6Relevant academic research and scientific papers
The Chemistry of Azides derived from N-substituted Phthalamic and Tetrahalogenophthalamic Acids
Au, Ting Keung,Baydar, Ahmet E.,Boyd, Gerhard V.
, p. 2884 - 2889 (2007/10/02)
Treatment of eight phthalisoimidium perchlorates with sodium azide gave N-substituted o-carbamoylbenzoyl azides (2), which yielded o-carbamoylphenyl isocyanates (4) when heated.The isocyanates derived from tertiary phthalamic acids formed 4-dialkyl ammonio-1,4-dihydro-2H-3,1-benzoxazin-2-one perchlorates (8) by the action of perchloric acid and acetic anhydride; those containing secondary amide groups cyclised to 3-alkyl-quinazoline-2,4-(1H,3H)-diones (11) at rates depending on the size of the alkyl radicals.Tetrachloro- and tetrabromo-phthalic anhydride reacted with amines to yield the corresponding amic acids, their salts, of N-substituted 3-amino-4-hydroxyphthalides.Ring-chain isomerism was also observed in the case of the azides derived from two tertiary tetrachlorophthalamic acids.
