110396-89-9Relevant academic research and scientific papers
PREPARATION AND PROPERTIES OF 3-ALKYL-i-ARYLNITROSOUREAS AND RELATED COMPOUNDS
Tanno, Masayuki,Sueyoshi, Shoko
, p. 1360 - 1371 (2007/10/02)
Nitrosation of 3-alkyl-1-arylureas was investigated with sodium nitrite in 99percent formic acid or with isoamyl nitrite in chloroform.The preparation of 3-alkyl-1-aryl-1-nitrosoureas was effectively performed by using isoamyl nitrite in the absence of acids, since the 1-nitrosoureas were isomerized to the 3-nitroso isomers by acids.The carbon-13 nuclear magnetic resonance and infrared spectral properties of the products were examined and their structural features are discussed.It was found that 3-alkyl-1-aryl-1-nitrosoureas decomposed to form alkyl isocyanates and 3-alkyl-1-(2-nitroaryl)ureas in carbon tetrachloride. 1,3-Rearrangement and transnitrosation also took place in this solvent.Keywords - 3-alkyl-1-arylnitrosourea; 3,3-diethyl-1-tolyl-1-nitrosourea; N-nitrosourea; nitrosation; 1,3-rearrangement; isomerization; transnitrosation; nitration
