19006-59-8Relevant academic research and scientific papers
Thermolysis of Trialkylnitrosoureas: Formation of an Unusual Product
Singer, Sandra S.
, p. 3839 - 3844 (1982)
The thermolysis of four trialkylnitrosoureas, 1,1,3-trimethyl-1-nitrosourea (1), 3,3-diethyl-1-methyl-1-nitrosourea (2), 1-ethyl-3,3-dimethyl-1-nitrosourea (3), and 1,3,3-triethyl-1-nitrosourea (4), was carried out neat, in aprotic and aprotic solvents.When the thermolysis was run neat or in protic solvents, 4 gave as much as 70percent of N,N-diethylalanine ethylester (9).Ethyl N,N-diethylcarbamate (8) (about 10percent) was the only other product isolated.In protic solvent, however, 8 was the principal product.Neat thermolysis of 2 and 3 gave products analogues to those obtained from 4 but in much lower yields.Thermolysis of 1 did not give any product comparable to 9.Tetramethylurea was a major product from the thermolyses of 1 and 3.Decomposition of 3 was faster than any of the other three compounds, studied, but 3 did not give high yields of products.Addition of CuCl to the reaction mixture caused the reaction products to change dramatically.The appropriate dialkylnitrosamine and the denitrosated urea were then the major products.
The Use of Ureates as Activators for Samarium Diiodide
McDonald, Chriss E.,Ramsey, Jeremy D.,McAtee, Christopher C.,Mauck, Joseph R.,Hale, Erin M.,Cumens, Justin A.
, p. 5903 - 5914 (2016/07/23)
A novel mode of SmI2 activation has been developed using ureates as reaction promoters. Several ureates formed by treatment of the corresponding ureas with n-BuLi have been shown to activate SmI2 to a substantial extent toward the reduction of 1-chlorodecane. Complexes formed from SmI2 and various ureates have been shown to be useful for the reduction of a variety of organohalides, including substrates of low reactivity such as aryl fluorides. Because of ease of synthesis and low molecular weight, the conjugate base of triethylurea (TEU-) was of primary focus. Visible spectroscopy and reactivity data are consistent with the hypothesis that the same complex is being formed when SmI2 is combined with either 2 or 4 equiv of TEU-, in spite of the greater reactivity of SmI2/4 TEU- with some alkyl halides. We propose that the active reductant is an N,O chelate formed between SmI2 and 2 equiv of TEU-.
Pyrolytic Derangement of Bis-(N-Diethyl Carbamyl) Disulphide
Chande, M. S.,Kulkarni, M. D.
, p. 877 - 879 (2007/10/02)
Pyrolytic decomposition of bis-(N-diethyl carbamyl) disulphide has been found to afford diethylammonium diethylthiocarbamate, 1,1,3-triethyl urea, ethylene and elemental sulphur.The mechanism of the thermal decomposition is discussed.The synthesis of disulphide and diethylammonium diethylthiocarbamate has been described.
