6154-14-9Relevant articles and documents
Synthesis of the first representatives of 3-ethynyldiaziridines
Makhova, Nina N.,Kamalova, Nailya G.,Strelenko, Yurii A.
, p. 227 - 229 (2001)
1,2-Dimethyl-3-(3,3-diethoxypropyn-1-yl)- and 1,2-dimethyl-3-(3-hydroxymethyl-3-methylbutyn-1-yl)diaziridines have been synthesised by the interaction of 4,4-diethoxybutyn-2-al and 4-hydroxymethyl-4-methylpentyn-2-al, respectively, with equimolar amounts of MeNH2 and MeNHCl (or MeNHOSO3H) at pH 9.5-10; the use of an excess of an amine in reactions with 4,4-diethoxybutyn-2-al resulted in a mixture of isomeric 5(3)-diethoxymethyl-1-methylpyrazoles and a mixture of Z/E isomers of 1-cyano3,3-diethoxy-2-methylaminoprop-1-enes.
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Laughlin,R.G.
, p. 2651 - 2656 (1968)
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Use of N-chloro-N-methyl-p-toluenesulfonamide in N-chlorination reactions
Pastoriza, Cristina,Antelo, Juan Manuel,Crugeiras, Juan
supporting information, p. 551 - 559 (2013/07/26)
Second-order rate constants (k2) were determined for the addition of ten nitrogenous organic compounds (benzylamine, 2,2,2- trifluoethylamine chlorhidrate, methylamine chlorhidrate, glycine ethyl ester chlorhidrate, glycine, glycylglycine chlorhidrate, morpholine, pyperidine, pyperazine and dimethylamine) to the N-chloro-N-methyl-p-toluenesulfonamide (NCNMPT) in the formation reaction of N-chloramines in aqueous solution at 25 °C and ionic strength 0.5 M. The series of nucleophiles considered is structurally very varied and covers five pKa units. The kinetic behaviour is similar for all compounds, being the elementary step the transfer of chlorine from the NCNMPT molecule to the nitrogen of the free amino group. These reactions were found first order in both reagents. The values of the rate constants indicate that the more basic amines produce N-chloramines more readily. Rate constants for the nucleophilic attack are shown to correlate with literature data for some of these nitrogenous organic compounds in their reaction with N-methyl-N-nitroso-p-toluenesulfonamide. Both reactions involve that the rate determining step is the attack of nitrogenous compounds upon electrophilic centre (Cl or else NO group). NCNMPT is a particularly interesting substrate, for which has not hitherto been published kinetic information, that allows us to assess the efficiency and the competitiveness of this reaction and compare it with other agents with a Cl+ atom. Copyright 2013 John Wiley & Sons, Ltd. N-chloro-N-methyl-p-toluensulfonamide is a particularly chlorinating agent. The kinetic behaviour has been studied in the formation reaction of N-chloramines using ten nitrogenous compounds. Copyright
Synthesis of 4-aroyl-1,2,4-triazolidin-3-ones via ring extension in reactions of 1,2-di- and 1,2,3,3-tetraalkyldiaziridines with aroyl isocyanates
Shevtsov,Kuznetsov,Molotov,Lyssenko,Makhova
, p. 554 - 558 (2007/10/03)
Reactions of 1,2-di-and 1,2,3,3-tetraalkyldiaziridines with aroyl isocyanates involve opening of the diaziridine ring through cleavage of the C-N bond followed by cyclization of the zwitterionic intermediate into 4-aroyl-1,2,4-triazolidin-3-one derivative
