Hydroxylamine Derivatives (hydroxylamine + derivative)

Distribution by Scientific Domains


Selected Abstracts


Reaction of Hydrazine and Hydroxylamine Derivatives with Pyrimidinoacetic Acid Esters and Lactones.

CHEMINFORM, Issue 20 2007
Sergei I. Filimonov
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


On the Viability of 5-endo-Dig Cyclizations of O-Propargylic Hydroxylamine Derivatives, Leading to 2,5-Dihydroisoxazoles (3-Isoxazolines).

CHEMINFORM, Issue 18 2007
Oliver F. Foot
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]


Mutagenicity of nitroaromatic degradation compounds

ENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 10 2003
Ranjit S. Padda
Abstract The mutagenicity of 2,4-dinitrotoluene (24DNT), and 2,6-dinitrotoluene (26DNT), and their related transformation products such as hydroxylamine and amine derivatives, which are formed by Clostridium acetobutylicum, were tested in crude cell extracts using Salmonella typhimurium TA100. A previous publication already reported the mutagenic activities of 2,4,6-trinitrotoluene (TNT) and its related hydroxylamine derivatives in this test system. A time course of the mutagenicity during the anaerobic transformation of TNT, 24DNT, and 26DNT was also investigated under the same conditions to compare with the results from the pure compounds. The monohydroxylamino intermediates 2-hydroxylamino-4-nitrotoluene (2HA4NT), 4-hydroxylamino-2-nitrotoluene (4HA2NT) and 2-hydroxylamino-6-nitrotoluene (2HA6NT) formed during anaerobic transformation of dinitrotoluenes were proven to be mutagenic in the Ames test using Salmonella typhimurium TA100. This study reports that 4HA2NT is the most stable derivative, whereas 2HA4NT and 2HA6NT are less stable and these intermediates are mutagenic in the Ames test. Both 24DNT and 26DNT and their final metabolites 2,4-diaminotoluene (24DAT) and 2,6-aminotoluene (26DAT) appeared nonmutagenic. In a time-course study of TNT degradation, the temporal sample containing 85% of 2,4-dihydroxylamino-6-nitrotoluene (24HA6NT) is most mutagenic. These observations suggest that the bioremediation approach for treatment of 24DNT and 26DNT should be carried past the hydroxylamino intermediate. [source]


Stereodivergent Syntheses of Highly Substituted Enantiopure 4-Alkoxy-3,6-dihydro-2H -1,2-oxazines by Addition of Lithiated Alkoxyallenes to Carbohydrate-Derived Aldonitrones

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 6 2005
Matthias Helms
Abstract Additions of lithiated alkoxyallenes to D -glyceraldehyde-based nitrones 1 and 2 did not provide the expected hydroxylamine derivatives. Instead, a novel [3+3] cyclization process furnished 4-alkoxy-3,6-dihydro-2H -1,2-oxazines 9,14 with excellent syn selectivities and in moderate to good yields. Through precomplexation of the nitrones the corresponding anti -configured 1,2-oxazines 9, 10 and 13 could be obtained with high stereoselectivity. The reactions of nitrones 3,6, derived from D -erythrose or D -threose, generally proceeded less diastereoselectively, but reasonable yields of anti -configured 1,2-oxazines such as anti - 17 and anti - 19 could be obtained under Lewis acid promotion conditions. This was also the case for reactions of the D -arabinose-derived nitrone 7, which provided the anti -1,2-oxazines 23 and 24 with excellent diastereoselectivity and in good yields. Bis-nitrone 8 and lithiated methoxyallene furnished a mixture of six compounds, among which the major componentwas the C2 -symmetric syn/syn -1,2-oxazine 29. The diastereoselectivities of these reactions are interpreted on the basis of Dondoni's model for reactions between organolithium compounds and nitrones. The mechanisms for formation of 1,2-oxazines and of side products are discussed. The method introduced here seems to be of broad applicability and an excellent tool for diastereoselective chain elongation of carbohydrate derivatives, affording stereodefined precursors of aminopolyols and other highly functionalized compounds. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005) [source]