The reaction of 3-nitropyrazole and 3(5)-nitro-1,2,4-triazole with t-BuNHMgBr gives the corresponding asymmetrical diazene oxides. Furthermore, 3(5)-(1,1-dimethylethyl)azoxy-1,2,4-triazole was also synthesized by the reaction of 1-trimethylsilyl-3(5)-nitro-1,2,4-triazole with t-BuNHLi.
Reactions of m- and p-dinitrobenzenes with t-BuNHMgBr and t-BuNHLi were studied. The reactions afford azo- and azoxy-derivatives and products of nucleophilic substitution.
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Magnesium derivatives of aliphatic amines containing α-hydrogen atoms, in contrast to t-BuNHMgBr, do not form phenylaliphatic diazene oxides upon reaction with nitrobenzene, but rather reduce it to azobenzene and azoxybenzene. Asymmetric diazene oxides are formed when the magnesium derivatives are replaced by lithium derivatives. The reaction of t-BuNHLi with dimethylnitramine gives 1,3,5-trimethyl-1,3,5-triazacyclohexane.
Chemischer InformationsdienstVolume 3, Issue 15 Preparative Organic Chemistry ChemInform Abstract: DAS VERH. VON TRIS-ACETYLAMINO-METHAN IN TRIFLUORESSIGSAEURE G. A. KALABIN, G. A. KALABINSearch for more papers by this authorS. N. SHEDOVA, S. N. SHEDOVASearch for more papers by this authorE. V. SHEPELEV, E. V. SHEPELEVSearch for more papers by this authorO. V. LEBEDEV, O. V. LEBEDEVSearch for more papers by this authorL. I. KHMEL'NITSKII, L. I. KHMEL'NITSKIISearch for more papers by this authorS. S. NOVIKOV, S. S. NOVIKOVSearch for more papers by this author G. A. KALABIN, G. A. KALABINSearch for more papers by this authorS. N. SHEDOVA, S. N. SHEDOVASearch for more papers by this authorE. V. SHEPELEV, E. V. SHEPELEVSearch for more papers by this authorO. V. LEBEDEV, O. V. LEBEDEVSearch for more papers by this authorL. I. KHMEL'NITSKII, L. I. KHMEL'NITSKIISearch for more papers by this authorS. S. NOVIKOV, S. S. NOVIKOVSearch for more papers by this author First published: April 11, 1972 https://doi.org/10.1002/chin.197215164Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume3, Issue15April 11, 1972 RelatedInformation
Independent of the reaction conditions employed, trisacetylaminomethane is formed when ethyl orthoformate is reacted with acetamide.
A study was made of the behavior of trisacetylaminomethane in trifluoroacetic acid.
AbstractIn früheren Arbeiten wird angegeben, daß bei der Umsetzung von Orthoameisensäureester (I) mit 3 Mol Acetamid (II) Tris‐acetylamino‐methan (III)‐, unter etwas geänderten Bedingungen (ohne Lösungsmittel und ohne Katalysator) N,N′‐Diacetyl‐formamidin (IV), bzw. beim Verhältnis (I):(II) = l:0,2 bis 1,5 Äthyl‐N‐acetyl‐formimidat (V) entstehen.