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Synthesis 2001(5): 0696-0698
DOI: 10.1055/s-2001-12770
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

A Simple Route to a New Oxaldiamidrazone

Klaus Martens, Heinz Dehne*, Helmut Reinke
Universität Rostock, Fachbereich Chemie, Buchbinderstr. 9, 18055 Rostock, Germany
Fax: +49(381)498-1763; e-Mail: heinz.dehne@chemie.uni-rostock.de;
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Publication History

Received 11 October 2000
Publication Date:
15 October 2004 (online)

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Abstract

Sodium cyanodithioformate·3DMF reacted with 1,1-dimethylhydrazine and concentrated ammonia solution via a simple route to the hitherto unknown oxamide bis(dimethyl hydrazone). This product was also obtained by reaction of diethyl oxalimidate with 1,1-dimethylhydrazine in absolute ethanol. The crystal structure of the novel compound is reported.

Key words

amides - hydrazones - imides - nitrile - desulfurization

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Selected bonds lengths[Å], angles[°] and torsion angles[°] of 3: C1-C2 1.488(4), N1-C1 1.352(3), N2-C2 1.347(4), N3-C2 1.286(4), N5-C1 1.287(4), N5-N6 1.463(5), N5-C1-N1 127.0(3), N5-C1-C2 116.4(3), N1-C1-C2 116.7(2), N3-C2-N2 127.2(3), N3-C2-C1 116.5(2), N2-C2-C1 116.3(3), N6-N5-C1-C2 -179.1(3), N4-N3-C2-C1 178.3(3), N5-C1-C2-N3 -178.5(3), N1-C1-C2-N3 2.4(4), N5-C1-C2-N2 0.6(4), N1-C1-C2-N2 -178.5(3)