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
References
1
Neilson DG.
Roger R.
Heatlie JWM.
Newlands LR.
Chem. Rev.
1970,
70:
151
2
Kersten H.
Meyer G.
Makromol. Chem.
1970,
138:
265
3
Fischer E.
Liebigs Ann. Chem.
1878,
190:
67
4
Bamberger E.
de Gruyter P.
Ber. Dtsch. Chem. Ges.
1893,
26:
2385
5
N’Gando M’Pondo Th.
Malavaud C.
Lopez L.
Barrans J.
Tetrahedron Lett.
1987,
28:
6049
6
Bryan CD.
Cordes AW.
Goddard JD.
Haddon RC.
Hicks RG.
MacKinnon CD.
Mawhinney RC.
Oakley RT.
Palstra TTM.
Perel AS.
J. Am. Chem. Soc.
1996,
118:
330
7
Coleman GH.
Leeper RW.
Schulze CC.
Inorg. Synth.
1946,
2:
90
8
Hartke K.
Hoppe H.
Chem. Ber.
1974,
107:
3121
9
Dehne H.
Scheunemann A.
Michalik M.
Hartung H.
Heinemann F.
Kibbel HU.
Phosphorus, Sulfur Silicon Relat. Elem.
1994,
86:
177
10
Drexler K.
Dehne H.
Reinke H.
Michalik M.
Liebigs Ann./Recueil
1997,
269
11
Bähr G.
Schleitzer G.
Chem. Ber.
1955,
88:
1771
12 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)
