30388-20-6Relevant articles and documents
Orthoamides and iminium salts LXXIV [1]. Reactions of N,N,N',N'- Tetramethyl-chloroformamidiniumChloride with metals
Kantlehner, Willi,Aichholz, Reiner,Karl, Martin
body text, p. 305 - 319 (2012/07/13)
N,N,N',N'-Tetramethyl-formamidinium chloride (2a) reacts with elemental sodium in various solvents to give N,N,N',N',N'',N''-hexamethyl-guanidinium chloride (4a). The reaction of 2a with potassium affords N,N,N',N',N'',N'',N''', N'''-octamethyl-oxamidinium dichloride (3a). From the reaction of 2a with magnesium in different solvents in general result mixtures of the salts 4a, 3a and N,N,N',N'-tetramethyl-formamidinium chloride (10a). The composition of these mixtures depends on the solvent and the reaction temperature. Similar results are obtained, when a zinc'copper couple is used instead of magnesium. Very likely from 2a and magnesium or zinc, respectively, organometallic intermediates 11, 12 are formed which could be trapped by aromatic aldehydes and phenylisocyanate. The salt 2a can be reductively coupled by a low-valent titanium reagent to give the oxamidinium salt 3a.
α-FLUOROALKYLAMINES, A NEW SOURCE OF UNHYDRATED FLUORIDE ION. COMMUNICATION 6. HEXAMETHYLGUANIDINIUM FLUORIDE
Igumnov, S. M.,Delyagina, N. I.,Knunyants, I. L.
, p. 1191 - 1193 (2007/10/02)
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Reaction of Guanidinium Salts with Alkyl Bromides and Acid Chlorides
Kantlehner, Willi,Kapassakalidis, Johannis J.,Speh, Peter,Braeuner, Hans-Juergen
, p. 389 - 393 (2007/10/02)
The guanidinium salt 1a reacts with alkyl bromides 2a-g and acid chlorides 2h-k to give the nitriles 3a-g and the acyl cyanides 3h-k, respectively.Acyl isocyanates 4a,b have been obtained from the guanidinium cyanate 1d and the acid chlorides 2h,l.Reaction of the alkyl bromides 2b,c,m,n and acid chlorides 2h,l with the guanidinium thiocyanate 1e affords alkyl thiocyanates 5a-d and acyl isothiocyanates 6a,b, respectively.