Formamidinium salts vinylogous

Aminoethylidene)amino-methylene compds. 15 Enecarbodiimides Eneformamidines Enehydrazones a,P-Ethylenehydrazones Formamidinium salts, vinylogous N-Imidoylethylenimines... 

A series of vinylogous formamidinium salts and formamidines were reduced at the enamine and iminium double bonds by NaBH4 giving the corresponding 1,3-dia-minopropanes138,139 (Scheme 103). 

The reaction of amine hydrochlorides with thioxoesters affords amidinium salts (155 equation 91). Formamidinium salts (156 equation 92) with bulky substituents at the nitrogens can be obtained by oxidation of AA A/ -trisubstituted or AA -disubstitut thioureas with peracetic acid. - Byproducts in this reaction can be ureas and thiourea trioxides. -Dimethylaminoacrolein reacts with dimethylamine hydrochloride to give (157 equation 93), the parent compound of the vinylogous amidinium salt series. - From AA -dimethylthiobenzamide and Al-sulfinyldimethylammonium tetrafluoroborate the benzamidin-ium salt (158 equation 94) was prepared. ... 

Ketene aminals can be transformed by various electrophilic reagents to amidinium salts, thus mineral acids, alkyl halides, A///-dialkyliminium salts, alkoxymethyleneiminium salts, formamidinium salts, acyl halides, diazonium salts, vinylogous amidinium salts,sulfonyl halides, ketene dichlorides ... 

S odium alcohol Syntheses with vinylogous formamidinium salts... 

Many vinylogous amidinium salts, e.g. (185) and (186) (Scheme 25), are readily available by double formylation of CH2-acidic or alkenic compounds. Reviews on the chemistry of vinylogous amidinium salts are available. The first azavinylogous formamidinium salt (187 Scheme 26) was prepared in 1960 by reaction of DMF with cyanuric chloride. The mechanism of this reaction has been established.Based on these findings new methods for the synthesis of these compounds were developed, e.g. the reaction of isocyanatomethyleneiminium salts with tertiary formamides affords salts (187). - In the synthesis of the salts (187) cyanuric chloride can be replaced by phosphorus nitride chloride (PNCl2)3.3 <... 

Vlnylogs (Vinylogous) s. formamides, vinylogous formamidinium salts, — Vinyl thioethers... 

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