2397-36-6Relevant academic research and scientific papers
Ph3P/I2-mediated synthesis of N,N′-disubstituted and N,N,N′-trisubstituted amidines
Phakhodee, Wong,Wangngae, Sirilak,Wiriya, Nittaya,Pattarawarapan, Mookda
, p. 5351 - 5354 (2016)
A convenient one-pot protocol for the synthesis of N,N′-disubstituted and N,N,N′-trisubstituted amidines is reported. In the presence of the Ph3P–I2/Et3N system, a variety of secondary amides were smoothly reacted with primary or secondary amines to afford the corresponding amidines in good to excellent yields under mild conditions.
AMIDINES. PART XXII. BASICITY OF N1,N1-DIMETHYLBENZAMIDINES, p-CHLOROBENZAMIDINES AND p-METHYLBENZAMIDINES
Oszczapowicz, Janusz,Krawczyk, Waldemar,Osek, Jerzy,Raczynska, Ewa
, p. 157 - 162 (2007/10/02)
Three series of N1,N1-dimethylbenzamidines,each containing the same set of 12 variable substituents at imino nitrogen atom, have been synthesized and their pKa values in 95.6percent ethanol (azeotrope) determined.Their pKavalues have been correlated with ? and ?0 values as well as with the pKa values of corresponding primary amines.It was found that the ρ values for the series are indistinguishable within confidence intervals,but are undoubtedly different from the ρ value of N1,N1-dimethylformamidines.This provides a support for an earlier conclusion that the sensitivity of the amidino group to substitution at the imino nitrogen atom depends to a considerable degree on substitution at the amidino carbon atom.
Cycloaddition of Diphenylcyclopropenone with Carboximidate, Carboximidamide, and Carboximidothioate
Yoshida, Hiroshi,Sogame, Shingo,Bando, Shoichi,Nakajima, Shosuke,Ogata, Tsuyoshi,Matsumoto, Kiyoshi
, p. 3849 - 3850 (2007/10/02)
The reaction of diphenylcyclopropenone with R1N=C(R2)X (2) (R1, R2=alkyl, aryl, X=MeO, EtO, MeS, or Me2N) gave 2-pyrrolin-4-one (3) in good yield.The less reactive carboximidothioate (2, R1=4-MeC6H4, R2=Ph, X=MeS) yielded isomeric 3-pyrrolin-2-one together with 3.
