64688-27-3Relevant academic research and scientific papers
Spectroscopic analysis of imidazolidines: Part IV:13C-NMR spectroscopy
Perillo, Isabel A.,Buldain, Graciela,Salerno, Alejandra
, p. 2103 - 2113 (2007/10/03)
13C NMR spectra of a series of 1,3-di- and 1,2,3-trisubstituted imidazolidines with aryl, alkyl and aralkyl groups are analyzed and their spectroscopic parameters correlated with conformational features. Assignments were confirmed by means of two dimensional spectra of heteronuclear correlation HMQC and HMBC. Heterocyclic carbons are highly influenced by the nature of the substituent on adjacent nitrogen. Thus, carbon atoms adjacent to a nitrogen substituted with an alkyl or aralkyl group appear in the spectrum at 8 ca. 53 ppm as double doublets with 1JC-H 134 and 145 Hz, due to a definite orientation of the substituent. Instead, carbon atoms adjacent to an N-aryl group appear at higher fields (8 ca. 47 ppm) as triplets with 1JC-H ca 141-143 Hz.
Convenient syntheses of unsymmetrical imidazolidines
Katritzky, Alan R.,Suzuki, Kazuyuki,He, Hai-Ying
, p. 3109 - 3114 (2007/10/03)
Unsymmetrical imidazolidines 10-14, optically active imidazolidines 20-22, and 2,3-dihydro-1H benzimidazoles 28 and 29 were synthesized in good to excellent yields by Mannich reactions of 1,2-ethanediamines 8a-c, 18a-c, or N-methyl-1,2-benzenediamine (26a) with benzotriazole and formaldehyde, followed by the nucleophilic substitution of the benzotriazolyl group with C- nucleophiles (Grignard reagents, sodium cyanide), an S-nucleophile (benzenethiol), and a P-nucleophile (triethyl phosphite).
