87927-72-8Relevant academic research and scientific papers
Novel Desulphurization of 1,3-Disubstituted Thioureas by Superoxide Anion (O2*-): One-step Synthesis of 1,2,3-Trisubstituted Guanidines from 1,3-Disubstituted Thioureas
Kim,Yong Hae,Yon, Gyu Hwan
, p. 715 - 716 (1983)
Treatment of 1,3-diarylthioureas with superoxide anion (O2*-) at 20 deg C in tetrahydrofuran or acetonitrile resulted in the formation of 1,2,3-triarylguanidines in excellent yields.
Synthesis and conformational features of sym N,N′,N″- triarylguanidines
Gopi, Kanniyappan,Rathi, Brijesh,Thirupathi, Natesan
experimental part, p. 157 - 167 (2010/11/17)
A one pot reaction involving sym N,N′-diarylthiourea and the respective arylamine in the presence of aq. KOH in nitrobenzene at ≥105°C afforded sym N,N′,N″-triarylguanidine in fair to good yield and the products have been characterized. Sym N,N′,N″-tri(4-tolyl)guanidine possesses (7) anti-anti conformation, sym N,N′,N″-tri(2-tolyl) guanidine (8) and sym N,N′,N″-tris(2,4-xylyl)guanidine (11) each possess anti-anti αβα conformation whereas sym N,N′,N″-tris(2-anisyl)guanidine possesses (9) syn-anti αββ conformation as determined by single crystal X-ray diffraction data. The observed conformations appear to result from a subtle balance between steric factor associated with the aryl substituent and multiple electronic factors namely n-π conjugation/negative hyperconjugation and non-covalent interactions in the crystal lattice. Indian Academy of Sciences.
