A Convenient, TiCl₄/SnCl₄-Mediated Synthesis of N-Phenyl or N-Aryl Benzamidines and N-Phenylpicolinamidines

Table 3

SnCl₄/TiCl₄ catalysed coupling of substituted anilines with 2-cyanopyridine.

Entry no.	Amines	Amidines^a (isolated yield %)		M.P. ^°C (Lit.)
	R	by TiCl4	by SnCl4
3i	H	79	68	78–80 HCl Salt
3j	2-CH3	59	64	68–70 (68-69)
3k	4-CH3	64	61	54 (52-53)
3l	4-F	78	69	72 (75-76)
3m	4-Cl	66	60	80–82 (80–82)
3n	4-Br	81	65	84–86 (85-86)
3o	3,4-Cl	76	69	112 (112-113)

^aAll products were characterised by IR, NMR, and mass spectral data and in comparison with authentic samples.