2‐Tosyloxybenzaldehyde 1 was reacted with some active methylene compounds as 1:1 or 1:2 molar ratio under different basic conditions to afford the corresponding 2‐tosyloxyarylidenes 2–4 and/or 2‐tosyloxyphenylpyridine 5, respectively. Multicomponent reaction of 2‐tosyloxyarylidene 2 and AcONH4 with active methylene compounds namely: malononitrile, ethyl acetoacetate, ethyl benzoylacetate, 1,3‐benzothiazol‐2‐ylacetonitrile, acetophenones or 3‐acetylheterocycle derivatives in methanol gave 2‐tosyloxyphenylpyridine derivatives 8–17, respectively. The structures of new compounds were elucidated by elemental and spectral analysis.
N‐[4‐(3‐Methoxyphenyl)pyrimidin‐2‐yl]cyanamide (1) was reacted with morpholine and respective binuclephilic reagents namely: ethylenediamine, o‐phenylenediamine, o‐aminothiophenol, or o‐aminophenol to give the corresponding carboximidamide 2, imidazolidine 3, and benzazoles 4–6. While its reaction with hydrazides in DMF at 90°C, gave the corresponding 1,2,4‐triazols 7–11. Also, treatment of cyanamide 1 with heterocycles having both nucleophilic and electrophilic groups (─NH2/─COOEt) in iso‐propanol in presence of catalytic amount of Conc. HCl, gave the corresponding thieno[2,3‐d]pyrimidinone 12 and unexpected thieno[3,2‐d]pyrimidine 13 instead of bis‐thieno[3,2‐d]pyrimidine 14, respectively. While, its reaction with ethyl 5‐amino‐1,3‐thiazole‐4‐carboxylate yielded the unexpected N‐(pyrimidin‐2‐yl)urea 15 rather than the corresponding thiazolo[5,4‐d]pyrimidine 16. Unexpected N‐(pyrimidin‐2‐yl)thiourea 17 was obtained, when cyanamide 1 reacted with potassium thiolates in iso‐propanol with catalytic amount of Conc. HCl.
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