Reactions of 1,2,4‐triazines with nitromethide ion. A convenient method of preparation of 1,2,4‐triazin‐5‐ylcarbaldehyde oximes and their synthetic applications

Abstract

Abstract An efficient procedure for the preparation of 1,2,4‐triazin‐5‐ylcarbaldehyde oximes 2a‐f from 1,2,4‐triazines 1a‐f and nitromethide ion is described. The oximes 2c‐d were converted into corresponding 5‐cyano‐1,2,4‐triazines 6c‐d . The latter compounds react easily with various nucleophiles to afford 5‐substituted 1,2,4‐triazines 7a‐i and with 1‐pyrrolidino‐1‐cyclohexene to form cyano derivative of 5,6,7,8‐tetrahydroisoquinoline 9 .