3-Amino-4-methyl-2-pentenamide, 2-Amino-1-cyclohexene-1-carboxamideおよび3-Amino-2,4-diphenyl-2-butenamideの合成ならびにそれらを用いた4(3H)-Pyrimidone誘導体の合成

抄録

Three kinds of primary enaminic acid amide, 3-amino-4-methyl-2-pentenamide (VIII), 2-amino-1-cyclohexene-1-carboxamide (XIV), and 3-amino-2, 4-diphenyl-2-butenamide (XX) were synthesized. Acylation of VIII, XIV, and XX to the corresponding N-acylamino compounds (XXI, XXIII, and XXV) and their treatment with sodium ethoxide afforded 2-substituted 6-isopropyl-4 (3H)-pyrimidone (XXII), 2-substituted 5, 6, 7, 8-tetrahydro-4 (3H)-quinazolone (XXIV), and 2-substituted 6-benzyl-5-phenyl-4 (3H)-pyrimidone (XXVI), where the substituent R was CH₃, CH₂CH₃, CH₂CH₂CH₃, CH (CH₃)₂, or C₆H₅. Treatment of VIII with aromatic aldehyde, in the presence of sodium ethoxide, afforded 2-aryl-5-arylmethyl-6-isopropyl-4 (3H)-pyrimidone (XXVIII : R=C₆H₅, p-Cl-C₆H₄, p-CH₃O-C₆H₄, 2-furyl).