Imidazole deriv. prepn. - by reacting iminoester or amidine or their salts with alpha-acylamino ketone in liquid ammonia

摘要

Prepn. of imidazole derivs. having formula (I) is disclosed. (where R1 is H or an opt. substd. alkyl, aryl, alkaryl, aralkyl, cycloalkyl, cycloalkyl- alkyl, alkylcycloalkyl or heterocyclic gp. R2 and R3 are H or opt. substd. alkyl, aralkyl, cycloalkyl, cycloalkylalkyl, alkylcycloalkyl, heterocyclic or heteroaralkyl gp., or -AR4, in which A is -O- or -S- R4 is opt. substd. alkyl, or -NR5R6, in which R5 and R6 have significance of R2 and R3. R7 is H or opt. substd. alkyl, aralkyl, cycloalkyl, cycloalkylalkyl or alkylcycloalkyl). New process takes place by reacting an imminoester (II) or amidine (III) having formula R1-C(=NH)-OR, (II), (where R is lower alkyl) or R1-C(=NH)-NH2 (III), or a salt thereof, with an alpha-acylaminoketone, having formula Acyl-NR7-CHR3-COlR2 (IV), in liquid NH3 under press. Pref. for 5-48 (12-18) hrs. at 50-120 (100) degrees C and 25-80 (35-50) atmos. One-step synthesis process allows introduction of different substituents at C2, C4, C5 and N1. Substituent at C2 is introduced via (II) or (III) and is independent of (IV). (I) are obtd. in good yields.