A facile one‐pot synthesis of novel substituted 1,2,3,4‐tetrahydropyrimidine, part 2: Synthesis of 1‐(aralkyl/aryl)‐3‐(alkyl/aralkyl/aryl)‐5‐aroyl‐1,2,3,4‐tetrahydropyrimidines

Abstract

1-(Aralkyl/aryl)-3-(alkyl/aralkyl)-5-aroyl-1,2,3,4-tetrahydropyrimidines (2a-c) have been synthesized by dethiomethylation of 5-aroyl-6-methylthio-1,2,3,4-tetrahydropyrimidines (1 a -c). An alternative one-pot synthetic strategy has been developed for the title compounds 2a-t by the reaction of enaminones 3 with primary amine and formaldehyde in refluxing methanol in good yields.

A Facile Microwave Assisted One‐pot Strategy for the Synthesis of Bis‐hexahydroquinazolin‐5(6H)‐ones

“…Prompted by the promising biological properties of 1,2,3,4,5,6,7,8-octahydroquinazolines, we have recently reported 10 a facile synthetic methodology for 1-aralkyl/aryl-3-alkyl/aralkyl/aryl-5-oxo-1,2,3,4,5,6,7,8-octahydroquinazolines and 1-aralkyl/aryl-3-alkyl/aralkyl/aryl-7,7-dimethyl-5-oxo-1,2,3,4,5,6,7,8-octahydroquinazolines. In continuation with our efforts on the synthesis of tetrahydropyrimidines [11][12][13][14] , we now report herein a facile one pot synthetic strategy for bis-1,2,3,4,7,8-hexahydroquinazolin-5(6H)-ones in which the two quinazoline rings are linked through flexible aliphatic chains or through rigid aromatic ring (Scheme 1).…”

Catalyst-free multicomponent synthesis of novel adamantyl-containing tetrahydropyrimidine carboxylates

“…Keeping in mind the insecticidal and pesticidal properties of 1,2,3,4-tetrahydropyrimidine derivatives with nitro group in position 5 (Nitro-THP-1) [1,2], we have developed synthetic strategies for novel 5-benzoyl-1,2,3,4-tetrahydropyrimidines (Benzoyl-THP-2) [3] and 5-isonicotinoyl-1,2,3,4-tetrahydro pyrimidines (Isonicotinoyl-THP-3) [4] having benzoyl and isonicotinoyl groups respectively in position 5. Also, our group has reported the synthesis of novel bis-tetrahydropyri midines (Benzoyl-THP-4) [5].…”

Synthesis of Novel Bis-enaminones by KHSO4-assisted Facile Michael Addition-elimination Reaction of 3-(dimethylamino)-1-phenylprop-2-en-1-ones with Diamines in Water

“…We subsequently developed a facile synthetic strategy for the synthesis of enaminones by reacting formylated acetophenones with primary amines [14]. These enaminones were then transformed into tetrahydropyrimidines [15] and bis-tetrahydropyrimidines [16].…”