872410-93-0

Upstream product

• 872410-99-6 3-(5-amino-4H-1,2,4-triazol-3-ylamino)-5,5-dimethyl-2-cyclohexen-1-one 
• 100-52-7 benzaldehyde 
• 126-81-8 dimedone 
• 1455-77-2 guanazole 
• 28746-58-9 2-benzylidene-5,5-dimethylcyclohexane-1,3-dione 
• 19744-83-3 3,3,6,6-tetramethyl-9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione 
• 1534330-34-1 8,8-dimethyl-2,10-dioxo-11-phenyl-1,2,3,4,6,7,8,9,10,11-decahydropyrimido[2',1':3,4][1,2,4]triazolo[5,1-b]quinazolin-12-ium chloride 
• 1534330-47-6 8,8-dimethyl-11-phenyl-3,4,7,11-tetrahydro-8H-pyrimido[2',1':3,4][1,2,4]triazolo[5,1-b]quinazoline-2,10(1H,9H)-dione 
• 15782-02-2 9-(4-chlorophenyl)-3,3,6,6-tetramethyl-2,3,4,5,6,7,8,9-octahydroxanthene-1,8-dione 

Downstream Products

• 1534330-52-3 sodium 3-(2-amino-6,6-dimethyl-8-oxo-9-phenyl-5,7,8,9-tetrahydro[1,2,4]triazolo[5,1-b]quinazolin-3(6H)-yl)propanoate 
• 1534330-34-1 8,8-dimethyl-2,10-dioxo-11-phenyl-1,2,3,4,6,7,8,9,10,11-decahydropyrimido[2',1':3,4][1,2,4]triazolo[5,1-b]quinazolin-12-ium chloride 

Relevant academic research and scientific papers

Partially hydrogenated 2-amino[1,2,4]triazolo[1,5-a]pyrimidines as synthons for the preparation of polycondensed heterocycles: Reaction with chlorocarboxylic acid chlorides

Partially hydrogenated 2-amino[1,2,4]triazolo[1,5-a]pyrimidines and 2-amino[1,2,4]triazolo[5,1-b]quinazolines react with the chlorides of chloroacetic, 3-chloropropanoic, and 4-chlorobutanoic acids at 0-5 C to give amides through acylation of the 2-amino group. Heating the corresponding 3-chloropropanoyl derivatives at 80-90 C in DMF leads to selective intramolecular alkylation at N-3 to form the chlorides of partially hydrogenated [1,2,4]triazolo[1,5-a:4,3-a′]dipyrimidin-5-ones and pyrimido[2′, 1′:3,4][1,2,4]triazolo[5,1-b]quinazolin-12-ones. It may be more convenient to prepare such compounds through one-pot processes. Some reactions of the synthesized chlorides of polycondensed heterocycles have been studied. Conditions have been found to effect the selective synthesis of free bases, oxidative aromatization or hydrolysis of the dihydropyrimidine cycle, and the selective hydrolytic cleavage or elimination of the pyrimidone ring. Some of the resulting compounds represent new mesoionic heterocycles.

Synthesis of partially hydrogenated 1,2,4-triazoloquinazolines by condensation of 3,5-diamino-1,2,4-triazole with aromatic aldehydes and dimedone

Three-component condensation of 3,5-diamino-1,2,4-triazole with aromatic aldehydes and dimedone in dimethylformamide gives 2-amino-5-aryl-8,8-dimethyl-5, 6,7,8,9,10-hexahydro[1,2,4]triazolo[3,2-b]quinazolin-6-ones. The reaction of 3,5-diamino-1,2,4-triazole with dimedone in the absence of aldehyde involves dimethylformamide as one of the carbonyl components to afford 2-amino-8,8-dimethyl-6,7,8,9-tetrahydro[1,2,4]triazolo[2,3-a]quinazolin-6-one. 2005 Pleiades Publishing, Inc.