55276-54-5

Upstream product

• 5190-68-1 4-chloroquinazoline 
• 104-87-0 4-methyl-benzaldehyde 
• 98512-22-2 Benzoic acid quinazolin-4-yl-p-tolyl-methyl ester 
• 1632-83-3 1-Methylbenzimidazole 
• 187875-25-8 1-methyl-2-(α-hydroxy-4-methylbenzyl)benzimidazole 
• 187875-68-9 1-methyl-2-(α-hydroxy-4-methylbenzyl)imidazole 

Downstream Products

• 253-82-7 quinazoline 
• 99-94-5 p-Toluic acid 
• 99955-90-5 4-p-Tolyl-3,4-dihydro-quinazoline-4-carboxylic acid 

Relevant academic research and scientific papers

Synthesis and reactivities of 1,3-dimethyl-2-(α-hydroxy-benzyl)imidazolium and 1,3-dimethyl-2-(α-hydroxybenzyl)benzimidazolium iodides

1,3-Dimethyl-2-(α-hydroxybenzyl)benzimidazolium iodide (3a) was synthesized from 1-methylbenzimidazole (10) through two steps involving lithiation and quaternization. Treatment of 3a with 4-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (6) afforded 4-benzoyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (15a). 4-Benzoylquinazoline (14a) and 7-benzoyl-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (16a) were given by reaction of 3a with 4-chloroquinazoline (5) and 7-chloro-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (7). Treatment of 3a with benzaldehyde (9a) gave benzoin (8a). Similar results were obtained in the reactions of 1,3-dimethyl-2-(α-hydroxybenzyl)imidazolium iodide (4a).

Catalytic action of azolium salts. IV. Preparations of 4-aroylquinazolines and 4-aroyl-1H-pyrazolo[3,4-d]pyrimidines by catalytic action of 1,3-dimethylimidazolium iodide

The ability of 1,3-dimethylimidazolium iodide (1) to catalyze the aroylation of the chloroheteroarenes 4-8 with arenecarbaldehydes 3 as sources of the aroyl groups was examined in order to develop a preparative method of aroylheteroarenes. In the presence

Catalytic action of azolium salts. II. Aroylation of 4-chloroquinazolines with aromatic aldehydes catalyzed by 1,3-dimethylbenzimidazolium iodide

When a mixture of 4-chloroquinazoline (7), an aromatic aldehyde 6, sodium hydride, and a catalytic amount of 1,3-dimethylbenzimidazolium iodide (1) in tetrahydrofuran (THF) was refluxed with stirring for an appropriate time, the chlorine atom of 7 was rep

Reaction of 4-Aroylquinazolines with Sodium Hydroxide: Aryl Migration to Give 4-Aryl-3,4-dihydro-4-quinazolinecarboxylic Acids and Formation of Quinazoline and Aroic Acids

4-Aroylquinazolines (3) were prepared in good yields by alkaline hydrolysis of α-aryl-4-quinazolinylmethyl benzoates (15), followed by oxidation.The reaction of 3 with sodium hydroxide in dimethyl sulfoxide(DMSO) was found to proceed in two ways.One path is the aryl migration to lead to 4-aryl-3,4-dihydro-4-quinazolinecarboxylic acids (4), and the other is the fission of the C4-CO bond to yield quinazoline (5) and aroic acids (6). Potassium ferricyanide oxidized the carboxylic acids 4 to the corresponding 4-arylquinazolines (14) with elimination of carbon dioxide. Reaction of 4-benzoylquinazoline (3a) with methylmagnesium iodide did not result in the migration, but instead yielded of α-methyl-α-phenyl-4-quinazolinemethanol (18) and 3,4-dihydro-α,4-dimethyl-α-phenyl-4-quinazolinemethanol (19).