32700-93-9

Usage

InChI:InChI=1/C16H13N3O/c1-9-7-13-14(8-10(9)2)19-15(20)11-5-3-4-6-12(11)17-16(19)18-13/h3-8H,1-2H3,(H,17,18)

Upstream product

• 64-18-6 formic acid 
• 13037-60-0 1-bromo-2-isothiocyanatobenzene 
• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 393-52-2 2-Fluorobenzoyl chloride 
• 29096-75-1 2-amino-5,6-dimethylbenzimidazole 

Relevant academic research and scientific papers

Carbonylation Chemistry Applied to the Synthesis of Benzimidazo[2,1-b]quinazolin-12-ones

A carbonylative route towards the synthesis of benzimidazo[2,1-b]quinazolin-12-ones was developed. The key step in this strategy consists of an intramolecular carbonylative lactam formation, starting from N-(2-bromophenyl)-1H-benzimidazol-2-amines. These precursor molecules were synthesized by two different methods to introduce a variety of substituents on the aromatic ring systems. Interestingly, only near-stoichiometric amounts of carbon monoxide were required in the ring-closing aminocarbonylation reaction, rendering the developed strategy also suitable for late-stage 13C-isotopic labelling.

Benzo[4,5]imidazo[2,1-b]quinazolin-12-ones and benzo[4,5]imidazo[1,2-a]pyrido[2,3-d]pyrimidin-5-ones by a sequential N-acylation-SNAr reaction

An efficient synthesis of benzo[4.5]imidazo[2,1-b]quinazolin-12-ones and benzo[4,5]imidazo[1,2-a]pyrido[2,3-d]pyrimidin-5-ones is reported from the reaction of 2-aminobenzimidazole with 2-haloaroyl chlorides. The reaction takes advantage of the 1,3-dispos

Immunosuppressants

Benzimidazo[2,1-b]quinazolin-12(6H)ones, immunosuppressives and agents for treatment of auto-immune diseases, are prepared via (1) reacting a 2-chlorobenzimidazole with an anthranilic acid or ester; (2) reacting a 2-aminobenzimidazole with an anthranilic acid or ester in the presence of trifluoroacetic acid or (3) reacting a 2-methylmercaptobenzimidazole with an anthraniloyl halide hydrohalide.