4248-13-9

Upstream product

• 118-92-3 anthranilic acid 
• 5416-30-8 N,N'-diphenyl-S-methyl isothiourea 
• 62-53-3 aniline 
• 201230-82-2 carbon monoxide 
• 615-43-0 2-iodophenylamine 
• 622-16-2 1,3-Diphenylcarbodiimide 
• 1218906-34-3 N-(2-iodophenyl)-N'-phenyldicarbodiimide 
• 13939-06-5 molybdenum hexacarbonyl 
• 103-72-0 phenyl isothiocyanate 
• 102-08-9 N,N-diphenylthiourea 
• 87-25-2 2-ethoxycarbonylaniline 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 57266-65-6 3-phenyl-hexahydro-quinazoline-2,4-dione 

Relevant academic research and scientific papers

RE[N(SiMe3)2]3-Catalyzed Guanylation/Cyclization of Amino Acid Esters and Carbodiimides

The example of rare-earth metal-catalyzed guanylation/cyclization of amino acid esters and carbodiimides is well-established, forming 4(3H)-2-alkylaminoquinazolinones in 65-96% yields. The rare-earth metal amides RE[N(TMS)2]3 (RE = Y, Yb, Nd, Sm, La; TMS = SiMe3) showed high activities, and La[N(TMS)2]3 performed best for a wide scope of the substrates.

Synthesis and Mechanistic Study of Cyclic Oxoguanidines via Zn(OTf)2-Catalyzed Guanylation/Amidation from Readily Available Amino Acid Esters and Carbodiimides

The Zn(OTf)2-catalyzed guanylation/amidation from readily available amino acid esters and carbodiimides is achieved to provide efficiently various cyclic oxoguanidines, including 2-amino-1H-imidazol-5(4H)-ones and 2-aminoquinazolin-4(3H)-ones i

Molybdenum-mediated synthesis of quinazolin-4(3H)-ones via cyclocarbonylation using microwave irradiation

A new, efficient and practical synthesis of quinazolin-4(3H)-ones is reported via molybdenum-mediated cyclocarbonylation using microwave irradiation. These methods allow access to a wide range of quinazolin-4(3H)-ones in reasonable yields without the need for gaseous carbon monoxide and palladium catalysts. A range of reactions illustrating the wide scope of this chemistry was carried out and all proceeded in reasonable yields.

Palladium-Catalyzed Cyclocarbonylation of o-Iodoanilines with Heterocumulenes: Regioselective Preparation of 4(3H)-Quinazolinone Derivatives

A catalyst system comprising palladium acetate - bidentate phosphine is effective for the cyclocarbonylation of o-iodoanilines with heterocumulenes at 70-100°C for 12-24 h to give the corresponding 4(3H)-quinazolinone derivatives in good yields. Utilizing o-iodoaniline with isocyanates, carbodiimides, and ketenimines for the reaction, 2,4-(1H,3H)-quinazolinediones, 2-amino-4(3H)-quinazolinones and 2-alkyl-4(3H)-quinazolinones were obtained, respectively. The nature of the substrates including the electrophilicity of the carbon center of the carbodiimide, and the stability of the ketenimine, influence the product yields of this reaction. Urea-type intermediates are believed to be generated first in situ from the reaction of o-iodoanilines with heterocumulenes, followed by palladium-catalyzed carbonylation and cyclization to yield the products.