Alkylation of 2,4-(1H,3H)-quinazolinediones with dialkyl carbonates under microwave irradiations.
Alkylation is a very important chemical reaction which modifies the biological properties of drugs. Quinazolinedione derivatives are of considerable interest due to their wide array of pharmacological properties.We now report application of a practical alkylation procedure to several quinazolinediones, including pelanserine (5f), which shows antihypertensive properties, 1-methyl-3-(2'-phenylethyl)-1H,3H-quinazoline-2,4-dione (1ab) and 1-methyl-3-[2'-(4'-methoxyphenyl)ethyl]-lH,3H-quinazoline-2,4-dione (1ae), which had been isolated from natural sources. The alkylation was optimized using dimethyl and diethyl carbonates under microwave irradiations.
Rivero
Ignacio Alfredo
IA
Centro de Graduados e Investigación en Química, Instituto Tecnológico de Tijuana, Tijuana, BC, Mexico. irivero@tectijuana.mx
Guerrero
Leticia
L
Espinoza
Karla Alejandra
KA
Meza
Martha Cecilia
MC
Rodríguez
Jesús Ramón
JR
D000478:Alkylation; D000959:Antihypertensive Agents / Q000737:chemistry; D002254:Carbonates / Q000737:chemistry*; D008872:Microwaves; D015394:Molecular Structure; D011799:Quinazolines / Q000737:chemistry; D052999:Quinazolinones / Q000737:chemistry*
D000959:Antihypertensive Agents; D002254:Carbonates; D011799:Quinazolines; D052999:Quinazolinones; C043157:pelanserin