Microwave-assisted regioselective N-alkylation of cyclic amidines

Tetrahedron Letters

Volumn 48, Issue 43, 2007, Pages 7657-7659

  Pereira, Maria de Fatima ^a   Thiéry, Valérie ^a   Besson, Thierry ^a  

^a UNIVERSITÉ DE LA ROCHELLE   (France)

Author keywords

Cyclic amidines; Microwave heating; Regioselective N alkylation

Indexed keywords

3,4 DIHYDROPYRAZINO[2,1 B]QUINAZOLIN 6 ONE; AMIDINE; ANTIINFECTIVE AGENT; NITROGEN; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; MICROWAVE RADIATION; TRANSAMINATION;

EID: 34748897946     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.08.100     Document Type: Article

References (11)

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11. Focused microwave irradiations were carried out with a Smith-Synthetizer™ (personal chemistry, AB) focused microwave reactor (300 W, 2450 MHz, monomode system). The Smith-Synthetizer™ (personal chemistry, AB) is a single mode cavity, producing controlled irradiation at 2450 MHz. Reaction temperature and pressure were determined using the built-in, on-line IR, and pressure sensors. Microwave-assisted reactions were performed in sealed Smith process vials (0.5-5 mL, total volume 10 mL) under air with magnetic stirring. The microwave output power was regulated by the software algorithm so that the selected maximum temperature was maintained for the desired reaction/irradiation time. After the irradiation period, the reaction vessel was cooled rapidly to ambient temperature by compressed air (gas-jet cooling). The minimal reaction times were determined by performing sequential series of identical reactions at constant temperature and with continuous heating, but with different irradiation times. Completion of the reaction was estimated by T.L.C. after each individual heating period.). Technical description of this microwave reactor with integrated robotics was recently published: Schanche, J. S. Mol. Diversity 2003, 7, 293-300.