Analyses by GC-MS and GC-MS-MS of the Hantzsch synthesis products using hydroxy- and methoxy-aromatic aldehydes.
EI mass spectra of products of the dihydropyridine Hantzsch synthesis using hydroxy and methoxy aldehydes as starting materials are reported. The reaction products (C-4 hydroxy- and methoxyphenyl-1,4-dihydropyridines and chromeno[3,4,c]-pyridines) were derivatized with N-methyl-N-(trimethylsilyl)-trifluoracetamide to be analyzed by gas chromatographic techniques. Fragmentation pathways for 1,4-dihydropyridines and chromeno-pyridines are proposed. The study provides (mainly through MS-MS technique) useful data for the confirmation of the structure of the compounds and also is a valuable tool for further analytical purposes to follow both photostability and reactivity studies with free radicals for these types of compounds.
Núñez-Vergara
Luis J
LJ
Laboratory of Bioelectrochemistry, Chile. lnunezv@ciq.uchile.cl
Navarrete-Encina
P A
PA
Salas
S
S
Conde
B
B
Carbajo
J
J
Squella
J A
JA
Camargo
C
C
D000447:Aldehydes / Q000032:analysis* / Q000737:chemistry; D002121:Calcium Channel Blockers / Q000032:analysis* / Q000737:chemistry; D004095:Dihydropyridines / Q000032:analysis* / Q000737:chemistry; D008401:Gas Chromatography-Mass Spectrometry / Q000295:instrumentation / Q000379:methods*; D015394:Molecular Structure; D053719:Tandem Mass Spectrometry / Q000379:methods*
D000447:Aldehydes; D002121:Calcium Channel Blockers; D004095:Dihydropyridines; C038806:1,4-dihydropyridine