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Die Aminoalkylierung von Phtalazinen und Phtalazonen mit Hilfe der G RIGNARD ‐Reaktion. 4. Mitteilung über G RIGNARD ‐Reaktionen mit Halogenalkylaminen [1]
Author(s) -
Marxer A.,
Hofer F.,
Salzmann U.
Publication year - 1969
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19690520520
Subject(s) - chemistry , medicinal chemistry , yield (engineering) , reagent , organic chemistry , metallurgy , materials science
Phtalazines and 4(3 H )‐phthalazones are aminoalkylated in high yield by 3‐dimethylaminopropyl‐magnesiumchloride. Phthalazines add only one molecule of the G RIGNARD reagent at the CN‐double bond, giving mono‐aminoalkylated 1,2‐dihydrophthalazines which undergo no further reaction without previous oxydation. Phthalazones react with the carbonyl and the CN‐group yielding in one step di‐aminoalkylated dihydrophthalazines. The dihydrophthalazines are easily oxydized with K 3 Fe(CN) 6 to the corresponding phthalazines.