Reactions of halogenoquinolizinium bromides with aniline, isopropylamine and liquid ammonia

Author:

Sanders G. M.,van Dijk M.,van der Plas H. C.,Konijn M.,Stam C. H.

Publisher

Wiley

Subject

Organic Chemistry

Reference13 articles.

1. Reactions of halogenoquinolizinium bromides with diethylamine

2. 2-(Substituted amino)quinolizinium bromides. A new class of anthelmintic agents

3. Synthesis and Deuteration of Some Halogenoquinoli-zinium Bromides

4. Product X is probably 1-amino-4-[6-amino-2-pyridyl]-1,3-buta-diene, on account of the 1H-nmr spectrum. Oxidation and reduction experiments did not give indications for the formation of aminopyridyl compounds. However, when the mixture of open-chain compounds was acetylated with acetic anhydride before oxidation/esterification, we found a small amount of methyl 6-acetylaminopicolinate, by gc/ms analysis. Since 2-bromopyridine is not converted into 2-aminopyridine by liquid ammonia under our conditions, we assume that compound X, when formed at all, arises from substitution followed by ring opening.

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