Halogeno-1,8-naphthyridines alcoholysis

The ease of aminolysis of halogeno-l,5-naphthyridines is governed by several factors already outlined for nucleophilic displacement in general (Section 3.2) and alcoholysis (Section 3.2.1). The examples that follow are divided according to the number and position(s) of the halogeno substituent(s). 

Note. All known alkoxy-l,5-naphthyridines have been made by primary synthesis (see Chapter 1), by alcoholysis of halogeno-l,5-naphthyridines (see Section 3.2.1), or by alkylation of 1,5-naphthyridinones (see Section 4.1.2). 

Because of the location of ring nitrogen atoms, a halogeno substituent on 1,7-naphthyridine could be expected to be most activated at the 8-position slightly less so at the 2-, 4-, and 6-positions and least so at the 3- and 5-positions. This postulate appears to be borne out by the limited aminolytic, alcoholysis, and other such data available to date (see Section 7.2cf 60). 

Note These derivatives have been made either by primary synthesis (see, Chapter 15) or by alcoholysis of halogeno-l,7-naphthyridines (see Sec tion 17.2). 

Of the many possible reactions of halogeno-2,7-naphthyridines, only alcoholysis, aminolysis, and dehalogenation have been reported.01 60... 

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