Record Details
A study of certain novel reactions of 4,6-dimethoxy-5-nitropyrimidine
ScholarsArchive at Oregon State University
| Field | Value |
|---|---|
| Title | A study of certain novel reactions of 4,6-dimethoxy-5-nitropyrimidine |
| Names |
Harper, Richard Waltz
(creator) Christensen, B. E. (advisor) |
| Date Issued | 1967-10-16 (iso8601) |
| Note | Graduation date: 1968 |
| Abstract | Reaction of 4, 6-dimethoxy-5-nitropyrimidine [I], with refluxing pyridine, was discovered to yield the methylpyridinium salt of 1, 6-dihydr -4-hydroxy-1-methyl-5-nitro-6-oxopyrimidine [III]. Possible use of I as a general N-methylating agent was explored. No appreciable reaction occurred between I and refluxing excess n-butyl alcohol. Similar reaction involving quinoline failed to yield an isolable quinolinium salt although the reaction gave an oily product. Equimolar amounts of I and pyridine in refluxing ethanol solvent gave no evidence of a reaction. As a means of minimizing isolation problems, equimolar amounts of I and pyridine without solvent were reacted. Under these conditions a second product resulting from rearrangement of I, 1, 6-dihydro-4-methoxy-l-methyl-5-nitro-6-oxopyrimidine [V] was isolated in addition to III. Fusion of I with equimolar amounts of piperidine, quinoline, and 4-methylpyrimidine, resulted in smaller amounts of V, and a black foamy solid, with no detectable methylation of the solvent. |
| Genre | Thesis/Dissertation |
| Topic | Pyrimidines |
| Identifier | http://hdl.handle.net/1957/47003 |
