Accession Number:

AD0612474

Title:

SYNTHESIS OF 7-METHYL-2-OXO-2,4,5,6-TETRAHYDROPYRROLO (1,2-C) PYRIMIDINE

Descriptive Note:

Technical rept. for Sep 1960-Jun 1961

Corporate Author:

CHEMICAL RESEARCH AND DEVELOPMENT LABS EDGEWOOD ARSENAL MD

Personal Author(s):

• Irino, Rar R.

Report Date:

1964-11-01

Pagination or Media Count:

15.0

Abstract:

As part of a study for the elucidation of the structure of saxitoxin, the synthesis was undertaken of a possible C8 fragment resulting from the degradation of the natural product. The preparation of 7-methyl-2-oxo2,4,5,6- tetrahydropyrrolo 1,2-c-pyrimidine, a new ring system, is described. The selective oxidation to the desired 7-methyl-2-oxo-2,4,5,6-tetrahydropyrrolo1,2- c pyrimidine was accomplished with a dilute neutral aqueous solution of potassium permanganate at room temperature overnight. The physical and analytical properties of 7-methyl-2-oxo-2,4,5,6-tetrahydropyrrolo1,2-c pyrimidine were not identical with those of the product obtained from the natural product. The 8-methyl derivative is the correct structure of one of the degradation products of saxitoxin.

Descriptors:

• *SYNTHESIS(CHEMISTRY)
• *PYRROLES
• *MUSSEL POISONS
• *PYRIMIDINES
• NUCLEAR MAGNETIC RESONANCE
• VISIBLE SPECTRA
• MOLECULAR STRUCTURE
• ESTERS
• DECOMPOSITION
• INFRARED SPECTRA
• ULTRAVIOLET SPECTRA
• NITROGEN HETEROCYCLIC COMPOUNDS

Subject Categories:

• Biochemistry
• Toxicology

Distribution Statement:

APPROVED FOR PUBLIC RELEASE