Researches on Pyrimidines. Derivatives of Pyrimidine-5-carboxylic Acid^1,2

Abstract

Derivatives of Pyrimidine-5-carboxylic Acid 1289 2. The 2-ethyImercapto-4-methyl-6-oxypyrimidine is converted quantitatively into its characteristic hydrochloride without any evidence of the introduction of the grouping (-CH^Cl) into the pyrimidine ring.3. 2,6-Dichloro-4-methylpyrimidine interacts with the chloromethyl ether to form 2-chloro-4methyl-6-oxypyrimidine and a polymeric modification of 5-oxymethyl-4-methyluracil. Reduction of this "polymer" with hydriodic acid leads to the formation of (a) 4,5-dimethyluracil and (b) bis-(4-methyl-2,6-dioxypyrimidyl-5)-methane.4. 4-Methyluracil and the chloromethyl ether interact to form bis-(4-methyl-2,6-dioxypyrimidyl-5)-methane and 5-acetoxymethyl-4-methyluracil• 5. Vavon and Bolle7 have interpreted the interaction of chloromethyl ether with aromatic hydrocarbons in acetic acid solution as a simple double decomposition with elimination of methanol and substitution of the grouping (-CHsCl). The evidence produced in the authors experimentation indicates that the active reagent under these conditions is CH3COOCH2OCH3 rather than CH3OCH2CI, and that the mechanism of reaction in these changes is more complex than Vavon and Bolle postulated.

Prebiotic Origin of Pre‐RNA Building Blocks in a Urea “Warm Little Pond” Scenario

“…The analysis by gas chromatography‐mass spectrometry (GC‐MS) showed the formation of barbituric acid with a measured 42 % yield with respect to initial malonic acid. Also, 2‐amino‐4,6‐dihydroxypyrimidine and 6‐aminouracil were found in low yields, as well as expected 5‐carbamoylated products [25] . The dry/wet cycling of the urea‐malonic acid solution did not reveal significant production of triazines.…”

“…Also, 2-amino-4,6dihydroxypyrimidine and 6-aminouracil were found in low yields, as well as expected 5-carbamoylated products. [25] The dry/wet cycling of the urea-malonic acid solution did not reveal significant production of triazines.…”