Pyrimidin-5-yl-lithium compounds, mostly having alkoxy-substituents, reacted with carbon dioxide, dimethylformamide, and sulphur, forming respectively carboxylic acids, aldehydes, and polysulphides. The last were reduced and converted in situ into (pyrimidin-5-y1thio)alkanoic acids. Preparations of pyrimidin-5-ylacetic acids and of 5-bromo-2-formylpyrimidine are also described.THE synthetic application of pyrimidin-5-yl-lithium compounds has not been investigated in detail. Langley prepared 2,4-dimethoxypyrimidine-5-carboxylic acid by carbonation of the lithium derivative from 5-bromo-2,4-dimethoxypyrimidine, and other pyrimidine-5-carboxylic acids prepared by this method have been mentioned in the patent literature.2 Raj kumar and Binkley 3 prepared a series of 5-arylhydroxymethyl-2,4-diethoxypyrimidines from 2,4-diethoxypyrimidin-5-yl-lithium and aromatic aldehydes. This Paper describes the synthesis of a number of pyrimidine-5-carboxylic acids (see Table) ; the lithium compounds with dimethylformamide gave aldehydes and, with sulphur, polysulphides which on reduction with sodium dithionite gave mercapto-compounds, isolated by conversion
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