ON THIENO-COMPOUNDS .17. PREPARATION OF S OME NEW DERIVATIVES OF THIENO[2,3-D]PYRIMIDINE

Up to now a great number of thieno[2,3-d]pyrimidines were prepared whi ch possess free or esterified carboxylic groups in position 2, 3, 4, 5 and/or 6 of the heterocyclic system. New derivatives of the same char acter were obtained by reactions of 4-chlorothieno[2,3-d]pyrimidines w ith amino, hydroxy and mercapto acids or their esters: the (thieno[2,3 -d]pyrimidin-4-ylamino) carboxylic acid derivatives 1-11, the methyl p -(thieno-[2,3-d]pyrimidin-4-yloxy)-benzoates 12, 13 and the ,8-tetrahy drobenzothieno[2,3-d]pyrimidin-4-ylthio) acetic acid 14. The analogous reaction with CH-acid compounds, e.g. malonic acid derivatives, leads to the thieno[2,3-d]-pyrimidin-4-ylidene structures 15-26. All reacti ons must be carried out in dry solvents and in the presence of sodium hydride.