Analogifremgangsmåde til fremstilling af antibakterielle N-sulfanilylcytosin-forbindelser eller alkalimetalsalte deraf.

摘要

The invention comprises compounds of the formula in which R represents a C1- 6 alkyl, C2- 6 alkenyl, phenyl-C1- 6 alkyl or C1- 6-(alkoxyalkyl); pharmaceutically-acceptable alkali metal salts thereof; and their preparation by (a) hydrolysis of an acylated N-sulphanilylcytosine having the formula in which Acyl represents an acyl radical or (b) reduction of an N-(p-nitrobenzene-sulphonyl)-cytosine of the formula Acylated N-sulphanilylcytosines of the Formula II are prepared by (a) reacting S-methyl-4-thiouracil with a compound of the formula RX, wherein X represents a halogen atom and reacting the substituted S-methyl-4-thiouracil obtained of the formula with an N4-acylsulphanilamide of the formula or (b) reacting a substituted cystosine of the formula with an acylated sulphanilyl chloride of the formula N - (p - Nitrobenzenesulphonyl) - cytosines of the Formula XI are prepared by reacting p-nitrobenzenesulphonyl chloride with a substituted cytosine of the Formula IX in the presence of a base. Substituted cytosines of the Formula IX are prepared by reacting a substituted aminopropionitrile of the formula R-NH-CH2-CH2-CN with cyanic acid to give a substituted 1-(2-cyanoethyl)urea of the formula reacting this compound with a strong base under anhydrous conditions to give a substituted 5,6-dihydrocytosine of the formula converting this compound to an acid-addition salt by reaction with a strong acid under anhydrous conditions, dehydrogenating this salt by reaction with bromine at a temperature above 100 DEG C., and neutralizing the reaction product with a base, or (b) reacting a -cyano-b -ethoxy - N - (carbethoxy) - acrylamide with an amine of the formula RNH2 to produce a substituted 5-cyanouracil of the formula hydrolysing and decarboxylating this compound to give a substituted uracil of the formula reacting this compound with phosphorus pentasulphide to give the corresponding substituted thiouracil, and reacting this compound with liquid ammonia.