Collect. Czech. Chem. Commun. 1981, 46, 2203-2206
https://doi.org/10.1135/cccc19812203

Synthesis of 1-benzyl-6-azauracil derivatives, chlorinated in the nucleus

Alois Nováčeka, Venuše Sedláčkováa, Bohumír Vondráčeka, Bohumil Ševčíkb, Petr Bedrníkb and Jiří Gutc

a Chemopharma, 400 51 Ústí nad Labem
b Research Institute for Biofactors and Veterinary Drugs, 254 59 Pohori-Chotoun
c Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6

Abstract

Glyoxylic acid 2-benzylsemicarbazone derivatives, chlorinated in the aromatic nucleus (Ia-Id) were prepared either by reaction of glyoxylic acid semicarbazone with the corresponding benzyl chlorides or by treatment of benzylidene semicarbazide with substituted benzyl chlorides and reaction of the formed semicarbazides IIIa-IIId with glyoxylic acid. The semicarbazones Ia-Id were cyclized by heating with sodium hydroxide in ethylene glycol to give the corresponding 1-benzyl-6-azauracils IIa-IId.