Bretschneider, H.; Kloetzer, W.; Spiteller, G.; Dehler, J. published the artcile< New pyrimidines and their conversion into 6-sulfanilamidopyrimidines. Preliminary communications>, HPLC of Formula: 3286-55-3, the main research area is .
The favorable chemotherapeutic properties of 6-sulfanilamido-2,4-dimethoxypyrimidine (I) motivated the preparation of a number of 2,4-disubstituted 6-sulfanilamidopyrimidines. From II were prepared the following IIa (R, R’, and R” given): MeO, MeO, Cl (III); MeO, MeO, NMe3Cl; MeO, Cl, Cl (IV); MeO, MeO, EtS; MeO, MeO, EtSO2; MeO, MeO, PhS; MeO, MeO, PhSO2; MeO, MeO, 4-AcNHC6H4SO2; Cl, Cl, NH2; MeO, MeO, NH2; EtS, EtS, NH2; CH2:CHCH2O, CH2:CHCH2O, NH2 (V); MeOCH2CH2O, MeOCH2CH2O, NH2; MeO, Cl, NH2; EtS, Cl, NH2; MeO, H, NH2; MeO, EtS, NH2; EtS, MeO, NH2. Also prepared was Va. Two procedures were used to introduce the sulfanilamido group: (1) replacement of the 6-substituent by treatment with 4-H2NC6H4SO2NHNa (VI) or 4-AcNHC6H4SO2NHNa (VII) and (2) the standard acylation with an N4-acylaminobenzenesulfonyl chloride in pyridine followed by hydrolysis. Treatment of II with VII gave (VIII) (R” = Ac, R’ = R = Cl), converted by acid hydrolysis to VIII (R” = H, R’ = R = Cl) (IX). Partial methanolysis of IX with NaOMe gave VIII (R” = H, R’ = Cl, R = OMe) (X) and total methanolysis afforded I. X was also prepared from IV and VII to give VIII (R” = Ac, R’ = Cl, R = OMe) (XI), followed by hydrolysis. Methanolysis of XI followed by hydrolysis gave I. X treated with Me2NH gave VIII (R” = H, R’ = NMe2, R = OMe). I was also obtained from III and VI, and X from IV and VI. V was converted to VIII (R” = Ac, R’ = R = OCH2CH2OMe) and hydrolyzed to VIII (R = H, R’ = R = OCH2CH2OMe). The following VIII (R” = EtO2C) were reported (R and R’ given): MeO, MeO; EtS, EtS; CH2:CHCH2O, CH2:CHCH2O; MeO, EtS; EtS, MeO. Also prepared was XII. Hydrolysis of the above compounds gave the corresponding sulfapyrimidines. Complete details of this work are in preparation
Monatshefte fuer Chemie published new progress about 3286-55-3. 3286-55-3 belongs to class pyrimidines, and the molecular formula is C5H6ClN3O, HPLC of Formula: 3286-55-3.
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia