Pyrimidine derivatives. IV. 4 was written by Inoue, Shoji. And the article was included in Chemical & Pharmaceutical Bulletin in 1958.HPLC of Formula: 69785-94-0 This article mentions the following:
The 2,4-(HS)2 derivative of 5-nitropyrimidine (I) (2 g.) (cf. Part II) in 40 cc. N NaOH reduced by stirring with Na2S2O4 until the red color disappeared and then warmed 15 min. at 50鎺?yielded 1.2 g. 2,4-(HS)2 derivative (II) of 5-aminopyrimidine (III), decompose above 270鎺? tri-Ac derivative, m. above 300鎺? II (2 g.) refluxed 5 hrs. on an oil bath with 60 cc. Ac2O, excess reagent removed in vacuo, and the residue extracted with ether cyclized to 2 g. 2,5-Me(AcS) derivative of thiazolo[5,4-d]pyrimidine (IV), m. 135鎺? Hydrolysis of the residue from another 2 g. II with 10% NaOH in place of ether and acidification of the filtrate yielded 1.5 g. 2,5-Me(HS) derivative (V) of IV, decompose above 242鎺? identified as the 2,5-Me(EtS) derivative (VI) of IV, m. 56鎺?(from KOH and EtBr on V, identical with VIII of Part III). V (0.65 g.) in 20 cc. H2O catalytically desulfurized by refluxing 3 hrs. with 5 g. Raney Ni in 5 cc. 25% NH4OH and the concentrated filtrate from the mixture extracted with ether gave the 2-Me derivative of IV, m. 76-7鎺? II (1 g.) in 20 cc. C5H5N treated slowly with 8 cc. BzCl precipitated the tri-Bz derivative, but refluxing the mixture 3 hrs. in an oil bath, pouring on ice, and making alk. gave 2 g. 2,5-Ph(BzS) derivative of IV, m. 180-1鎺? which was hydrolyzed by heating 2-3 hrs. on a water bath with N NAOH, filtering, and acidifying to give 2,5-Ph(HS) derivative of IV, identified as was V by the 2,5-Ph(EtS) derivative of IV, m. 131鎺? or the 2,5-Ph(PhCH2S) derivative of IV, m. 184鎺? II (0.5 g.) refluxed 15 hrs. with K methylxanthate (from 0.6 g. KOH in 4 cc. H2O and 20 cc. MeOH shaken with 0.64 g. CS2) and the mixture acidified gave crude 2,5-(HS)2 derivative of IV, isolated and purified as the 2,5-(EtS)2 derivative of IV (as was V), m. 69鎺? The 2,4-EtS(HO) derivative of III, prepared according to Boarland and McOmie (C.A. 48, 2072f), the H2N group acylated to HCONH (or AcNH), the product refluxed 5 hrs. in an oil bath with 1.5 g. P2S5 and 10 cc. xylene, cooled, the solid left standing with 30 cc. 5% NH4OH, and then extracted with ether gave the 5-EtS derivative of IV, m. 82鎺?[or the 2,5-Me(EtS) derivative of IV, m. 56鎺? identical with VI]. These last 2 ring closures probably proceed through the intermediate 2,4,5-EtS(HS)(RCSNH) derivative of pyrimidine by the liberation of H2S. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0HPLC of Formula: 69785-94-0).
5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.HPLC of Formula: 69785-94-0
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia