Category: 39513-47-8

Convenient synthesis of pyrido[4,3-d]pyrimidine-2,4(1H,3H)-diones was written by Hirota, Kosaku;Nakazawa, yukio;Kitade, Yukio;Sajiki, Hironao. And the article was included in Heterocycles in 1998.Quality Control of Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate The following contents are mentioned in the article:

Title compounds such as I (R = H, NH₂, OH) were prepared from uracils such as II (R¹ = CHO, CN, COOEt). This study involved multiple reactions and reactants, such as Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (cas: 39513-47-8Quality Control of Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate).

Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (cas: 39513-47-8) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Quality Control of Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Preparation of pyrimidine isocyanates was written by Dyer, Elizabeth;Nycz, Thomas J.;Long, Michael B.. And the article was included in Journal of Heterocyclic Chemistry in 1972.Application of 39513-47-8 The following contents are mentioned in the article:

Uracil-5-yl isocyanate and 1,3-dimethyluracil-5-yl isocyanate were prepared from the corresponding new carboazides. 1,3-Dimethyluracil-5-ylmethyl isocyanate obtained from the chloro compound and silver cyanate, was polymerized with an anionic initiator to the cyclic trimer. Attempts to isolate uracil-6-yl isocyanate, 1,3-dimethyluracil-6-yl isocyanate, 4-pyrimidinyl isocyanate, and 2,6-dichloro-4-pyrimidinyl isocyanate were unsuccessful. Ethyl carbamate derivatives were made from all new azides and isocyanates. Other new pyrimidine derivatives included N,N’-bis(4-pyrimidinylcarbonyl)hydrazine, N,N’-bis(1,3-dimethyluracil-5-yl)urea, N,N’-bis(1,3-dimethyluracil-6-yl)urea, and N,N’-bis(2,5,-6,-trichloro-4-pyrimidinyl)oxamide. This study involved multiple reactions and reactants, such as Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (cas: 39513-47-8Application of 39513-47-8).

Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (cas: 39513-47-8) belongs to pyrimidine derivatives. The aromatic compound pyrimidine, and its derivatives, are ubiquitous in nature. They are found in nucleic acids, vitamins, amino acids, antibiotics, alkaloids, and a variety of toxins. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.Application of 39513-47-8

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Osmometric studies on self-association of pyrimidines in aqueous solutions: evidence for involvement of hydrophobic interactions was written by Plesiewicz, Ewa;Stepien, Elzbieta;Bolewska, Krystyna;Wierzchowski, K. L.. And the article was included in Biophysical Chemistry in 1976.HPLC of Formula: 39513-47-8 The following contents are mentioned in the article:

Vapor pressure osmometric studies were performed on stacking self-association of 25 uracil derivatives variously C- and N-substituted with polar and alkyl groups in aqueous solution at various temperatures The respective equilibrium association constants KSt were computed on the assumption of the isodesmic model of self-association Enthalpies of association for most of the compounds studied were obtained from the temperature-dependence of KSt, according to the van’t Hoff equation. Anal. of the equilibrium and thermodn. parameters in terms of the association mechanism demonstrated the involvement of classical hydrophobic interactions in the stabilization of complexes of di- and higher alkylated uracils. Data for the derivatives substituted with polar groups proved consistent with the predominant involvement of dipole-induced dipole forces in the association This study involved multiple reactions and reactants, such as Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (cas: 39513-47-8HPLC of Formula: 39513-47-8).

Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (cas: 39513-47-8) belongs to pyrimidine derivatives. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. We all know its importance to life – pyrimidine and purine bases are included in the structure of DNA and RNA.HPLC of Formula: 39513-47-8

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The synthesis of 5-carbethoxyuracils was written by Whitehead, Calvert W.. And the article was included in Journal of the American Chemical Society in 1952.Formula: C9H12N2O4 The following contents are mentioned in the article:

To NaOEt from 2.3 g. Na in 150 cc. EtOH was added 6.0 g. urea, then 21.6 g. EtOCH:CH(CO₂Et)₂, the mixture let stand 7 days at room temperature, the EtOH removed in vacuo, the residue dissolved in 50 cc. cold H₂O, and the solution acidified with dilute HCl to give 6 g. (21.8%) H₂NCONHCH: C(CO₂Et)₂ (I), m. 207-9° (from EtOH). I (23 g.) in 200 cc. absolute EtOH containing 0.1 mol. NaOEt let stand 12 hrs. at room temperature, refluxed 5 hrs., the EtOH removed in vacuo, and the residue in 50 cc. acidified yielded 13 g. (72%) 5-carbethoxyuracil, m. 232° (from EtOH). CO(NHMe)₂ (44 g.) and 108 g. I heated 24 hrs. at 120°, and the product recrystallized with charcoal from EtOAc gave 66 g. (62%) 1,3-dimethyl-5-carbethoxyuracil, m. 112° (from EtOH). H₂NCONHMe (14.8 g.) and 43.2 g. I gave 16 g. (41%) 3-methyl-5-carbethoxyuracil (II), m. 221° (from EtOH). II (10 g.) and 50 cc. 10% aqueous NaOH heated 2 hrs. on a steam bath, and the mixture acidified with dilute HCl gave 8.5 g. (98%) 3-methyl-5-carboxyuracil (III), m. 242° (from EtOH). III (2 g.) heated 10 min. at 225° yielded 90% 3-methyluracil, m. 174-5° (from EtOH). H₂NCONHPr (10.2 g.) and 21.6 g. I heated 12 hrs. at 110° yielded 50% PrNHCONHCH: C(CO₂Et)₂ (IV), b₁ 165-70°. IV (14.5 g.) and 2.88 g. NaOMe in 50 cc. MeOH let stand 48 hrs. at room temperature and then heated 6 hrs. at 80° gave 6 g. (56.5%) 3-propyl-5-carbomethoxyuracil, m. 205° (from EtOH). AmNHCONH₂ (13.0 g.) and 21.6 g. I heated 24 hrs. at 120°, the resulting sirup added to 200 cc. absolute EtOH containing 0.1 mol. NaOEt, the mixture let stand 24 hrs. at room temperature, the EtOH removed in vacuo, and the residue taken up in 100 cc. H₂O and 100 g. ice and acidified with dilute HCl yielded 6.2 g. (24%) 3-amyl-5-carbethoxyuracil, m. 152° (from aqueous EtOH). Similarly were prepared the following compounds (V), where R = H, R’ = Bu (VI), 53%, m. 152°, and R = H, R’ = C₆H₁₃, 50%, m. 140°. HOCH₂CHEtNHCONH₂ (11.6 g.) in 200 cc. absolute EtOH containing 0.1 mol. NaOEt and 21.6 g. I let stand 48 hrs. at room temperature and the mixture worked up as above yielded 21.0 g. (82%) 3-(1-hydroxymethylpropyl)-5-carbethoxyuracil, m. 161° (from EtOAc). Similarly were obtained the following V, where R = H (R’ given): Et, 82%, m. 219°; HO(CH₂)₂, 79%, m. 175-6°; CH₂:CHCH₂, 80%, m. 174°; iso-Bu, 62%, m. 167°; cyclohexyl, 49%, m. 282°; p-ClC₆H₄, 88%, m. 265°; p-MeOC₆H₄, 90%, m. 185-94°; p-MeC₆H₄, 97%, m. 235°; PhCH₂, 90%, m. 215°; C₇H₁₅, 49%, m. 133°; PhCHMe, 77%, m. 130°; Ph(CH₂)₂, 84%, m. 228°; and C₈H₁₇, 48%, m. 130°. PhNHCONH₂ (27.2 g.) and 43.2 g. I in 250 cc. absolute EtOH containing 0.2 mol. NaOEt let stand 3 days at room temperature, and the mixture worked up as usual yielded 46 g. (88%) 3-phenyl-5-carbethoxyuracil (VIII), m. 230-1° (from EtOH). VIII (5.2 g.) refluxed 2 hrs. with 100 cc. 5% aqueous NaOH, and the mixture cooled, filtered, and acidified yielded 2.5 g. 3-phenyl-5-carboxyuracil (IX), m. 243° (decomposition). IX (1.0 g.) heated 15 min. at 243° gave 0.6 g. 3-phenyluracil, m. 242-6° (from H₂O). VI (20 g.) stirred vigorously at 40° with 3.4 g. NaOH in 150 cc. H₂O and 12.9 g. Et₂SO₄ added dropwise during 1 hr., the mixture stirred another hr., the H₂O removed in vacuo, and the residue extracted gave 14.5 g. (65%) 1-ethyl-3-butyl-5-carbethoxyuracil, m. 41-3°. Similarly were prepared from the corresponding monoalkyl derivatives of V the following V (R and R’ given): Me, Et, 76%, m. 116°; Me, iso-Pr, 78%, m. 98°; Me, Bu, < 50%, m. 60°; Me, iso-Bu, 72%, m. 119°; Et, iso-Bu, 65%, m. 90-90.5°; Me, p-ClC₆H₄, – , m. 141°; and Me, PhCH₂, 76%, m. 79°. The above V heated 24-48 hrs. with 10% excess of an amine, the mixture cooled, and the product recrystallized from hot EtOAc gave the following 5-carbamyluracils (X) (R, R’, and Y given): Me, Me, NHMe, 100%, m. 196°; Me, Me, NHEt(XI), 95%, m. 158°; H, Pr, NHCONH₂, (50%), m. 234°; H, HO(CH₂)₂, NHEt, 75%, m. 222° Me, Me, NH(CH₂)₂OH (XII), 100%, m. 151°; H, HO(CH₂)₂, NH(CH₂)₂OH, 60%, m. 185°; Me, Et, NH(CH₂)₂OH, 57%, m. 179°; Et, Me, NH(CH₂)₂OH, 70%, m. 123°; Me, Me, NHBu, 100%, m. 125°; Me, Me, NHCH₂CHMe₂ (XIII), 100%, m. 150.5°; Me, iso-Pr, NH(CH₂)₂OH (XIV), 93%, m. 114°; Me, Me, N(CH₂CH₂OH)₂ (XV), 45%, m. 122°; Me, Me, NHAm, 100%, m. 115.5°; Me, iso-Bu, NH(CH₂)₂OH, 49%, m. 142°; Me, Me, NH(CH₂₃N Me₂, 86%, m. 89°; H, cyclohexyl, NH(CH₂)₂OH, 89%, m. 232°; Me, Me, NHC₆H₁₃, 79%, m. 121°; Me, Me, NH(CH₂)₃NEt₂, 66%, m. 69.5°; and Me, Me, NHC₇H₁₅, 87%, m. 107°. Alk. hydrolysis of the above V with refluxing 5% aqueous NaOH gave the following XVI (R and R’ given): Me, Me (XVII), 90%, m. 183°; H, Et, 70%, m. 179°; H, Pr, 90%, m. 172-3°; Me, Et, 70%, m. 172°; H, iso-Pr, 69%, m. 192°; Me, CH₂:CHCH₂, 70%, m. 161-2°; H, iso-Bu, 80%, m. 211°; H, HOCH₂CHEt, 90%, m. 166°; Me, Bu, 80%, m. 148°; Et, Bu, 95%, m. 107°; Me, Am, 74%, m. 152° H, p-ClC₆H₄, 98%, m. 255° (decomposition); H, p-MeC₆H₄, 90%, m. 240° (decomposition); and Me, C₆H₁₃, 66%, m. 151°. XII and XVII showed moderate diuresis in dogs with oral doses of 0.5-1 g.; XI, XIII, and XIV with intravenous doses of 5-10 mg.; XII caused marked diuresis with oral doses of 0.5-1 g.; and XII and XV with intravenous doses of 5-10 mg./kg. This study involved multiple reactions and reactants, such as Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (cas: 39513-47-8Formula: C9H12N2O4).

Ethyl 1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (cas: 39513-47-8) belongs to pyrimidine derivatives. The pyrimidine nitrogenous bases are derived from the organic compound pyrimidine through the addition of various functional groups. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Formula: C9H12N2O4

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia