Tag: 100-200

The author of 《Pyrimidines. II. Nucleophilic substitution reactions of ethyl 4-chloro-2-methylthiopyrimidine-5-carboxylate》 were Shadbolt, Roy S.; Ulbricht, Tilo L. V.. And the article was published in Journal of the Chemical Society [Section] C: Organic in 1967. Application In Synthesis of Ethyl 2,4-diaminopyrimidine-5-carboxylate The author mentioned the following in the article:

cf. CA 56: 470b. Treatment of ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate (I) with dimethylamine, PhONa, PhSNa, KF, or the triethylamine salt of N-hydroxyphthalimide yielded normal substitution products. However, when the chloropyrimidine was treated with NaCN in Me2SO, or LiCN in dimethylformamide, in attempts to prepare the 4-cyano derivative, ethyl 2,4-bis(methylthio)pyridmidine-5-carboxylate was obtained. Investigation of this reaction, and of the other products, suggested that the methylthio group in ethyl-4-chloro-2-(methylthio)pyrimidine-5-carboxylate is displaced by cyanide ion. 4-Chloro-2-(methylthio)pyrimidine reacts similarly to give 2,4-bis(methylthio)pyrimidine, indicating that this reaction may be a general one. The lability of the methylthio group in ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate is also shown by the reaction with an excess of MeONa to give methyl 2,4-dimethoxy-pyrimidine-5-carboxylate. A number of other nucleophilic substitution products derived from ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate are described. 33 references. The experimental part of the paper was very detailed, including the reaction process of Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1Application In Synthesis of Ethyl 2,4-diaminopyrimidine-5-carboxylate)

Ethyl 2,4-diaminopyrimidine-5-carboxylate(cas: 15400-54-1) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Application In Synthesis of Ethyl 2,4-diaminopyrimidine-5-carboxylate

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of C5H5ClN2O2《Taking advantage of non-covalent interactions in the design of self-healing polymers》 was published in 2008. The authors were Cheng, Shijing;Mather, Brian D.;Long, Timothy E., and the article was included in《Polymer Preprints (American Chemical Society, Division of Polymer Chemistry)》. The author mentioned the following in the article:

The synthesis of polymers with non-covalent interactions, including electrostatic interactions and hydrogen bonds, receives increasing interests in recent years. The study of their self-healing capacities has not been deeply exploited. Polymers assembled via non-covalent interactions are thermally stable yet kinetically labile allowing the system to repair repeatedly. Here we introduce both hydrogen bonds and electrostatic interactions to copolymers to achieve repeated healing at mild conditions. The adenine-containing monomer was synthesized by alkylation reaction of adenine and 9-vinyl benzyl adenine and then it was copolymerized with DEPN2-initiated poly(Bu acrylate). The structure and mol. weight of the controlled block copolymer were determined by size exclusion chromatog. (SEC) and 1H NMR. Ionic attachment was achieved by hydrogen bonds between the uracil-containing phosphonium guest mols. and the adenine-containing block copolymer. Thermal and mech. properties on the hydrogen-bonded blends were conducted afterwards.6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) were involved in the experimental procedure.

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Electric Literature of C5H5ClN2O2) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mather, Brian D.;Lizotte, Jeremy R.;Long, Timothy E. published 《Synthesis of Chain End Functionalized Multiple Hydrogen Bonded Polystyrenes and Poly(alkyl acrylates) Using Controlled Radical Polymerization》 in 2004. The article was appeared in 《Macromolecules》. They have made some progress in their research.Category: pyrimidines The article mentions the following:

Hydrogen bonding uracil functionalized polystyrenes and poly(alkyl acrylate)s were synthesized via stable free radical polymerization Quant. chain end functionalization was achieved using novel uracil containing TEMPO- and DEPN-based alkoxyamine unimol. initiators. Polymerizations were conducted at 130 °C and yielded functionalized homopolymers with narrow mol. weight distributions (M_w/M_n ∼ 1.20) and predictable mol. weights Polymerizations of both Bu acrylate and styrene using the DEPN- and TEMPO-based alkoxyamines resulted in mol. weight control over a wide range of conversions. Terminal functionalization of poly(alkyl acrylate)s with hydrogen bonding groups increased the melt viscosity at temperatures below 80 °C, which was defined as the dissociation temperature, and as expected, the viscosity approached that of the nonfunctional analogs above this temperature The hydrogen bonding effect was also evident in thermal (DSC) anal. and ¹H NMR spectroscopic investigations, and low molar mass polystyrenes exhibited glass transition temperatures that were consistent with a higher apparent molar mass. ¹H NMR spectroscopy confirmed the presence of a single hydrogen bonding group at the chain terminus, which was consistent with a well-defined initiation process for two families of novel alkoxyamines. And 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) was used in the research process.

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Category: pyrimidines) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Rafiq, Kiran;Saify, Zafar Saied;Zarreen, Tabinda;Ashraf, Seema;Dalvandi, Kourosh published 《Synthesis of bromo phenyl piperidine derivatives and the study of their effects on neurotransmitters and strong compatibility with alpha amylase enzyme》 in 2016. The article was appeared in 《Journal of the Chemical Society of Pakistan》. They have made some progress in their research.Related Products of 18592-13-7 The article mentions the following:

In the last few decades several novel derivatives of piperidine have been synthesized for their CNS potentials and proved to be effective in the treatment of psychiatric and other CNS disorders. The present study is the demonstration of same phenomenon through which a new series of 4-(4-Bromophenyl)-4-hydroxypiperidine derivatives were synthesized via substitution at nitrogen and tested for aectylcholinestrase and butyrylcholinestrase activity by TLC bioautog. method and showed that among these synthesized moieties two were found to produce effects on these neurotransmitters. The synthesized compounds were also assessed further for their interaction with digestive enzymes (α -amylase) in vitro by plate method and all the compounds showed good interaction with amylase enzyme. And 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) was used in the research process.

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Related Products of 18592-13-7) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Cole, Christian;Reigan, Philip;Gbaj, Abdul;Edwards, Philip N.;Douglas, Kenneth T.;Stratford, Ian J.;Freeman, Sally;Jaffar, Mohammed published 《Potential Tumor-Selective Nitroimidazolylmethyluracil Prodrug Derivatives: Inhibitors of the Angiogenic Enzyme Thymidine Phosphorylase》 in 2003. The article was appeared in 《Journal of Medicinal Chemistry》. They have made some progress in their research.Application of 18592-13-7 The article mentions the following:

Thymidine phosphorylase (TP) is an angiogenic growth factor and a target for anticancer drug design. Mol. modeling suggested that 2′-aminoimidazolylmethyluracils would be potent inhibitors of TP. The novel 5-halo-2-aminoimidazolylmethyluracils were very potent inhibitors of E. coli TP (IC₅₀ ∼ 20 nM). Contrastingly, the corresponding 2′-nitroimidazolylmethyluracil (as bioreductively activated) prodrugs were 1000-fold less active (IC₅₀ 22-24 μM). This approach may be used to selectively deliver TP inhibitors into hypoxic regions of solid tumors where TP is overexpressed. To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Application of 18592-13-7) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Product Details of 18592-13-7In 2019, Ozturk, Nuri published 《Crystal structure, spectroscopic and electronic features of 6-(Chloromethyl)uracil》. 《Journal of Molecular Structure》published the findings. The article contains the following contents:

The structural, spectroscopic and electronic features of the 6-(Chloromethyl)uracil (6CMU) have been characterized by using single crystal X-ray diffraction (XRD), ¹H and ¹³C NMR, UV-Vis. and vibrational (FT-IR and Raman) spectroscopies. The classical geometry analyses of intermol. interactions, which were performed on the basis of exptl. crystal structure, have been supported by Hirshfeld surface anal. Theor. mol. geometry optimization parameters (bond lengths and angles), vibrational wavenumbers, proton and carbon NMR chem. shifts, UV-Vis. parameters (wavelengths, excitation energies, oscillator strength) and the HOMO and the LUMO energies have been calculated using d. functional theory (DFT/B3LYP) quantum chem. method with 6-311++G (d,p) basis set to compare with the exptl. results. Assignments of the vibrational wavenumbers have been carried out by Potential Energy Distribution (PED) analyses by using VEDA 4 software. UV-Vis. electronic absorption parameters, HOMO-LUMO analyses, Natural Bond Orbital (NBO) results and Mol. Electrostatic Potential (MEP) surface of 6CMU have been studied to explicate electronic transitions, intramol. charge transfer and interaction sites in the mol. The computed vibrational wavenumbers, NMR chem. shifts and UV-Vis. parameters have been in good agreement with the corresponding exptl. data and literature. To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Product Details of 18592-13-7) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Filichev, Vyacheslav V.;Pedersen, Erik B. published 《Synthesis of 1′-aza-C-nucleosides from (3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol》 in 2001. The article was appeared in 《Tetrahedron》. They have made some progress in their research.Category: pyrimidines The article mentions the following:

Pyrimidine 1′-aza-C-nucleosides are synthesized by the fusion of 5-bromouracil, 5-bromocytosine and 5-bromoisocytosine with (3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol in 40-41% yield. A homolog of 1′-aza-Ψ-uridine is obtained in a Mannich reaction in 65% yield by treatment of the azasugar, paraformaldehyde and uracil. N-Alkylation of (3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol with 6-chloromethyluracil gives the 6-regioisomeric homolog. (3R,4R)-4-(Hydroxymethyl)pyrrolidin-3-ol is synthesized in 25% overall yield from diacetone-D-glucose via 3-C-(azidomethyl)-3-deoxy-D-allose which is subjected to an intramol. reductive amino alkylation reaction to give (3R,4S)-4-[(1S,2R)-1,2,3-trihydroxypropyl]pyrrolidin-3-ol followed by Fmoc protection, oxidative cleavage of the triol group with further reduction of the obtained aldehyde and subsequent deprotection of the nitrogen atom. The experimental procedure involved many compounds, such as 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Category: pyrimidines) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione《Synthesis of polymers containing pyrimidine base as chemically amplified resist》 was published in 1995. The authors were Sugiki, Takanori;Wada, Takehiko;Inaki, Yoshiaki, and the article was included in《Journal of Photopolymer Science and Technology》. The author mentioned the following in the article:

This paper deals with the preparation of enol ether derivatives of poly(6-vinyluracil), and the application to chem. amplified resists developed in alk. aqueous solution and in organic solvent. The experimental procedure involved many compounds, such as 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Application In Synthesis of 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Formula: C5H5ClN2O2In 2019, Noikham, Medena;Yotphan, Sirilata published 《Copper-Catalyzed Regioselective Direct C-H Thiolation and Thiocyanation of Uracils》. 《European Journal of Organic Chemistry》published the findings. The article contains the following contents:

A novel copper-catalyzed direct C-H thiolation and thiocyanation of uracils using disulfides and thiocyanate salts resp. as coupling partners are described. These reactions enable the C-H bond cleavage and C-S bond formation to proceed efficiently under relatively mild conditions, providing useful methods for a preparation of a series of thio-substituted at the C5 position of uracil derivatives These protocols exhibit several merits including simple exptl. procedures, readily accessible substrates and reagents, broad scopes, high yields, and excellent regioselectivity. Preliminary mechanistic studies revealed that a radical pathway is likely to be involved. To complete the study, the researchers used 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7) .

6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione (cas: 18592-13-7 Formula: C5H5ClN2O2) was used in the synthesis of: 5-bromo-6-(chloromethyl)uracil, pteridine compounds, potential anticancer agents, substituted uracil pyridinium compounds, potential inhibitors of thymidine phosphorylase.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia