Category: 38275-42-2

Benneche, Tore published the artcileSelective oxidations and syntheses of α-halomethylthiopyrimidines, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine, the main research area is pyrimidine halomethylthio preparation oxidation; oxidation selective halomethylthiopyrimidine; sulfide pyrimidinyl selective oxidation; sulfoxide halomethyl pyrimidinyl.

The molybdenum peroxide complex, MoO3.(Me2N)3PO.H2O was a useful reagent for the oxidation of sulfides to sulfones, in particular for the oxidation of a 2-[(iodomethyl)thio]pyrimidine to its sulfone. The α-chloro analog has also prepared by m-ClC6H4C(O)OOH (I) oxidation α-Halo sulfoxides were prepared selectively by I oxidations Synthesis of the α-halo sulfides are described.

Chemica Scripta published new progress about Oxidation. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Foldenyi, R. published the artcileSelectivity in oxidation reactions of methylthio-substituted pyrimidines and triazines, Formula: C5H5ClN2S, the main research area is methylthiopyrimidine oxidation; pyrimidine methylthio oxidation; triazine methylthio oxidation.

It was found during the oxidation of methylthio-substituted pyrimidines and 1,3,5-triazines that pyrimidinesulfones were obtained in better yield than triazinesulfones because the oxidation is influenced by the structure and substitution of the heterocycles and it could not be selectively stopped at this level. Depending on pH and solvent, the methylsulfonyl and the formed methylsulfonium groups can rapidly take part in nucleophilic substitution reactions resulting in hydroxylated and methoxylated triazines and pyrimidines. These reactions may be utilized in such processes where the methylthio substituted heterocycles are formed as byproducts. After oxidation, the nucleophilic substitution leads to the desired products.

Hungarian Journal of Industrial Chemistry published new progress about Oxidation. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Formula: C5H5ClN2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Gacek, M. published the artcileMetahalones, a new class of metaphase inhibitors, Formula: C5H5ClN2S, the main research area is metahalone metaphase inhibitor; liver metaphase arrest metahalone; pyrimidine halogenated metaphase inhibition.

A total of 31 halogenated pyrimidine derivatives were tested for metaphase-arresting activity 6 h after addition to monolayer cultures of human liver cells (Chang strain). O-substituted derivatives were inactive, whereas N-substituted derivatives were active. The metaphase-inhibiting activity depended largely on the structure and substituent groups of the compounds tested. The name metahalones is suggested for this class of inhibitors: meta from metaphase, hal from halogen, and one because the activity was associated with the one-form of the 2-hydroxy group.

FEBS Letters published new progress about Liver. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Formula: C5H5ClN2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Tarazon, Estefania published the artcileCirculating Sphingosine-1-Phosphate as A Non-Invasive Biomarker of Heart Transplant Rejection, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine, the main research area is sphingosine phosphate non invasive biomarker heart transplant rejection.

Accumulating evidence has confirmed that the expression of sarcoplasmic reticulum calcium ATPase 2a (SERCA2a) is downregulated in heart failure and cardiac allograft rejection. Although many SERCA2a-related genes and proteins involved in the regulation of myocardial Ca2+ fluxes have been explored, its related metabolites remain poorly studied. Our main objective was to identify circulating SERCA2a-related metabolites altered in cardiac allograft rejection and to determine whether these could serve as non-invasive biomarkers. Sixty plasma samples from adult heart transplant were included in a metabolomic anal. Sphingosine-1 phosphate (S1P), metabolite closely related with SERCA, were increased in patients with cardiac rejection (p < 0.0001). S1P discriminated between patients with and without rejection: normal grafts vs. all rejecting grafts (AUC = 0.911, p < 0.0001), normal grafts vs. Grade 1 R (AUC = 0.819, p < 0.01), Grade 2 R (AUC = 0.911, p < 0.0001), Grade 3 R (AUC = 0.996, p < 0.0001). In addition, we found changes in key enzymes and receptors of S1P pathway analyzed on explanted hearts from heart failure patients. This preliminary study reveals that circulating S1P determination could be a novel approach to detect cardiac rejection, showing a robust capability for detection that improves gradually with the severity of rejection. These alterations could be relevant to better understand the involvement of calcium regulation on the pathophysiol. of rejection. Scientific Reports published new progress about Biomarkers. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Herstad, Gunnar published the artcileDecarboxylation in the synthesis of 4-alkyl-, 4-alkenyl- and 4-acylpyrimidines, Product Details of C5H5ClN2S, the main research area is pyrimidine alkyl alkenyl acyl preparation decarboxylation carboxypyrimidine; microwave irradiation decarboxylation pyrimidine preparation.

Decarboxylation of allylic esters I (R = H, Me, n = 0; R = Me, n = 2) of 4-carboxypyrimidines in toluene at 111 °C in the presence of a Pd(0) catalyst, tetrakis(triphenylphosphine) palladium, gives a mixture of a 4-alkenylpyrimidine II and a pyrimidine unsubstituted in the 4-position. If the decarboxylation is carried out in the presence of benzaldehyde, then benzaldehyde is added to the 4-position. Decarboxylation of 4-carboxypyrimidines I in the presence of different electrophiles, benzaldehyde, acetophenone and benzoyl chloride, results in incorporation of the electrophile into the 4-position, III [R = CH(OH)Ph, CMe(Ph)(OH), COPh, X = Cl; R = CH(OH)Ph, X = Br], together with a pyrimidine unsubstituted in the 4-position. Use of microwave irradiation enhances the rate of the decarboxylations.

Journal of Heterocyclic Chemistry published new progress about Decarboxylation. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Product Details of C5H5ClN2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Budesinsky, Zdenek published the artcileNucleophilic substitutions in the 2-methane sulfonylpyrimidine series, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine, the main research area is pyrimidine methanesulfonyl methoxide; methoxy cyano pyrimidine; sweet taste pyrimidine; oxidation methylthiopyrimidine.

Oxidation of 5-substituted 2-methylthiopyrimidines gave the 2-methylsulfonyl derivatives, the nucleophilic substitution of which with NaOMe, N2H4, PhCH2NH2, NaCN, NaSH, and NaCH(CN)CO2Me gave the appropriate 5-substituted 2-methoxy-, 2-mercapto-, 2-hydrazino, 2-benzylamino-, 2-cyano-, and 2-(methoxycarbonylcyano-methyl)pyrimidine. 2-Methylsulfonyl-5-fluoropyrimidine (I) treated at 0° with NaOMe gave 2-methoxy-5-fluoropyrimidine but at a higher temperature and with excess NaOMe, 2,5-dimethoxypyrimidine was formed. I and N2H4 gave 5-hydrazino-2-meth-ylsulfonylpyrimidine. 5-Benzylamino-2-methylsulfonylpyri-midine was prepared analogously. At 10-20°, the reaction of 2 methylsulfonyl-5-halo(fluoro, chloro, bromo)pyrimidines with-NaCN gave the 2-cyano derivatives but at a higher temperature, 2-cyano-5-methylsulfonylpyrimidine was formed. 2-Cyano-5-methylpyrimidine, 2-cyano-5-methoxypyrimidine, 2-cyano-5-fluoropyrimidine, 2-cyano-5-chloropyrimidine, and 2-cyano-5-bromopyrimidine exhibited an intensive sweet taste.

Collection of Czechoslovak Chemical Communications published new progress about Substitution reaction. 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Wei, Xiao-Jing published the artcileVisible-Light-Promoted Iron-Catalyzed C(sp2)-C(sp3) Kumada Cross-Coupling in Flow, Formula: C5H5ClN2S, the main research area is Kumada cross coupling aryl chloride Grignard reagent iron catalyst; visible light Kumada cross coupling iron catalyst mechanism flow; Kumada coupling; cross-coupling; flow chemistry; iron catalysis; photocatalysis.

A continuous-flow, visible-light-promoted method has been developed to overcome the limitations of iron-catalyzed Kumada-Corriu cross-coupling reactions. A variety of strongly electron rich aryl chlorides, previously hardly reactive, could be efficiently coupled with aliphatic Grignard reagents at room temperature in high yields and within a few minutes’ residence time, considerably enhancing the applicability of this iron-catalyzed reaction. The robustness of this protocol was demonstrated on a multigram scale, thus providing the potential for future pharmaceutical application. The mechanism was studied using radical clock experiments, kinetic measurements, DFT and other techniques.

Angewandte Chemie, International Edition published new progress about Aryl chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Formula: C5H5ClN2S.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sakai, Holt A. published the artcileCross-Electrophile Coupling of Unactivated Alkyl Chlorides, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine, the main research area is unactivated alkyl aryl chloride cross electrophile coupling iridium photocatalyst.

Overcoming intrinsic limitations of C(sp3)-Cl bond activation, the development of a novel organosilane reagent Si(TMS)3(N)R1R2 (R1 = adamantyl, tert-Bu, i-Pr, n-Bu; R2 = H) that can participate in chlorine atom abstraction under mild photocatalytic conditions were reported. In particular, the application of this mechanism to a dual nickel/photoredox catalytic protocol that enables the first cross-electrophile coupling of unactivated alkyl chlorides R3Cl (R3 = cyclohexyl, oxan-4-yl, 4-cyanobutyl, etc.) and aryl chlorides R4Cl (R4 = pyridin-4-yl, quinolin-3-yl, 2-(methylsulfanyl)pyrimidin-5-yl, etc.) was described. Employing these low-toxicity, abundant, and com. available organochloride building blocks, this methodol. allows access to a broad array of highly functionalized C(sp2)-C(sp3) coupled adducts, e.g., I including numerous drug analogs.

Journal of the American Chemical Society published new progress about Bond activation (C-Cl). 38275-42-2 belongs to class pyrimidines, name is 5-Chloro-2-(methylthio)pyrimidine, and the molecular formula is C5H5ClN2S, Recommanded Product: 5-Chloro-2-(methylthio)pyrimidine.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 38275-42-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 38275-42-2, name is 5-Chloro-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 39 2-Methylsulfinyl-5-chloropyrimidine A solution of 2-methylthio-5-chloropyrimidine (13 mmol) in chloroform (85 ml) was cooled to -20 C. and m-chloroperbenzoic acid (17 mmol) added with stirring. The mixture was stirred for 40 min at -20 C. and for 4 h at 0 C. and left at this temperature overnight. The chloroform solution was then washed with 1 M potassium carbonate (3*10 ml) and the dried (MgSO4) solution evaporated. The residual oily material crystallized on standing; yield 80% m.p. 48 C. (n-heptane). 1 H NMR (CDCl3): delta2.93 (Me), 8.83 (2H-4,6).

According to the analysis of related databases, 38275-42-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nyegaard & Co. A/S; US4423047; (1983); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 38275-42-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 38275-42-2, name is 5-Chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

Step B: 5 -chloro-2-(methylsulfonyl)pyrimidine: A solution of 5 -chloro-2- (methylsulfanyl)pyrimidine (0.6 g, 3.9 mmol) was dissolved in MeOH (15 mL) and treated with a solution of oxone (7.2 g, 12 mmol) in H20 (50 mL). Upon completion of the reaction, the solution was filtered to remove solid and the aqueous filtrate was extracted with 3:1 CHC13 :IPA.The desired sulfone was isolated as a solid with no further purification required. LCMS: m/z193.02 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,38275-42-2, 5-Chloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP; TANG, Haifeng; PIO, Barbara; JIANG, Jinlong; PASTERNAK, Alexander; DONG, Shuzhi; FERGUSON, Ronald Dale, II; GUO, Zack Zhiqiang; CHOBANIAN, Harry; FRIE, Jessica; GUO, Yan; WU, Zhicai; YU, Yang; WANG, Ming; WO2015/17305; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia