Category: 4270-27-3

Application of 4270-27-3 ,Some common heterocyclic compound, 4270-27-3, molecular formula is C4H3ClN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Application In Synthesis of 6-Chloropyrimidine-2,4(1H,3H)-dione, blongs to pyrimidines compound. Application In Synthesis of 6-Chloropyrimidine-2,4(1H,3H)-dione

A solution of chlorouracil X (4.5 g, 30 mmol) in a mixture of DMF (90 mL) and DMSO (15 mL) was cooled in an ice-water bath. NaH (60% in oil, 1.32 g, 33 mmol) was added in two portions and the mixture was stirred for 0.5 h in the ice- water bath. LiBr (2.87 g, 33 mmol) was added and the mixture was stirred for 20 min. A solution of XVa (5.5 g, 27.2 mmol) in DMF (15 mL) was added dropwise to the reaction mixture. The mixture was allowed to warm slowly to rt and was stirred overnight. Water (approximately 200 mL) was added to the reaction mixture and the mixture was concentrated under reduced pressure to a volume of approximately 20-30 mL. Cold water (approximately 100 mL) was added to the mixture, the mixture was filtered and the solid was washed with water and ethyl acetate (200 mL). The filtered solid contained the desired product 12 as the major product by TLC (EtO Ac/heptanes, 1 :1). The biphasic filtrate was separated and the organic phase was concentrated under reduced pressure. The residue was combined with the original filtered solid and purified by chromatography on silica gel eluting with heptanes/EtOAc (1 :2 to 2: 1) to yield 3.7 g (48%) of 12 with a purity of 85%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; CONCERT PHARMACEUTICALS, INC.; WO2009/45476; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4270-27-3 ,Some common heterocyclic compound, 4270-27-3, molecular formula is C4H3ClN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Compound 12a (5-g, 34 mmol) and sodium iodide (20 g) were dissolved in anhydrous DMF (50 mL) and heated to reflux for 1.5 h (Ar atmosphere). The DMF was evaporated, and the solid residue dissolved in H2O (200 mL). The solution was stirred at RT for 4 h, a solid material was collected by vacuum filtration, and the solid was washed with H2O and dried. The solid was crystallized from EtOAc, providing compound 22a. 1H NMR (DMSO-d6) delta 6.03 (s, 1H), 11.2 (s, 1H), 11.6 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4270-27-3, its application will become more common.

Reference:
Patent; Coats, Steven J.; Dyatkin, Alexey B.; He, Wei; Lisko, Joseph; Miskowski, Tamara; Ralbovsky, Janet L.; Schulz, Mark; US2008/269225; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4270-27-3 ,Some common heterocyclic compound, 4270-27-3, molecular formula is C4H3ClN2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a mixture of 6-chloro-uracil (3.0 g, 20.47 mmol, 1 equiv.) and LiBr (1.78 g, 20.5 mmol, 1.0 equiv.) in NMP (70 mL) at 0 C was added NaH (60% dispersion in mineral oil, 0.82 g, 20.5 mmol, 1.0 equiv.). The reaction mixture was stirred at 0 C for 10 min, and 2-(trimethylsilyl)ethoxymethyl chloride (3.75g, 22.5 mmol, 1.1 equiv.) was slowly added via an addition funnel. The reaction mixture was stirred overnight at room temperature and then diluted with EtOAc (150 mL). The mixture was washed with a saturated aqueous NH4C1 solution (50 mL), saturated aqueous NaHC03 (50 mL), and brine (50 mL). The organic layer was dried with anhydrous Na2S04 and concentrated under reduced pressure to provide 3.2 g (57%) of the title compound as a white solid. LC/MS: m/z (ES+) 299 (M+Na)+. 1H NMR (400 MHz, CDC13): delta ppm 9.00-8.80 (br-s, 1H), 5.95 (s, 1H), 5.45 (s, 2H)), 3.63 (t, J = 7.0 Hz, 2H), 1.48 (t, J = 7.0 Hz, 2H), 0.01 (s, 9H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MYOKARDIA, INC.; OSLOB, Johan; ANDERSON, Robert; AUBELE, Danielle; EVANCHIK, Marc; FOX, Jonathan Charles; KANE, Brian; LU, Puping; MCDOWELL, Robert; RODRIGUEZ, Hector; SONG, Yonghong; SRAN, Arvinder; WO2014/205223; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4270-27-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, molecular formula is C4H3ClN2O2, molecular weight is 146.53, as common compound, the synthetic route is as follows.

6-chlorouracil (14.5 g, 100 mmol) was dissolved in a mixed solution of 150 mL of N,N-dimethylformamide (DMF) / dimethylsulfoxide (DMSO) (VDMF / VDMSO = 6: 1), cooled to 0C, adding sodium hydride (4.2 g, 105 mmol). After stirring for 5 min, lithium bromide (13.0 g, 105 mmol) was added, stirring was continued for 15 min, then 1-bromo-2-butyne (14.0 g, 105 mmol) in N,N-dimethylformamide solution (50 mL) was added dropwise thereto, followed by stirring at room temperature for 10 to 12 hours. After completion of the reaction, the reaction solution was poured into ice water, and the precipitated solid was stirred, filtered and vacuum dried to obtain 17.0 g of a light yellow solid in a yield of 85.6%

Statistics shows that 4270-27-3 is playing an increasingly important role. we look forward to future research findings about 6-Chloropyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Qilu Pharmaceutical Co.,Ltd.; Chen, Dong; Fan, Chuanwen; He, Xujun; Cheng, Zhe; Li, Chenglong; (36 pag.)CN103848811; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4270-27-3, 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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

6-CHLORO-1-CYCLOPROPYLMETHYLURACIL (24.34 g, 0.12 mol) was suspended in absolute ethanol (245 mL) under nitrogen. Anhydrous hydrazine (11.69 g, 0.36 mol) was added via syringe in excess, resulting in a clear yellow solution. The reaction mixture was heated at 80-85 C for one hour; bright yellow crystals began forming within minutes of the application of heat. The reaction mixture was cooled to room temperature and then in an ice bath, and the crude product collected by filtration. N2H4’XHCI was removed by trituration with cold water to give the product as a pale yellow solid, 20.47 g (86%). Mp 221 C (dec).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4270-27-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2004/56831; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, COA of Formula: C4H3ClN2O2, blongs to pyrimidines compound. COA of Formula: C4H3ClN2O2

1-Bromo-2-butyne (9.4 mL, 0.11 mol) was added to a mixture of 6-chloropyrimidine-2,4(1H,3H)-dione (14.6 g, 0.1 mol), ethyldiisopropylamine (15 mL, 0.15 mol) and 250 mL of N,N-dimethylformamide. The reaction mixture was stirred overnight at ambient temperature. For work-up, the reaction mixture was diluted with approximately 300 mL of water. The light precipitate formed was suction filtered and washed with water. The filter cake was washed with diethyl ether and dried to give 1-(but-2-yn-1-yl)-6-chloropyrimidine-2,4(1H,3H)-dione (9) as a yellow powder (17 g, yield 85%). 1H NMR (400 MHz, CDCl3) delta 5.91 (s, 1H), 4.75 (d, J = 2.0 Hz, 2H), 1.82 (t, J = 2.0 Hz, 3H). ESI-MS calculated for (C8H8ClN2O2) [M + H]+, 199.03, found 199.0.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhao, Xin; Zhang, Guicheng; Tu, Zhengchao; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Wang, Shanchun; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 68; (2013); p. 312 – 320;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, SDS of cas: 4270-27-3, blongs to pyrimidines compound. SDS of cas: 4270-27-3

Compound 12a (5 g, 34 mmol) and sodium iodide (20 g) were dissolved in anhydrous DMF (50 mL) and heated to reflux for 1.5 h (Ar atmosphere). The DMF was evaporated, and the solid residue dissolved in H2O (200 mL). The solution was stirred at RT for 4 h, a solid material was collected by vacuum filtration, and the solid was washed with H2O and dried. The solid was crystallized from EtOAc, providing compound 22a. 1H NMR (DMSO-Of6) delta 6.03 (s, 1 H), 11.2 (s, 1 H), 11.6 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/79214; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4270-27-3, 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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

General procedure: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione, the common compound, a new synthetic route is introduced below. Recommanded Product: 4270-27-3

Into a dry Schlenk reaction tube was added 6-chloropyrimidine-2,4 (1H, 3H) -dione (0.29 g, 2.0 mmol), pyridin-2-ylboronic acid (0.3 g, 2.2 mmol), Tetrakis (triphenylphosphine) palladium (29 mL, 0.025 mmol) and K2CO3 (0.33 g, 2.4 mmol) were added , then 1,4-dioxane (10 mL), water (2 mL) was added under nitrogen atmosphere for 4 h at 45 C. After completion of the reaction, the solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate , then separated by silica gel column chromatography and eluting with petroleum ether / ethyl acetate 20: 1 to give a pale yellow solid 6- (pyridin-2-yl)pyrimidine-2,4 (1H,3H)-dione. Its 0.28 g of a pale yellow solid, 98% purity, yield 74%.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mudanjiang Medical School; Song Jing; Sun Zhiguo; Han Guangyu; Li Hailin; Wang Wei; (15 pag.)CN106946851; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia