Category: 51-20-7

Synthetic Route of 51-20-7, 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.51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, molecular weight is 190.9828, as common compound, the synthetic route is as follows.

5-bromouracil (191 g, 99.5% content; ie 1 mol),Tributylphosphine oxide (111.2 g, 98% content; ie 0.5 mol) andNitrile(200 ml) charged into 1000 ml with thermometer, stirring, constant pressure funnel,In a three-necked flask of a condenser (-5 – 10 C), the system was purged with nitrogen to check for leaks.The mixture of 5-bromouracil is heated to 80 C, solid phosgene (320 g, 99% content;That is, 3.2 mol) and 400 ml of a nitrile solution were added dropwise to the reaction solution through a constant pressure funnel.A small amount of phosgene begins to reflux during the addition. The phosgene was added for 70 minutes.The mixture was heated to 125 C. When the temperature is 90 C, a large amount of gas is released while the phosgene of the condenser is largely refluxed. After 40 minutes, the reaction mixture was a clear red color.The deflation rate after 40 minutes was very slow; the reaction solution was sampled and then the reaction was continued for 1 hour, during which time all deflation had stopped. HPLC analysis indicated complete reaction. The reaction mixture was cooled and unreacted phosgene was removed by purging with nitrogen. The column was packed, the solvent was recovered under reduced pressure, and the product was further distilled to obtain 204.5 g of a product of 99% or more, and the yield was about 89.7%.

The chemical industry reduces the impact on the environment during synthesis 51-20-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hangzhou Bulang Bio-pharmaceutical Technology Co., Ltd.; Huang Guoxiang; Ma Xiaoke; (6 pag.)CN109516958; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51-20-7, 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.51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, molecular weight is 190.9828, as common compound, the synthetic route is as follows.

To a mixture of 5-bromo-1H-pyrimidine-2,4-dione (400.6 mg, 2.1 mmol, 1.0 eq) and 1-([1,1?-biphenyl]-3-yl)piperazine (500 mg, 2.1 mmol, 1.0 eq) in DMSO (10.00 mL) was addedpotassium fluoride (182.8 mg, 3.15 mmol, 1.5 eq). The resulting mixture was stirred at 110 C for 8 hours, cooled to room temperature, poured into water and the gray precipitate collected by suction filtration. The gray solid was washed with 100 mL of 1:1 EtOAc: petroleum ether to give 5-(4-([ 1,1 ?-biphenyl]-3 -yl)piperazin- 1 -yl)pyrimidine-2,4(1H,3H)-dione (500.0 mg, 1.4mmol, 68.3% yield) as a gray solid. LCMS Method B (ESI+): Expected m/z 349.1 (M+1) found m/z 349.1 (M+1), RT: 2.16 Mm.

Statistics shows that 51-20-7 is playing an increasingly important role. we look forward to future research findings about 5-Bromouracil.

Reference:
Patent; VYERA PHARMACEUTICALS, LLC; WELSCH, Matthew; HOPPER, Allen, T.; THOMAS, Stephen, B.; (136 pag.)WO2019/32458; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51-20-7, 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. 51-20-7, name is 5-Bromouracil. A new synthetic method of this compound is introduced below.

General procedure: Nitrogenous compounds (1eq. each) viz. thymine (for 2), 5-bromouracil (for 3), adenine (for 4), were first dissolved in warm DMSO. To this solution TEA and a solution of [6]-shogaol (1eq.) in DMSO was added. Reaction mixture was stirred at room temperature for 24h. The crude product was extracted using ethyl acetate (3×50mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure to get crude product as a syrupy residue which was further purified by flash chromatography to afford the corresponding pure product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51-20-7, 5-Bromouracil, and friends who are interested can also refer to it.

Reference:
Article; Singh, Vinay Kr; Doharey, Pawan K.; Kumar, Vikash; Saxena; Siddiqi; Rathaur, Sushma; Narender, Tadigoppula; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 74 – 82;,
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Related Products of 51-20-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 51-20-7 as follows.

General procedure: Thymidine (dThd) and 2′-deoxyuridine (dUrd) were assayed as sugar donors. Different purine and pyrimidine bases were tested: 5-fluorouracil (5FUra), 5-bromouracil (5BrUra), 5-chlorouracil (5ClUra), 6-chloropurine (6ClPur), 6-bromopurine (6BrPur) and 6-chloro-2-fluoropurine (6Cl2FPur). Reactions were performed using 100 mg/mL of immobilized LaNDT, 6 mM nucleoside and 2 mM base, 30 C and 200 rpm. At different times (5-8 h), 20 muL aliquots were taken and centrifuged at 10,000 x g, and the supernatant was analyzed by HPLC to evaluate yield expressed as percentage and product conversion expressed as mg of product per gram of support.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51-20-7, its application will become more common.

Reference:
Article; Britos, Claudia N.; Lapponi, Maria Jose; Cappa, Valeria A.; Rivero, Cintia W.; Trelles, Jorge A.; Journal of Fluorine Chemistry; vol. 186; (2016); p. 91 – 96;,
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. 51-20-7, name is 5-Bromouracil, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Bromouracil

Step 1 . Preparation of 5-[benzyl(methyl)amino]-1 /-/-pyrimidine-2,4-dione 5-Bromouracil (0.15 g, 0.78 mmol) was dispersed in /V-benzylmethylamine (2.0 mL, 15.70 mmol) and heated at 120 C for 1 hr under microwave irradiation. The reaction mixture was diluted with water (1 mL) and concentrated. The white solid obtained was washed with water (10 mL), MeOH (5 mL) and then collected by dispersion in EtOAc (10 mL). The solvent was removed by evaporation to afford the title compound (0.22 g, 86%) as white powder. Analytical data were consistent with those reported in the literature {Tetrahedron2005, 67(12), 3107-31 13). 1H NMR (400 MHz, DMSO-d6): delta 2.42 (s, 3H), 4.07 (s, 2H), 6.62 (s, 1 H), 7.15-7.39 (m, 5H), 10.40 (br s, 1 H), 1 1 .07 (s, 1 H).MS (ESI) m/z: 232 [M-H]+.

The synthetic route of 51-20-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FONDAZIONE ISTITUTO ITALIANO DI TECNOLOGIA; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; UNIVERSITA’ DEGLI STUDI DI PARMA; PIOMELLI, Daniele; REALINI, Natalia; MOR, Marco; PAGLIUCA, Chiara; PIZZIRANI, Daniela; SCARPELLI, Rita; BANDIERA, Tiziano; WO2013/178576; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51-20-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

6.4 mL (26.2 mmol) of N,O-bis(trimethylsilyl)acetamide is added to a solution of 2 g (10.5 mmol) of 5-bromo-1H-pyrimidine-2,4-dione in 40 ml of acetonitrile. The reaction mixture is stirred until a clear solution is obtained, then 3.9 g (15.8 mmol) of benzhydryl bromide and 267 mg (1.1 mmol) of iodine are added. The reaction mixture is heated under reflux for 5 hours and then left at room temperature for 18 hours. The solvents are concentrated under vacuum and then the residue is taken up in 50 ml of ethyl acetate and 50 ml of water. The organic phase is washed once with water and then with a saturated aqueous solution of sodium chloride, dried over magnesium sulphate, filtered and concentrated under vacuum. The crude product is chromatographed on silica gel eluted with a heptane/ethyl acetate mixture, 70/30 and then 50/50. 2.5 g (67%) of 1-benzhydryl-5-bromo-1H-pyrimidine-2,4-dione is obtained in the form of a yellow solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 51-20-7, 5-Bromouracil.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; Fournier, Jean-Francois; Clary, Laurence; Thoreau, Etienne; (164 pag.)US2018/50992; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, molecular weight is 190.9828, as common compound, the synthetic route is as follows.name: 5-Bromouracil

General procedure: To a suspension of appropriate pyrimidine base (2 equiv.) in toluene were added triethylamine (4.1 equiv.) and trimethylsilyl trifluoromethanesulfonate (6.1equiv.) and the mixture were stirred at room temperature for 1h. The silylated base solution was diluted with additional dichloromethane and this solution was then added to a solution of 10 in dichloromethane dropwise over a period of 20 min at 0C. An additional amount of triethylamine (2.1equiv.) was added dropwise to the reaction mixture to initiate the Pummerer reaction at 0C. After the reaction mixture was stirred at room temperature for 15h, the reaction mixture was quenched with saturated NaHCO3 and extracted with dichloromethane. The organic layers were washed with saturated NaHCO3 solution, water and brine, dried over MgSO4, filtered and evaporated under reduced pressure. The residue was purified on flash silica gel column chromatography (hexane:ethyl acetate=2:1) to give the beta-anomers 11a-11f.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51-20-7, 5-Bromouracil, and friends who are interested can also refer to it.

Reference:
Article; Kim, Jin-Hee; Yu, Jinha; Alexander, Varughese; Choi, Jung Hee; Song, Jayoung; Lee, Hyuk Woo; Kim, Hea Ok; Choi, Jungwon; Lee, Sang Kook; Jeong, Lak Shin; European Journal of Medicinal Chemistry; vol. 83; (2014); p. 208 – 225;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 51-20-7, 5-Bromouracil, 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, 51-20-7, blongs to pyrimidines compound. HPLC of Formula: C4H3BrN2O2

To 5-bromouracil (50 G) were sequentially added N, N-diethylaniline (60 mL) and phosphoryl chloride (120 mL), and the mixture was refluxed for 5 h. The volatiles were removed by distillation, the residue poured into ice water and the mixture extracted with methyl tert-butyl ether. The combined extracts were washed with brine, dried (NA2SO4) and filtered through Celite. Distillation of the crude product gave the title compound (63.4 g). IH NMR (300 MHz, CDCl3) : O/PPM = 8.69 (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,51-20-7, its application will become more common.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 51-20-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 51-20-7, name is 5-Bromouracil, molecular formula is C4H3BrN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Intermediate II (R)-tert-butyl-4-(2^-dioxo-l,2J^-tetrahvdropyrimidin-5-yl)-2-methylpiperazine-l- carboxylate In a Biotage microwave vial, 5-bromopyrimidine-2,4(lH,3H)-dione (la) (24 g, 125.67 mmol, Aldrich) and (R)-tert-butyl 2-methylpiperazine-l-carboxylate (37.8 g, 188.50 mmol, Activate Scientific) were taken in pyridine (12 mL) and irradiated at 150 C for 90 min. Pyridine was removed under vacuum and residue was poured in water to get the suspension, which was filtered and vacuum dried to get solid of (R)-tert-butyl-4-(2,4- dioxo- 1 ,2,3,4-tetrahydropyrimidin-5-yl)-2-methylpiperazine- 1 -carboxylate (22.00 g, 56.4 %). Note: Reaction was done in 12 batches of 2 g each. All combined and work up was done. 1H NMR (300 MHz, DMSO- 6) delta ppm 1.19 (d, J=6.78 Hz, 3 H) 1.40 (s, 9 H) 2.30 (d, J=2.83 Hz, 1 H) 2.42 (dd, J=11.30, 3.58 Hz, 1 H) 2.93 – 3.22 (m, 3 H) 3.72 (d, J=13.19 Hz, 1 H) 4.12 (br. s., 1 H) 6.73 (d, J=4.71 Hz, 1 H) 10.51 (br. s., 1 H) 11.10 (s, 1 H) MS (ES+), (M+H)+ = 310.09 for Ci4H22N404.

According to the analysis of related databases, 51-20-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MMV MEDICINES FOR MALARIA VENTURE; HAMEED PEER MOHAMED, Shahul; PATIL, Vikas; MURUGAN, Kannan; VITHALRAO BELLALE, Eknath; RAICHURKAR, Anandkumar; LANDGE, Sudhir; PUTTUR, Jayashree; ROY CHOUDHURY, Nilanjana; SHANBHAG, Gajanan; KOUSHIK, Krishna; IYER, Pravin; KIRTHIKA SAMBANDAMURTHY, Vasan; SOLAPURE, Suresh; NARAYANAN, Shridhar; WO2015/165660; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 51-20-7, 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 51-20-7, name is 5-Bromouracil. This compound has unique chemical properties. The synthetic route is as follows.

5-bromouracil (6.0 g, 31.4 mmol) was mixed with PCl5 (16.4 g, 87.9 mmol) in a reaction flask.Add 1,1,2-trichloroethane (50 mL),The reaction mixture was heated to reflux.During the reaction, the mixture changed from a suspended state to a pale yellow clear solution.At this point TLC showed that the starting material was completely reacted.Drop to room temperature.Slowly pour the reaction mixture into stirred ice water.Stir for 1h,Add DCM (3 x 50 mL) for extraction.The organic layer was dried over anhydrous MgSO4.Evaporate the solvent,A pale yellow transparent liquid was obtained.Further purified on a silica gel column.Obtaining a colorless transparent liquid,That is, Compound 2 (yield 99.5%, purity 97%).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 51-20-7, 5-Bromouracil.

Reference:
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Ma Qingtong; Shan Xiaoyan; Chen Xudong; Chen Yu; (9 pag.)CN108117523; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia