Category: 1820-81-1

Adding a certain compound to certain chemical reactions, such as: 1820-81-1, 5-Chlorouracil, 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, name: 5-Chlorouracil, blongs to pyrimidines compound. name: 5-Chlorouracil

5-chlorouracil (100 g, 99% content; 0.68 mol), triphenylphosphine oxide (59.6 g, 98% content; ie 0.21 mol) and nitrobenzene (150 ml) in a 250 ml belt In a three-necked flask equipped with a thermometer, a stirrer, an air tube, and a condenser (-5 – 10 C),The system uses nitrogen to check for leaks. The mixture of 5-uracil is heated to 80 C,Phosgene (340 g, 99% content; ie 3.4 mol) was passed through the gas pipe through the reaction liquid.A small amount of phosgene begins to reflux during the addition. The phosgene access time is 20 minutes.The mixture was heated to 125 C. When the temperature is 110 C, a large amount of gas is released.At the same time, the phosgene of the condenser is largely returned After 30 minutes, the reaction mixture was taken to 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 116.0 g of a product of 99% or more, and the yield was about 93.0%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1820-81-1, 5-Chlorouracil, and friends who are interested can also refer to it.

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

Adding a certain compound to certain chemical reactions, such as: 1820-81-1, 5-Chlorouracil, 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, 1820-81-1, blongs to pyrimidines compound. category: pyrimidines

Method 19 2,4,5-Trichloropyrimidine 5-Chlorouracil (10.0 g, 68.5 mmol) was dissolved in phosphorus oxychloride (60 ml) and phosphorus pentachloride (16.0 g, 77 mmol) was added. The reaction mixture was then stirred at reflux (110 C.) for 16 hrs then allowed to cool to 20 C. The reaction mixture was then poured slowly and carefully into water (200 ml) at 25 C. with vigorous stirring. Then stirred well for 90 minutes before addition of EtOAc (250 ml). Organic layer separated off and aqueous layer re-extracted into EtOAc (250 ml). The organic layers were then combined and washed with sodium bicarbonate (200 ml aqueous solution), brine (200 ml) and then evaporated to a yellow liquid. The crude material was purified by column chromatography eluding with dichloromethane to afford the product as a yellow liquid (6.37 g, 51%). NMR (CDCl3): 8.62 (s, 1H); MS (M+): 182, 184,186.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1820-81-1, its application will become more common.

Reference:
Patent; Pease, Elizabeth Janet; Breault, Gloria Anne; Morris, Jeffrey James; US2003/149064; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1820-81-1, Adding some certain compound to certain chemical reactions, such as: 1820-81-1, name is 5-Chlorouracil,molecular formula is C4H3ClN2O2, 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 1820-81-1.

5-Chlorouracil (0.500 g, 3.41 mmol, 1.0 eq) was dissolved in dry pyridine (17 ml, 0.2 M). DMAP (0.460 g, 3.75 mmol, 1.1 eq) was added, and the reaction mixture was stirred under nitrogen atmosphere at room temperature for 30 min. Hexylisocyanate (0.750 ml, 5.12 mmol, 1.5 eq) was then added, and the resulting mixture was stirred for 12 h. The solvent was evaporated under reduced pressure, and the crude was purified by silica gel column chromatography (cyclohexane/EtOAc, 55:45) to afford 5-chloro-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide (0.511 g, 55%) as a white powder.

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. 1820-81-1, 5-Chlorouracil, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Realini, Natalia; Palese, Francesca; Pizzirani, Daniela; Pontis, Silvia; Basit, Abdul; Bach, Anders; Ganesan, Anand; Piomelli, Daniele; Journal of Biological Chemistry; vol. 291; 5; (2016); p. 2422 – 2434;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1820-81-1, 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. 1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, 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.

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.

According to the analysis of related databases, 1820-81-1, the application of this compound in the production field has become more and more popular.

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

Application of 1820-81-1, 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. 1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, 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.

5-Chlorouracil (4.5 g, 30.82 mmol) was dissolved in phosphorus oxychloride (100 mL) and phosphorus pentachloride (19.2 g, 92.46 mmol) was added. The reaction mixture was heated at reflux overnight; it was then cooled to RT and the solvent was evaporated under reduced pressure. The residue was cooled to 0 0C and ice flakes were carefully added. The resulting mixture was stirred for 10 minutes; it was then partitioned between water and DCM. The organic phase was separated and washed 3 times with water. The aqueous layers were combined and extracted twice with DCM. The combined organic extracts were dried over Na2SO4, filtered and evaporated under reduced pressure to give f> o fQS% vipid) of 2,4, 5-trichloro-pyrimidine as a yellow oil without further purifications.

According to the analysis of related databases, 1820-81-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/28860; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1820-81-1, 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 1820-81-1 as follows.

General procedure: To a solution of Thy (37 mg, 0.3 mmol), 7-MeGuo hydroiodide (191 mg, 0.45 mmol) and potassium dihydrophosphate (KH2PO4, 20 mg, 0.15 mmol) in 50mM Tris-HCl buffer, pH 7.5, 80 mL) at ambient temperature, 5 muL of 32 mg/mL E. coli purine nucleoside phosphorylase (PNP) solution (1.48 U) and 12.5 muL E. coli uridine phosphorylase (UP) (8.60 U) were added in one portion. The reaction mixture was allowed to stand for 5 h at ambient temperature under neat stirring and then allowed to stand for 15 h at ambient temperature without stirring. The conversion of the initial 7-MeGuo was controlled by HPLC. The reaction mixture was cooled to 0 C and then filtered through nitrocellulose membrane Whatman (0.2 mum, 25 mm) to remove the white precipitate of 7-methylguanine (7-MeGua). The precipitate was washed with milli-Q water (15 mL). The combined transparent filtrate was concentrated under reduced pressure using a rotary evaporator to ca. 2 mL (bath temperature (5 mL) was then added to the suspension. The resulting mixture was concentrated to near dryness and co-evaporated with ethanol (2×20 mL). The dry residue was applied on a chromatographic column (diameter 20 mm) with silica gel (20 mL) for purification. For the protection, the silica gel layer was topped with ca 0.5-cm layer of sand. The column was washed with dichloromethane (25 mL), a mixture of dichloromethane and ethanol (95:5, v/v, 50 mL), and a mixture of dichloromethane and ethanol (90:10, v/v, 100 mL). The product was eluted with dichloromethane: ethanol (80:20, v/v, 100 mL) and 10 mL fractions were collected and evaporated in vacuo to dryness. The residue was co-evaporated 5 times with dichloromethane and dried using a vacuum pump at r.t. for 1 h.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1820-81-1, its application will become more common.

Reference:
Article; Alexeev, Cyril S.; Drenichev, Mikhail S.; Dorinova, Evgeniya O.; Esipov, Roman S.; Kulikova, Irina V.; Mikhailov, Sergey N.; Biochimica et Biophysica Acta – Proteins and Proteomics; vol. 1868; 1; (2020);,
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.1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, molecular weight is 146.53, as common compound, the synthetic route is as follows.category: pyrimidines

General procedure: A mixture of 5-fluorouracil (50.5 mg, 0.39 mmol), pyridine (0.60 mL), and HMDS (1.2 mL) in a20-mL Schlenk tube was refluxed (oil bath temp., 140 C) for ca. 30 min to give a clear solution of 2a. All the volatiles were then removed under reduced pressure (ca. 1mmHg) to give a clear syrup, which was dissolved in MeCN (3.0 mL). To this were added 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose (1) (151.5 mg, 0.30 mmol) and6 (5.8 mg, 15 mumol), and the mixture was stirred under reflux (oil bath temp., 80 C) for6 h. The reaction mass was cooled to rt and EtOAc (2 mL) was added to it, followed by saturated NaHCO3 solution (2 mL). After the mixture was stirred at 0 C for 15min, EtOAc (30 mL) and saturated NaHCO3 solution (20 mL) were added to it. The organic phase was separated and the aqueous phase was back-extracted with EtOAc (3 x30 mL). The combined organic layer was dried over Na2SO4 and evaporated to afforda foamy white crude material, which was crystallized from EtOAc (10 mL) and hexane(20 mL) as a white solid (139.2 mg). The mother liquor was purified by column chromatography (Silica Gel 60, 8 g, EtOAc:hexane = 30:70 35:65) to afford the titlecompound 3a (15.6 mg). The combined yield was 90% (155 mg). 1H and 13C NMR spectra were consistent with the reported ones.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1820-81-1, 5-Chlorouracil, and friends who are interested can also refer to it.

Reference:
Article; Basu, Nabamita; Oyama, Kin-ichi; Tsukamoto, Masaki; Tetrahedron Letters; vol. 58; 20; (2017); p. 1921 – 1924;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1820-81-1, 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.1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, molecular weight is 146.53, as common compound, the synthetic route is as follows.

Example 15 N4-[(trans-4-aminocyclohexyl)methyl]-5-chloro-N2-[2-(trifluoromethoxy)benzyl]pyrimidine-2,4-diamine To a suspension of 5-chlorouracil (15.0 g, 102.4 mmol) in POCl3 (50 mL, 326.1 mmol) was added N,N-diethylaniline (7.5 mL). The reaction mixture was heated at 110 C. for 24 h. The reaction mixture was cooled to room temperature and concentrated in vacuo to about 25 mL. The resulting residue was then poured into ice and stirred until all the ice melted. The aqueous layer was extracted with ether (*3). The combined organic phase was dried over anhydrous Na2SO4 and concentrated in vacuo. The resulting residue was distilled under vacuum at ~90 C. to afford 12.5 g (81%) of 5-chloro-2,4-dichloropyrimidine.

The chemical industry reduces the impact on the environment during synthesis 1820-81-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US2006/25433; (2006); 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.1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, molecular weight is 146.53, as common compound, the synthetic route is as follows.Computed Properties of C4H3ClN2O2

Method 3 2,4,5-Trichloropyrimidine 5-Chlorouracil (10.0 g, 68.5 mmol) was dissolved in phosphorus oxychloride (60 ml) and phosphorus pentachloride (16.0 g, 77.0 mmol) was added. The mixture was heated under reflux for 16 hours, left to cool and then poured slowly into water (200 ml) with vigorous stirring. The mixture was stiffed for 1.5 hours and then ethyl acetate (250 ml) was added. The organic layer was separated and the aqueous layer was extracted with a further portion of ethyl acetate (250 ml). The combined extracts were washed with saturated sodium bicarbonate (200 ml) and saturated sodium chloride solution (200 ml), and then dried. Volatile material was removed by evaporation and the residue was purified by column chromatography, eluding with DCM, to give the product as a yellow liquid (6.37 g, 51%). NMR (CDCl3): 8.62 (s, 1H); MS (MH+): 182, 184, 186.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1820-81-1, 5-Chlorouracil, and friends who are interested can also refer to it.

Reference:
Patent; Pease, Elizabeth Janet; Breault, Gloria Anne; Williams, Emma Jane; Bradbury, Robert Hugh; Morris, Jeffrey James; US2003/149266; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1820-81-1 ,Some common heterocyclic compound, 1820-81-1, 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.

Method 19 2,4,5-Trichloropyrimidine 5-Chlorouracil (10.0 g, 68.5 mmol) was dissolved in phosphorus oxychloride (60 ml) and phosphorus pentachloride (16.0 g, 77 mmol) was added. The reaction mixture was then stirred at reflux (110 C.) for 16 hrs then allowed to cool to 20 C. The reaction mixture was then poured slowly and carefully into water (200 ml) at 25 C. with vigorous stirring. Then stirred well for 90 minutes before addition of EtOAc (250 ml). Organic layer separated off and aqueous layer re-extracted into EtOAc (250 ml). The organic layers were then combined and washed with sodium bicarbonate (200 ml aqueous solution), brine (200 ml) and then evaporated to a yellow liquid. The crude material was purified by column chromatography eluding with dichloromethane to afford the product as a yellow liquid (6.37 g, 51%). NMR (CDCl3): 8.62 (s, 1H); MS (M+): 182, 184,186.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1820-81-1, its application will become more common.

Reference:
Patent; Pease, Elizabeth Janet; Breault, Gloria Anne; Morris, Jeffrey James; US2003/149064; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia