Category: 54-20-6

Reference of 54-20-6 ,Some common heterocyclic compound, 54-20-6, molecular formula is C5H3F3N2O2, 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 jacket reactor (500 mL) is added 5-trifluoromethyluracil (5-TFU, 40 g, ~ 70 % assay, ~ 0.16 mol, 1 .0 eq.), H3PO4 (2.4 g; 0.02 mol, 0.13 eq.) and POCI3 (128 g; 0.83 mol, 5.2 eq.) (a white suspension is formed). DIPEA (35 g, 0.27 mol, 1 .69 eq.) is added to the suspension dropwise in about 10 min and then the reaction mixture is heated to 1 10-120 C (clear solution). The reaction is monitored with HPLC until ratio 5-TFU:5-TFP < 5:95 (reaction normally finished in 7-8 h; if reaction is not complete, additional POCI3 (5 g, 0.032 mol, 0.2 eq) and DIPEA (1 .3 g, 0.01 mol, 0.06 eq) are charged and stirred for another 1 -2 h). The reaction is then cooled to rt and n-butyl acetate (80 mL) is added to the reaction mixture. About 60 mL of distillate (POCI3 and some n-butyl acetate) is collected at 63-65 C/450-500 mbar. The resulting dark solution is slowly added to a mixture of cone. HCI (165 g, 27 weight %, 1 .23 mol, 7.7 eq.) and methyl tertiary butyl ether (MTBE, 120 mL) while the temperature is maintained below 20 C. The organic phase is separated and the aqueous phase is extracted with MTBE (2 x 120 mL). The organic phase is gathered, washed with water until the pH value reaches ca. 5-6. MTBE is removed under reduced pressure (~ 42 C/200 mbar), the final product is purified through distillation (87-89 C/55 mbar) to afford 5-TFP as colorless oil (25.3 g, yield 72.9 %; purity 98 %). 2,4-dichloro-5-trifluoromethylpyrimidine (5-TFP) Colorless to light yellow oil 1H NMR (CD3COCD3): delta 8.8 (s, 1 H), 19F NMR (CD3COCD3): delta -63.7 ESI MS (m/z) 216 [M-1 ]" These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,54-20-6, its application will become more common. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM INTERNATIONAL TRADING (SHANGHAI) CO., LTD.; LIU, Li; AKALAY, Deniz; DONG, Weitong; FENG, Jianqing; HEMP, Christian Wolfgang; LU, Jun; XIE, Le; YANG, Jinsong; WO2014/76085; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 54-20-6, Adding some certain compound to certain chemical reactions, such as: 54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione,molecular formula is C5H3F3N2O2, 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 54-20-6.

5-Trifluoromethyluracil (5 g, 27.8 mmol) and phosphorous oxychloride (21.3 g, 0.136 mmol, 1.5 eq.) were stirred in a 3 neck flask, fitted with reflux condenser, internal thermometer and addition funnel under a nitrogen atmosphere. Concentrated phosphoric acid (200 muL) was added to the slurry followed by dropwise addition of di- °propylethylamine (3.6 g, 27.8 mmol, 1 eq.) at a rate that maintained the internal temperature below 90 0C. Once addition was complete, the solution was heated to 100 0C for 20 hours. After this time HPLC showed no more starting material to be present. The reaction was then allowed to cool before being added slowly to cooled, aqueous 3M hydrochloric acid (3 eq.) at a rate that maintained the temperature below 15 0C. The aqueous product was then twice extracted with diethyl ether (100 mL) and the combined organic extracts were washed with water until the extracts were neutral (5 x 100 mL). After drying with magnesium sulphate the solution was concentrated to produce a light orange oil. Further purification could either be achieved by distillation or solid phase extraction.

According to the analysis of related databases, 54-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2009/63240; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 54-20-6, 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 54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

5-trifluoromethyluracil (48.0 g, 267 mmol) is suspended in 210 ml. phosphorus oxychloride (POCI3) while moisture is excluded. Diethylamide (47.7 g, 320 mmol) is slowly added dropwise to this suspension such that the temperature remains between 25C and 300C. After the addition has ended the mixture is stirred for a further 5 – 10 min in the water bath and the mixture is heated for 5- 6 h with the exclusion of moisture at 80 – 900C. The excess POCI3 is destroyed by stirring into approx. 1200 g of sulphuric acid mixed with ice water and the aqueous phase is immediately extracted 3 x with in each case 500 ml. diethyl ether or te/f.-butylmethyl ether. The combined ethereal extracts are washed 2 x with 300 ml. sulphuric acid mixed with ice water (approx. 0.1 M) and with cold saline solution and immediately dried on sodium sulphate. The desiccant is filtered off and the solvent is eliminated in vacuo. The residue is distilled in vacuo (10 mbar) through a short column (20 cm) (head temperature: 65 – 700C), to obtain a colourless liquid that is bottled and stored under argon. TLC: Rf = 0.83 (cHex:EE = 3:1 )

According to the analysis of related databases, 54-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; SAPOUNTZIS, Ioannis; KUHN, Daniel; STADTMUELLER, Heinz; WO2010/106097; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 54-20-6, 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. 54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, molecular formula is C5H3F3N2O2, 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-trifluoromethyluracil (48.0 g, 267 mmol) is suspended in 210 mL phosphorus oxychloride (POCI3) while moisture is excluded. Diethylaniline (47.7 g, 320 mmol) is slowly added dropwise to this suspension such that the temperature remains between 250C and 300C. After the addition has ended the mixture is stirred for a further 5 – 10 min in the water bath and the mixture is heated for 5- 6 h with the exclusion of moisture at 80 – 900C. The excess POCI3 is destroyed by stirring into approx. 1200 g of sulphuric acid mixed with ice water and the aqueous phase is immediately extracted 3 x with in each case 500 mL diethyl ether or te/t.-butylmethyl ether. The combined ethereal extracts are washed 2 x with 300 mL sulphuric acid mixed with ice water (approx. 0.1 M) and with cold saline solution and immediately dried on sodium sulphate. The desiccant is filtered off and the solvent is eliminated in vacuo. The residue is distilled in vacuo (10 mbar) through a short column (20 cm) (head temperature: 65 – 700C), to obtain a colourless liquid that is bottled and stored under argon. TLC: Rf = 0.83 (chex:EE = 3:1)

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 54-20-6, 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; SAPOUNTZIS, Ioannis; BETZEMEIER, Bodo; STADTMUELLER, Heinz; WO2010/55117; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 54-20-6, 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.54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, molecular formula is C5H3F3N2O2, molecular weight is 180.09, as common compound, the synthetic route is as follows.

EXAMPLE 7 2′-Deoxy-5-trifluoromethyl-4′-thiouridine Starting with 5-trifluoromethyluracil, this compound was prepared in a similar manner to that described in Example 5. 5-trifluoromethyluracil is commercially available. A sample of this compound of anomer ratio beta/alpha ca. 8:1 was obtained by trituration of the crude deprotected nucleoside mixture with acetone, filtration and evaporation. 1 H-200 MHz NMR DMSO-d6, delta:11.8 (br s, 1H, NH); 8.83 (s, 1H, beta-6-H); 6.2 (t, 1H, beta-1′-H); 5.2-5.4 (m, 2H, beta-3’+5′-OH); 4.25-4.4 (m, 1H, beta-3′-H); 3.5-3.8 ((m, 2H, beta5’H); 3.0-3.5 (m, 4’H obscured by solvent); 2.2-2.4 (m, 2H, beta-5′-H2); small signals indicative of the alpha-anomer content were also observed. Mass spectrum: observed m/z 312 for C10 H11 F3 N2 O4 S.

Statistics shows that 54-20-6 is playing an increasingly important role. we look forward to future research findings about 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; University of Birmingham; US5356882; (1994); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some common heterocyclic compound, 54-20-6, molecular formula is C5H3F3N2O2, 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.54-20-6

EXAMPLE 9 Into a mixture of 5.0 g of 5-trifluoromethyluracil, 2.9 g of 2,3-dihydrofuran and 0.3 g of triethylamine in 40 ml of dioxane kept at 15 C. under agitation was added 7.5 g of dimethyldichlorosilane as a portion and the reaction was continued for about 2 hours with agitation. The treatment procedure after completion of the reaction was much the same as in Example 1 to give 5.0 g of a crystalline product of N1 -(2-tetrahydrofuryl)-5-trifluoromethyluracil having a melting point of 208 C. The yield was 72.0% of the theoretical.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 54-20-6.

Reference:
Patent; Toshin Chemical Co., Ltd.; US4159378; (1979); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia