Analyzing the synthesis route of 2-Chloropyrimidine

The synthetic route of 1722-12-9 has been constantly updated, and we look forward to future research findings.

Reference of 1722-12-9 , The common heterocyclic compound, 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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 solution of 2-chloropyrimidine (300 mg, 2.619 mmol) in dioxane (5 ml), was added piperidin-4-one hydrochloride monohydrate (402.3 mg, 2.619 mmol) at room temperature. The mixture was heated at 80 C. overnight and concentrated under reduced pressure. The residue was treated with EtOAc (30 ml) and saturated NaHCO3 (10 ml). After separation of the layers, the aqueous phase was extracted with EtOAc (2×10 ml). The combined organic layers were washed with brine (10 ml), dried (MgSO4), filtered, and concentrated under reduced pressure to furnish a crude product. This material was purified by column chromatography (40% EtOAc/hexanes) to give 1-pyrimidin-2-yl-piperidin-4-one (320 mg, 53%) as an off-white solid: 1H NMR (CDCl3, 400 MHz) delta 8.38 (d, J=6.4 Hz, 2 H), 6.61 (t, J=6.4 Hz, 9 H), 4.16 (t, J=5.6 Hz, 2 H), 2.53 (t, J=5.6 Hz, 2 H).

The synthetic route of 1722-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Barbosa, Joseph; Dong, Li; Fink, Cynthia Anne; Wang, Jiancheng; Zipp, G. Gregory; US2006/258672; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Introduction of a new synthetic route about 1722-12-9

According to the analysis of related databases, 1722-12-9, the application of this compound in the production field has become more and more popular.

Application of 1722-12-9, 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 1722-12-9, name is 2-Chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of 2-chloropyrimidines(10 mmol), potassium cyanide (13-15 mmol), water (20 mmol), and DMSO(20 mL) was heated to 60 C. A solution of 3-quinuclidinol (0.1-0.2 mmol) inDMSO(5 mL) was added to the reaction mixture over 0.5 h. The reaction mixturewas stirred at 50-70 C for additional hours as specified in Table 1. Uponcompletion, the mixture was cooled to room temperature and water (50 mL) wasadded. The resulting mixture was extracted with isopropyl acetate (3 40 mL)(product 7a precipitated out after water addition and was collected by filtration).The combined organic layers were washed with water (2 30 mL), dried overMgSO4, filtered, and concentrated under vacuum to give crude 2-cyanopyrimidines, which were purified by column chromatography (SiO2) to afford pureproducts.

According to the analysis of related databases, 1722-12-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kim, Hong-Yong; Shieh, Wen-Chung; Prashad, Mahavir; Tetrahedron Letters; vol. 55; 36; (2014); p. 5055 – 5057;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 1722-12-9

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 1722-12-9, 2-Chloropyrimidine.

Electric Literature of 1722-12-9, 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 1722-12-9, name is 2-Chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A broad Schlenk tube equipped with a stirring bar was loaded with 2-halopyridine (if not other noted 2-bromopyridine) (1 eq.), imidazole (3 eq.) and K2CO3 (2 eq.). The reaction mixture was degassed to 10-3 mbar and put under argon atmosphere (Argon 6.0). Thereafter, the mixture stirred at 190C for 18h. After cooling to r.t. the mixture was diluted in water, extracted three times with chloroform and washed three times with saturated aqueous Na2CO3 solution. The combined organic phases were dried over MgSO4, filtrated and the solvent was removed under reduced pressure to leave a colorless oil or colorless 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 1722-12-9, 2-Chloropyrimidine.

Reference:
Article; Raba, Andreas; Anneser, Markus R.; Jantke, Dominik; Cokoja, Mirza; Herrmann, Wolfgang A.; Kuehn, Fritz E.; Tetrahedron Letters; vol. 54; 26; (2013); p. 3384 – 3387;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New learning discoveries about 1722-12-9

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. 1722-12-9, 2-Chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Electric Literature of 1722-12-9 ,Some common heterocyclic compound, 1722-12-9, molecular formula is C4H3ClN2, 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.

Synthesis of Pyrimidine-2-carbonitrile:To a stirred solution of 2-chloropyrimidine (20.0 g, 174.6 mmol) in DMSO (40 mL) were added DABCO (3.72 g, 33.17 mmol), KCN (12.48 g, 192 mmol) and dropwise addition of ¾0 (15 mL) at RT. The resulting solution was stirred at RT for 48 h. After consumption of starting material by TLC, the reaction mixture was diluted with water and extracted with EtOAc. Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was triturated with Hexane to afford pyrimidine-2-carbonitrile (12 g, 65%) as dark brown solid. 1H- NMR (DMSO-de, 400 MHz): delta 9.04 (s, 2H), 8.92 (d, 1H); LC-MS: 99.41%; 107.6 (M+2); (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 1.14 min. 0.1% Aq TFA: ACN; 0.8 ml/min); TLC: 30% EtOAc/Hexane (Rf: 0.2)

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. 1722-12-9, 2-Chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 2-Chloropyrimidine

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 1722-12-9, 2-Chloropyrimidine.

Electric Literature of 1722-12-9, 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. 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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.

An oven-dried round bottom flask (10 ml) was charged with 0.1ml dimethylformamide solution of complex IV (0.1 mol % for aryl bromides and 0.2 mol % for aryl chlorides), aryl boronic acid (1.2 mmol), aryl halide (1.0 mmol), K2CO3 (1.5 mmol), TBAB (1.0 mmol) and 2 ml water. The reaction mixture was then heated (to 70 C for aryl bromides and 90 C for aryl chlorides) with stirring under aerobic conditions for the required time. At the end of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate (2×5 ml). The combined extract was washed with water (2×10 ml), dried over anhydrous sodium sulfate and then subjected to GC-MS analysis for identification and yield determination (from the areas under the peaks) of the products. In the case of reactions with 2-naphthylboronic acid, the combined extract was evaporated to dryness under reduced pressure and the residue was purified by column chromatography (silica gel, ethyl acetate/n-hexane) to afford the coupling products. The products were identified by 1H and 13C NMR and HR-MS analysis.

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 1722-12-9, 2-Chloropyrimidine.

Reference:
Article; Babu, G. Narendra; Pal, Samudranil; Tetrahedron Letters; vol. 58; 10; (2017); p. 1000 – 1005;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some tips on 1722-12-9

With the rapid development of chemical substances, we look forward to future research findings about 1722-12-9.

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. 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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. Formula: C4H3ClN2

Methyl 5-methyl-2-pyrimidin-2-ylbenzoate (B-3)A solution of 13^2 (4.38 kg5 15.84 mol) from the previous reaction was charged in a visually clean 100 L reactor equipped with a mechanical stirrer and a thermocouple. The mixture was solvent switched to 2-MeTHF (35 L). This was followed by addition of 2- chloropyrimidine (2.18 kg, 19.01 mol) (endothermic 19 to 140C) and sodium carbonate (5.04 kg, 47.5 mol). To this stirring suspension was added water (11.67 L) (exothermic 15-240C). The thick slurry was degassed with N2 for 40 minutes after which PdCl2(dppf)-CH2Cl2 adduct (0.518 kg, 0.634 mol) was added which causes the reaction to become black. The internal temperature was set to 74 0C and aged for 16 h. An aliquot was taken for HPLC analysis and revealed near complete consumption of the starting boronate (>97% conv.). The reaction was cooled to room temperature, and 12 L of water and 24 L of MTBE were added while maintaining stirring for 10 minutes. This solution was filtered on Solka-Floc and transferred to a 100 L extractor. The flask was further rinsed with 4 L of both MTBE and water (x2) and then another 4 L of MTBE. The layers were cut and the aqueous layers were back-extracted with 21.5 L of MTBE. Assay of the organic layers showed the biaryl ester (2.76 kg, 12.09 mol, 76 % yield). The organics were reloaded into the extractor and 1.26 kg of activated carbon (Darco KB-G grade) was added and the mixture was stirred for 2 h and then filtered over Solka-FIoc. The filter cake was washed with 3 x 10 L of MTBE. Heavy metal analysis revealed 427-493 ppm of Pd and 882-934 ppm of Fe. Assay was 2.381 kg of EbI (66% overall, 86% recovery from DARCO). Data for B^: lH NMR (500MHz, CDCI3, 293K, TMS): 8.78 (d, J – 4.87 Hz, 2 H); 7.97 (d, J = 7.93 Hz, 1 H); 7.51 (s, 1 H); 7.39 (d, J = 7.99 Hz, 1 H); 7.19 (t, J = 4.88 Hz, 1 H); 3.75 (s, 3 H); 2.44 (s, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 1722-12-9.

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2009/143033; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Introduction of a new synthetic route about 1722-12-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1722-12-9, 2-Chloropyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1722-12-9, 2-Chloropyrimidine, 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: C4H3ClN2, blongs to pyrimidines compound. COA of Formula: C4H3ClN2

To a solution of methyl 5-methyl-2-(tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzoate (p59, 1 .51 g, 5.5 mmol) in 2-MeTHF (20 mL), 2-chloropyrimidine (0.756 g, 6.6 mmol) and Sodium carbonate (1 .75 g, 16.5 mmol) were added. To this stirring suspension water (4 mL) was added. The thick slurry was degassed with nitrogen for 40 minutes, then PdCl2(dppf)-CH2Cl2 adduct (0.163 g, 0.2 mmol) was added. The internal temperature was set to 74C and the mixture stirred for 16 hrs. The reaction was gone to completion therefore it was cooled to room temperature and treated with water (6 mL) and diethyl ether (12 mL) while maintaining stirring for 10 minutes. This solution was filtered washing with further diethyl ether (12 mL) and water (8 mL) then 12 mL of diethyl ether more. The layers was separated, organic one was dried and concentrated and the crude purified by FC on silica gel (eluent: Cy/EtoAc 7/3) affording methyl 5-methyl-2-(pyrimidin-2- yl)benzoate (p60, 231 mg, y= 18%). MS (/T7/z): 228.0 [MH]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1722-12-9, 2-Chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Brief introduction of 1722-12-9

The synthetic route of 1722-12-9 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1722-12-9 , The common heterocyclic compound, 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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.

Ice cooled hydriodic acid (Wako Pure Chemical Industries, Ltd.) (14.7 ml, 57%) was added gradually to 3.68 g (32.0 mmoles) of 2-chloropyrimidine (Sigma-Aldrich Corporation), and the reaction mixture was agitated for fifty minutes at 0C. Ice cooled aqueous sodium carbonate solution was added to the reaction solution until the solution was neutral, and aqueous sodium sulfite solution was subsequently added. The product was extracted using diethyl ether, and the organic layer was dried using anhydrous sodium sulfate after it was washed once using a saturated aqueous sodium chloride solution. The solvent was removed, and the pale yellow oil remaining was dissolved in boiling hexane. The solution was left standing to cool, and 3.62 g (17.6 mmoles, 55%) of colorless needle-like crystals (Compound 2) was obtained. The analytical results for Compound 2 obtained (2-iodopyrimidene) are shown below. 1H-NMR (400 MHz, CDCl3, TMS, rt) delta 8.47 (2H, d, J = 4.8 Hz), 7.32 (1H, t, J = 4.9 Hz)

The synthetic route of 1722-12-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National University Corporation Hokkaido University; EP2395055; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 2-Chloropyrimidine

According to the analysis of related databases, 1722-12-9, the application of this compound in the production field has become more and more popular.

Synthetic Route of 1722-12-9, Adding some certain compound to certain chemical reactions, such as: 1722-12-9, name is 2-Chloropyrimidine,molecular formula is C4H3ClN2, 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 1722-12-9.

Under N2, 2-chloropyrimidine (200 g, 1.75 mol) was added in 5 portions to aqueous HI (850 ml, 57% in water) at -10 to -5 C. The mixture was stirred at -10 to -5 C. and the reaction was followed by HPLC. After complete reaction (60 to 120 min), the pH was set to 7.25+/-0.25 with NaOH (30%) and the temperature was increased to 18-23 C. To decolorize the mixture, 16 g Na2SO3 was added, decreasing the pH to 3+/-1. TBME (600 ml) was added to the mixture and the mixture was saturated with NaCl (300 g). The phases were separated and the aqueous phase was extracted with TBME (4¡Á400 ml). The combined organic layers were washed with aqueous Na2SO3 (50 ml) (1%) and water (100 ml). The organic layer was evaporated to dryness and co-evaporated with TBME (100 ml) under vacuum at 45 to 50 C. Yield: 330 g (90%). Assay (HPLC): 98% pure vs. standard.

According to the analysis of related databases, 1722-12-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mergelsberg, Ingrid; Werne, Gerald; US2006/58343; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Properties and Exciting Facts About 2-Chloropyrimidine

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1722-12-9 help many people in the next few years. SDS of cas: 1722-12-9.

Let’s face it, organic chemistry can seem difficult to learn. Especially from a beginner’s point of view. Like 1722-12-9, Name is 2-Chloropyrimidine. In a document, author is Mellado, Marco, introducing its new discovery. SDS of cas: 1722-12-9.

Synthesis, Crystal Structure, and Photophysical Properties of 4-(4-(Dimethylamino)phenyl)-6-phenylpyrimidin-2-amine

The pyrimidine core is present in a wide variety of compounds that show interesting fluorescent properties and have been used as pigments and dyes. In this research, we synthesized 4-(4-(dimethylamino)phenyl)-6-phenylpyrimidin-2-amine (compound 9) from chalcone (8) with 45% yield. We obtained monocrystals of 9 by slow evaporation of dichloromethane as a solvent. Additionally, we measured the photophysical properties of compound 9, and its absorption wavelength (lambda(abs)), molar absorption coefficient (epsilon), excitation wavelength (lambda(exc)) and emission wavelength (lambda(em)), as well as Stokes shift (Delta lambda), increase with increasing solvent polarity. These properties are all related to the stabilization of the excited state by the solvent. On the other hand, the quantum yields (Phi values) in toluene and CH2Cl2 were notable greater than those in other solvents due to their high optical density (OD) and the decrease in the loss of fluorescence by non-radiative processes (C) 2020 Elsevier B.V. All rights reserved.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1722-12-9 help many people in the next few years. SDS of cas: 1722-12-9.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia