Month: April 2022

Synthetic Route of 1132-37-2 , The common heterocyclic compound, 1132-37-2, name is Dipyridin-2-ylmethane, molecular formula is C11H10N2, 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.

[0158] Benzyl potassium 4.0 g (30.5 mmol) was added into a solution of dipyridin-2-ylmethane 5.2 g (30.5 mmol) in 100 mL THF at -70 C. over 10 minutes. The mixture was stirred at ambient temperature for 16 hours after which the bright yellow mixture was filtrated and washed with THF. Solvents were evaporated and the product washed with pentane and evaporated to yield a bright yellow solid which on the basis of the 1H-NMR spectrum in DMSO-d6 was [DPM-K+] [THF]0.5. Yield 5.44 g (73.0%) based the THF complex (Mw=244.35 g mol-1). The product decomposed during ETMS analysis. Elemental analysis calculated for [DPM-K+] [THF]0.5: C 64.6%, H 4.8%, N 12.0%, K 21.9%. Found: C 63.9%, H 5.36%, N 11.46%, K 16.0%. NMR spectra were recorded at +22.7 C., +50 C. and at +70 C. in DMSO-d6. The complex shows fluxional behaviour in NMR with increasing temperature which is caused by the transition between the two resonance structures A and B. The peaks coalescence at +70 C. The singlet bridgehead proton is exchanged slowly with the methyl deuterium of DMSO-d6 which is seen as an appearing triplet in 13C-NMR. 1H-NMR in DMSO-d6 at +70 C. delta: 8.20 and 6.25 (broad coalesence peaks, 2H, from HaHa’), 7.65 (d, 2H, from HdHd’), 6.78 (broad, 2H, from HbHb’), 5.76 (broad, 2H, from HcHc’), 4.62 (S, 1H, exchangeable proton He). 13C-NMR in DMSO-d6 at delta: 160.2, 147.9, 147.8, 132.3, 131.2, 116.9, 114,3, 105.3, 103.3, triplet 87.2 from exchanged CHeDMSO-d6. 13C-CPMAS delta: 163, 150, 138, 119, 109, 82.

The synthetic route of 1132-37-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Andell, Ove; Maaranen, Janne; Hoikka, Jouni; Vanne, Tiina; Rautio, Soile; US2003/225275; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6318-51-0, 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. 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone. A new synthetic method of this compound is introduced below.

0.2 g of (4-chlorophenyl) (2-pyridyl) methanone was dissolved in 2 mL of hydrogen peroxide (mass concentration of 30% aqueous solution) 1.0 mL of acetic acid was added and the reaction was heated to 85 C. for 12 h. The progress of the reaction was monitored by TLC until the reaction was complete. The mixture was saturated with sodium bicarbonate, extracted with dichloromethane, washed, and the organic phases were combined, dried over anhydrous sodium sulfate, filtered, Removal of the solvent gave 0.21 g of a white solid in 95% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6318-51-0, (4-Chlorophenyl)(pyridin-2-yl)methanone, and friends who are interested can also refer to it.

Reference:
Patent; Yichang Renfu Pharmaceutical Co., Ltd.; China Three Gorges University; Fu Yigang; Lv Jinliang; Zhou Haifeng; Wang Baigui; Cao Lu; Zheng Huazhang; Tian Luanyuan; Li Shiqun; Li Lie; Du Wentao; (13 pag.)CN106938995; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6960-22-1, name is 6-Methylnicotinamide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Methylnicotinamide

Example 4: Synthesis of 106Step 1 :3.00 g (22.0 mmol) 6-methylnicotinamide is dissolved in 10 ml THF under argon-atmosphere and 34 ml (34 mmol; 1.5 eq.) 1 M lithium aluminum hydride in THF are added. After 45 min additional lithium aluminum hydride (1.22 g; 1.5 eq.) in 40 ml THF is added. The reaction mixture is heated to 60C for 24 h under stirring. The reaction mixture is carefully quenched under stirring with isopropyl alcohol, methanol and finally water at 0C. The solvent is removed under vacuum. After addition of 100 ml 2N NaOH solution and 100 ml DCM the white precipitate is centrifuged off and the aqueous layer is extracted 4 times with 60 ml DCM. The combined organic layers are dried over magnesium sulphate and the solvent is removed under reduced pressure yielding 1.57 g (12.9 mmol; 58%) of the amine 2 which is used without further purification for subsequent reaction steps.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 6960-22-1, 6-Methylnicotinamide.

Reference:
Patent; JERINI AG; WO2006/128670; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72648-12-5, 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.72648-12-5, name is 2-Chloro-3-(trichloromethyl)pyridine, molecular formula is C6H3Cl4N, molecular weight is 230.91, as common compound, the synthetic route is as follows.

The 2-chloro-3-trichloromethylpyridine is hydrolyzed to obtain a 2-chloronicotinic acid reaction product, and the reaction formula is as follows

Statistics shows that 72648-12-5 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-3-(trichloromethyl)pyridine.

Reference:
Patent; Weifang Xinlv Chemical Co., Ltd.; Han Zengrui; Sun Zaichen; Han Zhiren; Zhang Jinwang; Jiang Dongsheng; (10 pag.)CN110229098; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1137-67-3, 2-(Pyridin-3-yl)-1H-benzo[d]imidazole, 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, Product Details of 1137-67-3, blongs to pyridine-derivatives compound. Product Details of 1137-67-3

A reaction mixture of CdI2 (73.2 mg, 0.2 mmol), 3-PyBim (19.5 mg, 0.1 mmol), and water(10 ml) was added to a 15 ml Teon reactor under autogenous pressure at 160 C for 3 days and then cooled to room temperature at 5 C h-1. Pale yellow crystals of 1 suitable for diffraction analysis were obtained. (31 mg, Yield: 25.2%). Analysis found (%): C, 48.89; H, 3.50;N, 13.95; requires (%): C, 48.00; H, 3.52; N, 13.99; IR (KBr, cm-1): 3493 (m), 3169 (w), 3051 (w),3010 (w), 2993 (w), 2929 (w), 2887 (w), 2794 (w), 2717 (w), 2603 (w), 2189 (w), 1581 (m), 1483(m), 1433 (s), 1317 (m), 1280 (m), 1226 (m), 1192 (m), 1120 (m), 1047 (m), 966 (m), 923 (w),817 (m), 744 (s), 700 (m), 638 (m), 408 (w).

The synthetic route of 1137-67-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Jin-Hua; Tang, Gui-Mei; Qin, Ting-Xiao; Wang, Yong-Tao; Cui, Yue-Zhi; Ng, Seik Weng; Journal of Coordination Chemistry; vol. 70; 7; (2017); p. 1168 – 1189;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 147619-40-7, 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.147619-40-7, name is 5-Chloro-4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C7H5ClN2O2, molecular weight is 184.58, as common compound, the synthetic route is as follows.

Add in 100ml three-necked flask5-chloro-4-methoxy-3-cyano-2- (1H) pyridone,48percent hydrobromic acid 40 ml,Heated to 70-80 ° C dissolved,Reaction for about 1-2 hours,Generate a lot of solid,TLC monitors the reaction to the end.The reaction system was filtered,Wash the filter cake with a small amount of purified water.The filter cake was dissolved with 100 ml of a 3percent aqueous solution of potassium carbonate,And then pre-mixed with 4N hydrochloric acid to adjust the pH to 3-4,Precipitation of a large number of solid,After stirring for 0.5 hours,The filter cake was beaten with 5 ml of methanol and 50 ml of dichloromethane,After stirring for 0.5 hours,Filter cake in 55-60 blast drying,Get class white solid,That is, structural analogues E,Weight 4.3g, yield 50.4percent.

The chemical industry reduces the impact on the environment during synthesis 147619-40-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Nanjing Zhengda Tianqing Pharmaceutical Co., Ltd.; Zheng, Likang; Guo, Xuan; Zhang, Ping; Zhang, Linlin; Chai, Yuzhu; Xu, Dan; Yang, Zhimin; Tian, Zhoushan; (14 pag.)CN104592102; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 562825-95-0, name is N-Ethyl-3-nitropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Safety of N-Ethyl-3-nitropyridin-4-amine

A mixture consisting of ethyl (3-nitropyridin-4-yl) amine (11.76 g, 70 MMOL) in acetic acid (140 mL) with sodium acetate (28.7 g, 350 MMOL) and bromine (13.44 g, 84 MMOL) was stirred in a sealed flask at 100 C for 18 h. Most of the solvent was removed in vacuo and the residue partitioned between CH2CI2 and water and the aqueous layer basified with NAHCO3. The organic extract was washed with water then brine, dried (NA2SO4) and all volatiles removed in vacuo. The residue was chromatographed on silica gel eluted with ethyl acetate: hexane (2: 8) to afford the title compound (10.4 g, 60%). MS: (M+H) + = m/z 246.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 562825-95-0, N-Ethyl-3-nitropyridin-4-amine.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/11700; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 936841-69-9, name is 4-(Trifluoromethyl)picolinonitrile, molecular formula is C7H3F3N2, 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. Safety of 4-(Trifluoromethyl)picolinonitrile

To 72 ml of ethanol were added 6.18 g of sodium bicarbonate and 5.1 1 g of hydroxylamine hydrochloride, and the mixture was heated to reflux for 45 minutes. After allowing to cool, 6 g of 2-cyano-4-trifluoromethylpyridine was added at 0C, and the mixture was stirred, and concentrated. To the residue was added water, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 5 g of 4-trifluoromethylpyridine-2- carboxamide=oxime. 4-Trifluoroemthylpyridine-2-carboxamide=oxime 1H-NMR (DMSO-d6): 6.00 (bs, 2H), 7.80 (d, IH), 8.06 (s, IH), 8.86 (d, IH), 10.19 (s, IH)

With the rapid development of chemical substances, we look forward to future research findings about 936841-69-9.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/66786; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 53174-98-4, 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. 53174-98-4, name is Thieno[2,3-b]pyridine-2-carbaldehyde. A new synthetic method of this compound is introduced below.

General procedure: A solution of the p-toluenesulfonhydrazide (5.5 mmol) and the appropriate heterocarbonyl compound (5 mmol) in MeOH (12 mL) and 10% HCl (0.05 mL) was heated at reflux for 24 h. The reaction mixture was cooled to room temperature; the final product was filtered and purified by crystallization.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53174-98-4, Thieno[2,3-b]pyridine-2-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Garcia-Carrillo, Mario Alfredo; Guzman, Angel; Diaz, Eduardo; Tetrahedron Letters; vol. 58; 20; (2017); p. 1952 – 1956;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 60186-15-4, name is 2,4-Difluoro-5-nitropyridine, the common compound, a new synthetic route is introduced below. SDS of cas: 60186-15-4

4-(2-Fluoro-5-nitropyridin-4-yl)morpholine. In a 50 mL round-bottom flask vial was dissolved 2,4-difluoro-5-nitropyridine (175.7 mg, 1.098 mmol) in tetrahydrofuran (5 mL) to give a tan solution. After cooling to -40C, morpholine (0.080 mL, 0.918 mmol) was added, followed by Et3N (0.256 mL, 1.83 mmol). The cloudy yellow mixture was stirred at-40 C – 0C for 3 h. The mixture was concentrated togive a yellow solid. The solid was purified by flash column chromatography on silica gel, eluting with 60% ethyl acetate/hexane, to afford the desired product (209 mg, 100%) as a yellow solid: 1H NMR (400 MHz, Chloroform- d) delta 8.60 (s, 1H), 6.42 (s, 1H), 3.96 – 3.81 (m, 4H), 3.33 – 3.18 (m, 4H);19F NMR (376 MHz, Chloroform-d) delta -61.42.

The synthetic route of 60186-15-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; VRUDHULA, Vivekananda M.; PAN, Senliang; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69594; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem