Tag: M.W=0-100

Synthetic Route of 288-32-4, 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 288-32-4 as follows.

General procedure: Under an O2 atmosphere, a mixture of 4-methoxyphenylboroic acid (1a, 60.8 mg, 0.40 mmol), imidazole (2a, 13.6 mg, 0.20 mmol), Cu(OAc)2 (3.6 mg, 0.020 mmol), ligand I (3.7 mg, 0.020 mmol), and Triton X-100 (38.8 mg, 0.060 mmol) in H2O (4 mL) was stirred at room temperature for 24 h. The mixture was diluted with brine and extracted with AcOEt (30 mL¡Á3). The organic layer was washed with H2O (10 mL¡Á3) and dried over MgSO4. The solvent was removed under the reduced pressure and the residue was purified by SiO2 column chromatography using AcOEt to give N-(4-methoxyphenyl)imidazole (3aa) (23.0 mg, 66%).

According to the analysis of related databases, 288-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Inamoto, Kiyofumi; Nozawa, Kanako; Kadokawa, Jun; Kondo, Yoshinori; Tetrahedron; vol. 68; 38; (2012); p. 7794 – 7798;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 288-32-4, name is 1H-Imidazole, A new synthetic method of this compound is introduced below., name: 1H-Imidazole

General procedure: A mixture of aryl imidazoles (0.5 mmol), arylboronic acid (1 mmol), K2CO3 (1 mmol), C-1 complex (5 mol %, 9.79 mg) in iso-propanol (1.5 mL) was stirred in a 50 mL oven dried round bottomed flask. After the completion of the reaction (monitored by TLC), the mixture was diluted with 20 mL water. The organic part was extracted with diethyl ether (3 20 mL) followed by drying over anhydrous Na2SO4, and the solvent was evaporated under reduced pressure to obtain the crude product. The residue was then purified with column chromatography using methanol/ethyl acetate (1:9) as eluent to afford the desired product. The purity of the compound was confirmed by 1H NMR, 13CNMR, MS, and melting point data. N-Phenyl imidazole (6a): 1H NMR (400 MHz, CDCl3, d ppm) 8.02 (s, 1H), 7.51-7.47 (m, 2H), 7.41-7.37 (m, 3H), 7.26 (s, 1H), 7.21 (s, 1H). 13C NMR (100 MHz, CDCl3, d ppm): 138.1, 135.9, 130.5, 130.1, 127.6, 121.8, 118.5.

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gogoi, Ankur; Sarmah, Gayatri; Dewan, Anindita; Bora, Utpal; Tetrahedron Letters; vol. 55; 1; (2014); p. 31 – 35;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – 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. 57090-88-7, name is 1H-Imidazole-4-carbonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 1H-Imidazole-4-carbonitrile

To a solution of lH-Imidazole-4-carbonitrile (300 mg, 3.22 mmol) and 4-Fluoro- 3-methoxynitrobenzene (552 mg, 3.22 mmol) in DMF (Volume: 6446 mul) was added K2CO3 (891 mg, 6.45 mmol). The resulting mixture was brought to 120 0C and stirred overnight. The reaction mixture was diluted with EtOAc (20 mL), washed with water (2 x 10 mL), brine (10 mL), dried over MgSO4, filtered and concentrated in vacuo to give 1- (2-methoxy-4-nitrophenyl)-lH-imidazole-4-carbonitrile (698 mg, 2.86 mmol, 89 percent yield). LC-MS (M+H)+ = 245.0. IH NMR (500 MHz, MeOD) delta ppm 8.30 – 8.34 (1 H), 8.19 – 8.23 (1 H), 8.09 – 8.12 (1 H), 8.00 – 8.05 (1 H), 7.71 – 7.79 (1 H), 4.02 – 4.10 (3 H).

The synthetic route of 57090-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BOY, Kenneth M.; GUERNON, Jason M.; MACOR, John E.; OLSON, Richard E.; SHI, Jianliang; THOMPSON, III, Lorin A.; WU, Yong-Jin; XU, Li; ZHANG, Yunhui; ZUEV, Dmitry S.; WO2011/14535; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 288-32-4,Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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.

1H-imidazole (3 g, 44.1 mmol) was dissolved in 2M NaOH (10.6 g, 265.0 mmol)KI (29.3 g, 176.0 mmol)And I2 (22.4 g, 88.0 mmol) in 100 mL of water,Reaction at room temperature for 3 hours,Dropping 6M dilute hydrochloric acid to adjust the pH of the reaction solution to neutral,Produce a lot of solid,Suction filtration,Ethanol recrystallization,Obtained as an off-white solid,Yield 99.0%

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

Reference:
Patent; China Pharmaceutical University; Nanjing University; Lai Yisheng; Sun Qirui; Zou Yi; Xu Qiang; Guo Wenjie; Wang Yan; Wang Fang; Li Yuezhen; (23 pag.)CN107501272; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3034-50-2, These common heterocyclic compound, 3034-50-2, name is Imidazole-4-carbaldehyde, 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.

A mixture of 3C (4.35 g, 21.16 mmol) in anhydrous dichloroethane (60 mL) was treated with imidazole-4-carboxaldehye (1B, 2.79 g, 28.99 mmol) and AcOH (0.35 mL, 6 mmol). The mixture was stirred at RT for 10 min and then treated with NaBH(OAc)3 (15.36 g, 72.48 mmol). The reaction mixture was stirred at RT overnight, and quenched with 2N NaOH solution, concentrated under vacuum. The residue was diluted with water (50 mL) and extracted with EtOAc (4¡Á100 mL). The organic layer was dried (MgSO4), filtered, and concentrated under vacuum. Chromatography (DCM containing 1 to 5% of 7N NH3 in MeOH) provided 3D (5.56 g, 89%). MS m/z 261 (MH+).

The synthetic route of 3034-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation and Pharmacopeia Drug Discovery, Inc.; US2007/93477; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 10111-08-7, 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. 10111-08-7 name is Imidazole-2-carboxaldehyde, This 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: To a solution of 1H-imidazole-2-carbldehyde (13 mmol) and potassium carbonate (16 mmol) in DMF (13 mL) was added alkyl bromide (16 mmol), and the reaction mixture was stirred at 50 C for 6 h. The inorganic solids were removed by filtration, and the filtrate was diluted with water and extracted with diethyl ether. The combined organic extracts were dried over anhydrous magnesium sulfate, and the volatile components were evaporated under vacuum to give the respective product.

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

Reference:
Article; Samaan, Nawras; Zhong, Qiu; Fernandez, Jayjoel; Chen, Guanglin; Hussain, Ali M.; Zheng, Shilong; Wang, Guangdi; Chen, Qiao-Hong; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 123 – 131;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 31722-49-3, 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 31722-49-3 as follows.

A mixture of (2R ,5R)-5-chloromethyl-4-{2-[6-(4-fluoro-benzyl)-3, 3-dimethyl-2, 3-dihydro-pyrrolo[3,2-b]pyridin- 1 -yl]-2-oxo-ethyl}-2-methyl-piperazine- 1 -carboxylic acid tert-butyl ester(0.10 g, 0.18 mmol), 2-cyanoimidazole (0.025 g, 0.27 mmol), potassium carbonate (0.10 g, 0.72 mmol) and potassium iodide (0.09 g, 0.54 mmol) in acetonitrile (5 mL) was heated at 90 O for 18 h, cooled, then partitioned between water (30 mL) and DCM (3 x 20 mL). Thecombined organic extracts were dried and evaporated to give an oil. Chromatography (Si02,0 – 100% EtOAC in petrol gradient) gave the title compound (0.102 g) as an oil. MS: [M+H]= 602.

According to the analysis of related databases, 31722-49-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; CHESSARI, Gianni; JOHNSON, Christopher Norbert; PAGE, Lee William; MILLEMAGGI, Alessia; HOWARD, Steven; SAXTY, Gordon; HEIGHTMAN, Thomas Daniel; WO2014/60768; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 616-47-7, name is 1-Methyl-1H-imidazole, A new synthetic method of this compound is introduced below., name: 1-Methyl-1H-imidazole

General procedure: [BSTMG][HSO4]: 1,1,3,3-tetramethylguanidine (0.2 mol) and 1,4-butane sultone (0.2 mol) were charged into a 250 mL round bottom flask equipped with a reflux condenser. Then the mixtures were stirred at 353 K for 7 h. The obtained white solid zwitterion was washed several times with toluene to remove non-ionic residues and dried in vacuum. After that, a stoichiometric amount of sulphuric acid (0.2 mol) was added dropwise and the mixture was stirred for 10 h at 343 K. A kind of viscous ionic liquid phase was obtained and was washed by ether for several times. The ionic liquid was dried in vacuum for 2 h. The ionic liquids [BSTMG][CF3SO3], [BSTMG][CF3CO2], [BSPy][HSO4], [BSIMI][HSO4]and [BSEt3N][HSO4] were prepared by the same procedure.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Wu, Li; Li, Zhen; Wang, Fang; Lei, Min; Chen, Jing; Journal of Molecular Catalysis A: Chemical; vol. 379; (2013); p. 86 – 93;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, molecular formula is C4H4N2O, 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. Recommanded Product: Imidazole-2-carboxaldehyde

Compound 234.1. lH-Imidazole-2-carbonitrile. Into a 1-L round-bottom flask, was placed a solution of lH-imidazole-2-carbaldehyde (5 g, 52.04 mmol) in NN- dimethylformamide (200 mL). Triethylamine (10.8 mL, 77.97 mmol), hydroxylamine hydrochloride (3.95 g, 56.84 mmol, 1.10 equiv), 1-propanephosphonic anhydride solution and 2,4,6-tripropyl-l,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide solution (T3P) (36.4 g, 114.40 mmol) were added to the reaction. The reaction mixture was stirred for 4h at 100 C, cooled and then quenched with 500 mL of water/ice. The aqueous phase was extracted with 3 x 1L of ethyl acetate, then the combined organic layers was washed with 2 x 1L of brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1/2) as eluent to furnish 2 g (41%) of the title compound as an off-white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10111-08-7, its application will become more common.

Reference:
Patent; 3-V BIOSCIENCES, INC.; HEUER, Timothy Sean; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2015/95767; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3034-50-2,Some common heterocyclic compound, 3034-50-2, name is Imidazole-4-carbaldehyde, molecular formula is C4H4N2O, 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.

(i) Preparation of 1-(triphenylmethyl)-1H-imidazol-4-carboxaldehyde (7): To a stirred suspension of 4-imidazole carboxaldehyde (from Maybridge Chemicals, United Kingdom) (35.0 g, 364 mmol) and triethylamine (55.8 mL; 400 mmol) in dichloromethane (2 L), was added a solution of triphenylmethyl chloride in dichloromethane (600 mL) while maintaining the reaction temperature at approximately 15 C. with a cooling bath. The resultant solution was warmed to room temperature and stirred for 19 h. Washed the reaction solution with a solution of saturated brine and water (1:3.5; 3*600 mL), followed by brine (1*800 mL). Dried over sodium sulfate; filtered to remove drying agent; and removed solvent under vacuum to obtain the desired tritylated product (7) as an off-white solid. MP 186.5-194 C. [Trituration of this product with ether yielded a cream-colored powder with mp 195-197 C.]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Imidazole-4-carbaldehyde, its application will become more common.

Reference:
Patent; Shih, Neng-Yang; Aslanian, Robert G.; Piwinski, John J.; Lupo JR., Andrew T.; Afonso, Adriano; US2002/82272; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem