Tag: M.W=0-100

Electric Literature of 1072-62-4,Some common heterocyclic compound, 1072-62-4, name is 2-Ethyl-1H-imidazole, molecular formula is C5H8N2, 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.

General procedure: (bromomethyl)-5-fluorophenyl)(2-fluoro-4,5-dimethoxyphenyl)methanone 4 (0.25 g, 0.68 mmol, 1.0 equiv) and 4-hydroxyl piperidine (150 muL, 1.35 mmol, 2.0 equiv) weredissolved in anhydrous dichloromethane (10 mL) and dryK2CO3 (100 mg, 0.72 mmol, 1.1 equiv) was added, and thenthe mixture was stirred at room temperature for 12 h. Thesolvent was removed by rotary evaporation and the residuewas purified by flash column chromatography over silica gelwith the system (14% ethyl acetate/petroleum ether, adding1.4% ammonia water) to obtain compound (5-fluoro-2-((4-hydroxypiperidin-1-yl)methyl)phenyl) 2-fluoro-4,5-dimethoxyphenyl)methanone 5a (0.2 g, 77%) as a yellow solid.The intermediates 5b-5g, 7a-7k, 9a-9g, 11a-11b wereprepared in a similar manner

The synthetic route of 1072-62-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Feng, Xiu E; Kong, De Peng; Ban, Shu Rong; Ge, Rui; Li, Qing Shan; Medicinal Chemistry Research; vol. 28; 8; (2019); p. 1319 – 1337;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 57090-88-7, A common heterocyclic compound, 57090-88-7, name is 1H-Imidazole-4-carbonitrile, molecular formula is C4H3N3, 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.

General procedure: A solution of 4-cyano-1H-imidazole (1000 mg, 10.74 mmol), 4-iodo -2-(trifluoromethyl)pyridine (3800 mg,14 mmol), (1R,2R)-N1,N2-dimethyl cyclohexane -1,2-diamine (150 mg, 1.07 mmol), CuI (200 mg, 1.07 mmol) and Cs2CO3 (7000 mg, 21.5 mmol) in 20 mL anhydrous DMF was stirred at 100 oC for 2 hours. The reaction mixture was cooled to room temperature and poured into 200 mL water. The mixture was extracted with ethyl acetate (80 mL*3). The organic layer were combined, washed by brine, dried by Na2SO4 and evaporated. The crude product was purified by silica flash column to afford compound 2 as white solid(1.5 g, 59percent yield).

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; Zheng, Qiangang; Chen, Ziqi; Wan, Huixin; Tang, Shuai; Ye, Yan; Xu, Yuan; Jiang, Lei; Ding, Jian; Geng, Meiyu; Huang, Min; Huang, Ying; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3808 – 3812;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route 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.

A. 1-Trityl-4-carboxaldehyde-1H-imidazole (cas No.33016-47-6) According to procedure outlined in J. Med. Chem. 2002, 45(1), 177, to imidazole-4-carboxaldehyde (15.0 g, 156.2 mmol) in DMF (300 mL) is added triethylamine (43.8 ml, 312 mmol) followed by trityl chloride (44.4 g, 159.0 mmol). The reaction mixture is stirred at ambient temperature for 18 h before the solvent is removed in vacuo. The resulting solid is dissolved in dichloromethane and washed with sodium bicarbonate and water. The organic phase is concentrated in vacuo to give the desired material as a solid.

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; Ksander, Gary Michael; Meredith, Erik; Monovich, Lauren G.; Papillon, Julien; Firooznia, Fariborz; Hu, Qi-Ying; US2007/49616; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 288-32-4, name is 1H-Imidazole, belongs to imidazoles-derivatives compound, 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 288-32-4, COA of Formula: C3H4N2

General procedure: A THF solution of imidazole (1 equivalent) is added to a suspension of NaH (1.1 equivalents) (60 % in paraffin oil) previously stirred in n-hexane for 15 min. The imidazole solution is added dropwise over a period of 25-30 min at 5-10 C to avoid vigorous liberation of H2 gas. Once H2 gas evolution ceased, the suspension of imidazole sodium is stirred at RT for 2-3 h to favor complete formation of NaIm salt. To this suspension, corresponding R-Br (0.90 equivalents), was added dropwise over a period of 30 min and further stirred for 3 h or longer to achieve uniform mixing indicated by vertex formation. The thoroughly stirred reaction mixture then was refluxed overnight at 60-65 C. The reaction mass was then allowed to cool and filtered to remove NaBr salt. THF is removed under a rotary evaporator and DCM is added to the resultant brownish liquid followed by the addition of activated charcoal and anhydrous Na2SO4, stirred for 2-3 h and filtered over Celite. A Celite bed was washed with DCM and DCM removed under vacuum leading to a pale yellowish liquid. The NMR spectra checked in CDCl3 and matches with literature reports [20].

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.

Reference:
Article; Aher, Sainath Babaji; Bhagat, Pundlik Rambhau; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5587 – 5596;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 693-98-1, 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 693-98-1 as follows.

Step 3aIodine (18.5 g, 73.1 mmol) was dissolved in 90 mL of chloroform. 2-Methylimidazole (3.0 g, 36.5 mmol) in 90 mL of 2M NaOH solution was added slowly.The cloudy mixture cleared to two phases by 2.5 h.The layers were separated and acetic acid (10.5 mL, 183 mmol) was added to the organic layer to neutralize the reaction (to pH~5-6).A solid appeared which was filtered off and recrystallized from warm acetonitrile to afford 8.5 g (69percent) of 4,5-diiodo-2-methyl-1H-imidazole. (M+H)+=334.

According to the analysis of related databases, 693-98-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hendricks, Robert Than; Hermann, Johannes; Kondru, Rama; Lou, Yan; Lynch, Stephen M.; Owens, Timothy D.; Soth, Michael; US2011/230462; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1072-62-4, name is 2-Ethyl-1H-imidazole, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 2-Ethyl-1H-imidazole

To a stirred slurry of9.95 g (0.125 mole) copper oxide in 100 mL 2% aqueous acetic acid at 95 0C was added 25.24 g (0.263 mole) 2-ethylimidazole. The mixture was brought to a boil and maintained under reflux for several hours. The resulting slurry was filtered and the solids washed with water and dried at 105 0C to give a brown powder. The product (23.92 g, 75% yield) gave a unique X-ray diffraction pattern and was confirmed to have the composition of copper 2- ethylimidazolate, by elemental analysis. Some unreacted copper oxide was present in the product.

The synthetic route of 1072-62-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; U.S. BORAX INC.; WO2007/87434; (2007); A2;,
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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C4H4N2O

General procedure: To a mixture of formylimidazole 1 and K2CO3 in DMF, the required bromide or mesylate was added and the reaction mixture was stirred overnight under atmosphere of nitrogen at rt. The resulting suspension was cooled to room temperature (rt) and filtered. Water was added to the filtrate and the resulting solution was extracted with Et20 (3 x 25 mL). The organic layer was dried over MgS04 and evaporated to give the corresponding alkylimidazole-2- carbaldehyde. l-(3-Azidopropyl) imidazole-2-carbaldehyde oxime (RS138B). Prepared according to the general method A using formylimidazole 1 (0.50 g, 5.2 mmol), K2CO3 (0.72 g, 5.2 mmol), and 3-azidopropyl methanesulfonate (1.1 g, 6.2 mmol) in DMF (20 10 mL). Yellow oil 2f (0.62 g, 67 %).

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:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; THE SCRIPPS RESEARCH INSTITUTE; TAYLOR, Palmer; RADIC, Zoran; FOKIN, Valery; WO2015/57822; (2015); 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. 930-62-1, name is 2,4-Dimethylimidazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H8N2

Preparation 14 Ethyl N-trifluoroacetyl-N-(2-nitro-5-[2,4-dimethylimidazol-1-yl]benzyl)glycinate STR36 A mixture of 2,4-dimethylimidazole (6.25 g), ethyl N-trifluoroacetyl-N-(5-fluoro-2-nitrobenzyl)glycinate (22.0 g) and sodium carbonate (6.62 g) was stirred and heated at 130 for 2 hours. Volatile material was removed from the cooled mixture in vacuo and the residue was partitioned between ethyl acetate (200 cm3) and water (100 cm3). The organic phase was washed with water (2*25 cm3), dried (MgSO4), and evaporated in vacuo to give an oil which was chromatographed on silica (Merck “MK 60.9385” [Trade Mark]) eluding with ethyl acetate:methanol, 1:19. Combination and evaporation of the appropriate fractions gave an oil which crystallized on trituration with ether to afford the title compound, m.p. 172.5-176 (3.1 g). Analysis %: Found: C,50.7; H,4.8; N,12.7; Calculated for C18 H19 F3 N4 O5: C,50.5; H,4.5; N,13.1.

The synthetic route of 930-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4783467; (1988); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 288-32-4, name is 1H-Imidazole, belongs to imidazoles-derivatives compound, 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 288-32-4, name: 1H-Imidazole

General procedure: To a stirred solution of 500 mg of the appropriate bromide 12 or 13 in 25 mL anhydrous acetone, under N2 at room temperature, is added 1.5 eq. of the desired nitrogenous heterocycle followed by 1.5 eq. of K2CO3 and 0.05 eq. of KI. The reaction mixture is left to react overnight at reflux temperature. The resulting solution is diluted with 100 mL of water and extracted with 3 × 30 mL EtOAc. The organic fractions are combined, washed twice with 30 mL KOH 1 M, twice with brine, dried over MgSO4, filtered and concentrated. The residue is purified by silica gel circular chromatography (eluent: EtOAc/Hex or MeOH/CH2Cl2) to yield the pure heterocyclic compounds. 1-substituted-1H-1,2,3-triazoles and 2-substituted-2H-1,2,3-triazoles (17/18, 19/20) were obtained simultaneously. These isomers were separated by silica gel circular chromatography.

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, 1H-Imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Doiron, Jeremie; Soultan, Al Haliffa; Richard, Ryan; Toure, Mamadou Mansour; Picot, Nadia; Richard, Remi; Cuperlovic-Culf, Miroslava; Robichaud, Gilles A.; Touaibia, Mohamed; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 4010 – 4024;,
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., Product Details of 616-47-7

1-methylimidazole (1 mmol, 82.1 mg),Perfluoro iodobutane (3.1 mmol, 1072 mg) was placed in a 10 mL round bottom flask.Potassium tert-butoxide (2.2 mmol, 246.9 mg) was addedAnd 5mL of toluene, stirring at room temperature for 3 hours,TLC monitored the endpoint of the reaction.After the toluene was removed by rotary evaporation, the mixture was washed with water and extracted with dichloromethane. The organic phase was collected and dried. The dichloromethane was removed by rotary evaporation to give a crude product.The crude product was subjected to silica gel column chromatography with petroleum ether and ethyl acetate as eluents (ratio by volume = 15:1).The product 1 was obtained: 2-iodo-1-methylimidazole (white solid, 72 mg, 35%).Product 2: 2,5-diiodo-1-methylimidazole (white solid, 210 mg, 63%)

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:
Patent; Liaoning University; Liang Fushun; Liu Xia; Han Zhengbo; Su Zhongmin; (10 pag.)CN107501023; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem