Tag: M.W=0-100

288-32-4, 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.

General procedure: In a 50mL RB, N-H heterocycles (1.0mmol), aryl halide (1mmol), Cu(II)Pc (0.01mmol), NaOH (1.5mmol) and DMSO (2mL) was added. This reaction mixture was stirred to a preheated oil bath at 100C for 8-12h. After completion of the reaction, it was cooled to room temperature and 20mL ethyl acetate was added. It was filtered; solid catalyst was separated and washed with 2¡Á5mL ethyl acetate. The washing and filtrate were combined and washed with water. Ethyl acetate was removed under reduced pressure and product was purified with column 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; Yadav, Kumar Karitkey; Narang, Uma; Bhattacharya, Soumee; Chauhan, Shive M.S.; Tetrahedron Letters; vol. 58; 31; (2017); p. 3044 – 3048;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 7098-07-9, name is 1-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. 7098-07-9

Intermediate la 1 -Ethyl-5 -iodo- 1 H-imidazole In a 100 mL three-necked flask, TMEDA (2.86 g, 3.72 ml, 24.7 mmol, Eq: 2.37) was combined with pentane (10 ml) to give a colorless solution. N-BuLi 1.6M in hexane (15.6 ml, 25.0 mmol, Eq: 2.4), followed by 1 -ethyl- 1 H-imidazole (1 g, 10.4 mmol, Eq: 1.00) were added dropwise at -25¡ãC for 30 min. The reaction mixture was stirred at RT for 1 h (light yellow suspension). Afterwards, the suspension was cooled to -65¡ãC and THF anhydrous (30 ml) was added (-65¡ãC to -48¡ãC). A solution of iodine (3.83 g, 15.1 mmol, Eq: 1.45) in THF anhydrous (20 ml) was added dropwise to the reaction mixture (internal temperature remained below -55¡ãC) => brown suspension. Stirring was continued as the reaction was gradually warmed to 0¡ãC during 1.3 hours (brown milky solution). Eventually, the reaction was quenched by adding 4 mL of methanol. Work up: The reaction mixture was poured into 50 mL sat. Na2S03 and extracted with EtOAc (2 x 100 mL). The organic layers were combined, washed with brine, dried over Na2S04, and concentrated i. V. Purification : The crude material was purified by flash chromatography (silica gel, 50 g, 20percent to 100percent EtOAc in heptane) to provide in the more polar fractions 417 mg of the desired title compound as yellow oil. MS (ESI): 222.9 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7098-07-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; MOHR, Peter; TAN, Xuefei; WO2013/120771; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 7098-07-9, name is 1-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. 7098-07-9

Intermediate la 1 -Ethyl-5 -iodo- 1 H-imidazole In a 100 mL three-necked flask, TMEDA (2.86 g, 3.72 ml, 24.7 mmol, Eq: 2.37) was combined with pentane (10 ml) to give a colorless solution. N-BuLi 1.6M in hexane (15.6 ml, 25.0 mmol, Eq: 2.4), followed by 1 -ethyl- 1 H-imidazole (1 g, 10.4 mmol, Eq: 1.00) were added dropwise at -25¡ãC for 30 min. The reaction mixture was stirred at RT for 1 h (light yellow suspension). Afterwards, the suspension was cooled to -65¡ãC and THF anhydrous (30 ml) was added (-65¡ãC to -48¡ãC). A solution of iodine (3.83 g, 15.1 mmol, Eq: 1.45) in THF anhydrous (20 ml) was added dropwise to the reaction mixture (internal temperature remained below -55¡ãC) => brown suspension. Stirring was continued as the reaction was gradually warmed to 0¡ãC during 1.3 hours (brown milky solution). Eventually, the reaction was quenched by adding 4 mL of methanol. Work up: The reaction mixture was poured into 50 mL sat. Na2S03 and extracted with EtOAc (2 x 100 mL). The organic layers were combined, washed with brine, dried over Na2S04, and concentrated i. V. Purification : The crude material was purified by flash chromatography (silica gel, 50 g, 20percent to 100percent EtOAc in heptane) to provide in the more polar fractions 417 mg of the desired title compound as yellow oil. MS (ESI): 222.9 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7098-07-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; HORNSPERGER, Benoit; KUHN, Bernd; MAERKI, Hans, P.; MAYWEG, Alexander, V.; MOHR, Peter; TAN, Xuefei; WO2013/120771; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3034-50-2, A common heterocyclic compound, 3034-50-2, name is Imidazole-4-carbaldehyde, molecular formula is C4H4N2O, 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 mixture of 10 (1.03 g, 10.7 mmol) and TrCl (3.29 g, 11.8 mmol, 1.1 eq) in MeCN (45 mL) was added Et3N (2.5 mL, 18.0 mmol, 1.7 eq) at rt. After stirring for 2 h, hexane (3 mL) and H2O (40 mL) were added and the mixture was filtered. The resultant cake was washed with water three times and dried in a house vacuumoven at 50 C to afford 18 (3.42 g, 95%) as a white powder.1H NMR (500 MHz, CDCl3) delta 7.10-7.13 (m, 5H), 7.35-7.38 (m, 10H), 7.53 (d, J = 1.1 Hz, 1H), 7.61 (d, J =1.7 Hz, 1H), 9.88 (s, 1H)

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

Reference:
Article; Yamashita, Megumi; Shimizu, Keita; Koizumi, Yasuaki; Wakimoto, Toshiyuki; Hamashima, Yoshitaka; Asakawa, Tomohiro; Inai, Makoto; Kan, Toshiyuki; Synlett; vol. 27; 19; (2016); p. 2734 – 2736;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 3034-50-2 as follows. 3034-50-2

18-1-1 1-Trityl- 1 H-imidazole-4-carbaldehyde; To a solution containing 1 g (10.4 mmol) of 1 H-imidazole-4-carbaldehyde and 3.18 g (1 1 .4 mmol) of trityl chloride suspended in 28 ml. of acetonitrile are added dropwise 2.5 ml. (17.7 mmol) of triethylamine. After stirring for 2 hours at room temperature, 30 ml_ of water are added and the crude reaction product is filtered. 3.2 g in the form of a beige-coloured powder are obtained and used in the following step without further purification.

According to the analysis of related databases, 3034-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; BOUIX-PETER, Claire; SUZUKI, Itaru; PELISSON, Isabelle; COLLETTE, Pascal; TABET, Samuel; LAFITTE, Guillaume; WO2010/52255; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, Adding some certain compound to certain chemical reactions, such as: 288-32-4, name is 1H-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 288-32-4.

General procedure: In a representative procedure, organic substrates (1.0 mmol)were added to a solution of acetonitrile/water (1:1, 8 cm3)containing KBr (2 mmol). An accurately weighed amount ofcompound 2 (1.0 mmol) was added to the reaction mixtureat room temperature with continuous stirring. Stirring wascontinued for a further period of ca. 4-5 h. The completionof the reaction was monitored by thin-layer chromatography(TLC). The reaction products as well as the unreactedorganic substrates were separated by column chromatography.The reaction products were analyzed by GC-MS usingbenzophenone as internal standard.

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 288-32-4.

Reference:
Article; Das, Nandita; Chowdhury, Shubhamoy; Purkayastha, Ranendra N. Dutta; Monatshefte fur Chemie; vol. 150; 7; (2019); p. 1255 – 1266;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

10111-08-7, 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. 10111-08-7, name is Imidazole-2-carboxaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 36 triphenylmethylchloride (640mg, 2.3mmol) in 37 dichloromethane (1mL) was added to a mixture of 2-imidazolecarboxadehyde (200mg, 2.1mmol) and 38 potassium carbonate (1.44g, 10.4mmol) in 39 dimethylformamide (1.5mL). The mixture was stirred at 60C overnight and then cooled down to room temperature. The reaction mixture was extracted with ethyl acetate, the combined extracts were dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by preparative thin layer chromatography eluting with 40% ethyl acetate in 40 hexane to provide 11 9 as a white to light-yellow solid in 32% yield. 1H NMR (300MHz, CDCl3) delta 9.23 (s, 1H), 7.38-7.29 (m, 10H), 7.13-7.10 (m, 6H), 7.02 (s, 1H). The 1H NMR data are consistent with those reported in the literature.17

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; Patanapongpibul, Manee; Zhang, Changde; Chen, Guanglin; Guo, Shanchun; Zhang, Qiang; Zheng, Shilong; Wang, Guangdi; Chen, Qiao-Hong; Bioorganic and Medicinal Chemistry; vol. 26; 16; (2018); p. 4751 – 4760;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

7098-07-9, name is 1-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. 7098-07-9

General procedure: B(OH)3 (7.43 g, 121.80 mmol) was dissolved in a warm MeOH/H2O (100 ml, 1:1) 100 ml. 1-Methylimidazole (2.00 g, 24.36 mmol) was added to the solution which was warmed for 1 h. The solvent was removed by rotary evaporation and the resulting solid was dried at 110 ¡ãC for 24 h to yield product as a white solid (7.03 g, 96percent).

Statistics shows that 7098-07-9 is playing an increasingly important role. we look forward to future research findings about 1-Ethyl-1H-imidazole.

Reference:
Article; Beckett, Michael A.; Horton, Peter N.; Hursthouse, Michael B.; Timmis, James L.; Polyhedron; vol. 77; (2014); p. 96 – 102;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 3034-50-2 as follows. 3034-50-2

1H-Imidazole-4-carbaldehyde (45.2g, 0.47M) and acetonitrile (0.8 liter) are introduced into a 2 liter flack and cooled to 8C, then TRT-Cl (13 lOg, 0.47M) was added at 8C and TEA (57.lg, 0.56M) was added dropwise during 20 mm. The reaction mixture was stirred at 8 to 18C for 2 hrs.The reaction mixture was poured into a stirring mixture of water (0.72 liter) and MTBE (0.72 liter) and stirred for 10 minutes. The resulting solid was isolated by filtration on Buchner funnel and dissolved with THF (3 liter). The solution was dried over Na2504 and concentrated to remove most of the solvent.MTBE (400 ml) and PE (200m1) was added to the residue, the mixture stirred at 8C for 16 hrs. The precipitated solid was isolated by filtration on Buchner filter and dried in air for 16 hrs at room temperature. Then the filter cake is dried by azeotropic drying with 2-Me-THF (2×500 ml) to give 129g of intermediate 2 as white solid with a yield of 66.5%.

According to the analysis of related databases, 3034-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CLEXIO BIOSCIENCES LTD.; FRENKEL, Anton; IOFFE, Vladimir; (54 pag.)WO2020/16827; (2020); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 288-32-4, name is 1H-Imidazole, 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. 288-32-4

To a slightly yellow homogeneous solution of imidazole (5.000 g; 73.444 mmol) in dioxane (135 ml) and distilled water (135 ml) was added successively, at rt (in one portion), sodium carbonate (35.029 g; 330.500 mmol), and iodine (61.515 g; 242.366 mmol). The resulting brown heterogeneous reaction mixture was further stirred at rt, under nitrogen, for 24h. EA (250 ml) was then added followed by an aq. solution of sodium thiosulfate (22.50 g Na2S2O3 in 150 ml of water). The yellow homogeneous organic layer was then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure to give the crude product 2, 4, 5-triiodo-1 /-/-imidazole as a yellow solid which was further dried under HV (32.700 g; 100%). LC-MS: tR = 0.78 min.; [M+H]+ = 447.03 g/mol.

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 288-32-4.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem