Author: Jessica.F

Related Products of 2302-25-2,Some common heterocyclic compound, 2302-25-2, name is 4-Bromo-1H-imidazole, molecular formula is C3H3BrN2, 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 4-bromo-lH-imidazole (100 mg) in anhydrous THF (3.5 mL) was added di-tert-butyl dicarbonate (149 mg) and DMAP (125 mg). The reaction mixture was stirred at rt for 30 min and partitioned between 9: 1 DCM/MeOH and a sat. aq. NaHC03 solution. The layers were separated and the aq. layer was extracted with 9: 1 DCM/MeOH (3x). The combined org. layers were washed with water and brine, dried over MgS04, filtered and concentrated under reduced pressure. The title compound was obtained, after purification by CC (DCM/MeOH 100:0 to 98:2), as a white solid (143 mg; 85% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-1H-imidazole, its application will become more common.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; GUDE, Markus; HUBSCHWERLEN, Christian; PANCHAUD, Philippe; WO2011/121555; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 4856-97-7,Some common heterocyclic compound, 4856-97-7, name is (1H-Benzoimidazol-2-yl)methanol, molecular formula is C8H8N2O, 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: One of compounds 4a?4f (5 mmol) was dissolved in THF (25 mL) and DCC (1.24 g, 6 mmol), and DMAP (0.12 g, 1 mmol) was slowly added and the mixture was stirred for 30 min. Compounds 2a?2c (5 mmol) was added and the mixture was stirred for 7?9 h. The by-product, N,N’-dicyclohexylurea, was removed by filtration. The filtrate was concentrated in vacuum to give a solid which was dissolved in CH2Cl2 and the product 5a?5n was filtered off.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1H-Benzoimidazol-2-yl)methanol, its application will become more common.

Reference:
Letter; Zhang; Xu; Wang; Kang; Russian Journal of General Chemistry; vol. 87; 12; (2017); p. 3006 – 3016;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 705-09-9, These common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]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.

General procedure: 2-(Difluoromethyl)-1H-benzo[d]imidazole (1 mol),chloro derivative (1 mol) and K2CO3 (2 mol) were taken inDMSO (10 v). The reaction mixture was heated to 130 C,stirred for 4 h. Then the reaction mixture was cooled to roomtemperature, diluted with water (50 v) extracted with EtOAC(2 x 50 v), evaporated the solvent under reduced pressure toget the crude compound. Crude products were purified bycolumn chromatography.

Statistics shows that 2-(Difluoromethyl)-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 705-09-9.

Reference:
Article; Kasturi, Sivaprasad; Surarapu, Sujatha; Uppalanchi, Srinivas; Anantaraju, Hasitha Shilpa; Dwivedi, Shubham; Yogeeswari, Perumal; Ethiraj, Krishna S.; Anireddy, Jaya Shree; Letters in drug design and discovery; vol. 15; 2; (2018); p. 181 – 192;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 33468-69-8,Some common heterocyclic compound, 33468-69-8, name is 4-(Trifluoromethyl)-1H-imidazole, molecular formula is C4H3F3N2, 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.

[00611] Intermediate 64a: benzyl 2-[4-(trifluoromethyl)imidazol-1 -yI]acetate[00612] Benzyl bromoacetate (0.l4mL, 0.88mmol) was added to a flask containing potassiumcarbonate (305mg, 2.2mmol) and 4-(trifluoromethyl)-1H-imidazole (1 00mg, 0.73mmol) in MeCN(3mL). The reaction mixture was heated to 60 C and left to stir overnight. The reaction was then quenched by the addition of water (2OmL) and extracted with EtOAc(3x2OmL). The combined organic layers were dried over Na2504, filtered and reduced in vacuo to afford the product benzyl 2- [4-(trifluoromethyl)imidazol-1-yl]acetate (1 94mg, 0.68mmol, 93% yield) as a yellow oil.1H NMR (CDCI3,400MHZ) O/ppm: 7.55 (1H, 5), 7.41 -7.30 (6H, m), 5.23 (2H, 5), 4.75 (2H, 5).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Trifluoromethyl)-1H-imidazole, its application will become more common.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); 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. 13570-08-6, name is 2-(1H-Benzo[d]imidazol-2-yl)acetic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 2-(1H-Benzo[d]imidazol-2-yl)acetic acid

A mixture of 2-(1H-benzo[d]imidazol-2-yl)acetic acid 46 (100 mg, 0.57 mmol), 5-isopropyl-2-methylaniline 47, HATU (433 mg, 1.14 mmol), and Et3N (160 muL, 1.14 mmol) in MeCN (7 mL) was stirred at room temperature for 4 h. And then, isopropyl-2-methylaniline (127 mg, 0.85 mmol) was added. After stirring at room temperature for 12 h, the mixture was extracted with EtOAc (3 ~ 30 mL) and washed with H2O (~ 30 mL). The organic layer was dried over anhydrous MgSO4, and concentrated in vacuo to yield the title product 48 (170 mg, 81%); 1H NMR (400 MHz, DMSO-d6) delta ppm 12.37 (br s, 1H) 9.91 (s, 1H) 7.56 (d, J = 7.2 Hz, 1H) 7.47 (d, J = 7.2 Hz, 1H) 7.43 (s, 1H) 7.14 (m, 3H) 6.95 (d, J = 7.6 Hz, 1H) 4.02 (s, 2H) 2.82 (m, 1H) 2.20 (s, 3H) 1.17 (s, 3H) 1.15 (s, 3H); LC/MS (ESI+, MeCN/H2O): m/z: calcd for C19H22N3O: 308.17 [M + H]+; found: 308.2.

The synthetic route of 13570-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kim, TaeHun; Yang, Ha Yun; Park, Beoung Gun; Jung, Seo Yun; Park, Jong-Hyun; Park, Ki Duk; Min, Sun-Joon; Tae, Jinsung; Yang, Hyejin; Cho, Suengmok; Cho, Sung Jin; Song, Hyundong; Mook-Jung, Inhee; Lee, Jiyoun; Pae, Ae Nim; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1172 – 1192;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 4887-83-6, A common heterocyclic compound, 4887-83-6, name is 7-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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.

Example 8 2-[(4-methyl-1H-benzo[d]imidazol-1-yl)methyl]-3-phenyl-4H-chromen-4-one To a solution of intermediate 5 (0.10 g, 0.317 mmoles) in dioxan (2 ml), was added 4-methylbenzimidazole (0.083 g, 0.634 mmoles) at RT and refluxed for 12 h. The reaction mixture was cooled, diluted with aqueous bicarbonate solution and extracted with ethyl acetate. The organic layer was dried over sodium sulphate and concentrated under reduced pressure. The crude product was purified by column chromatography with methanol:dichloromethane to afford the title compound as yellow solid (0.060 g, 51% yield). MP: 204-208 C. 1H-NMR (delta ppm, DMSO-D6, 400 MHz): delta 8.11 (s, 1H), 8.04 (d, J=7.6 Hz, 1H), 7.77 (t, J=7.6 Hz, 1H), 7.55 (m, 7H), 7.08 (t, J=8.0 Hz, 1H), 6.99 (d, J=7.6 Hz, 2H), 5.40 (s, 2H), 2.48 (s, 3H). Mass: 367.25 (M++1).

The synthetic route of 4887-83-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rhizen Pharmaceuticals SA; Incozen Therapeutics Pvt. Ltd.; US2011/118257; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – 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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H10F3N3

Method C[95] A pale yellow solid final compound (16.3g, yield 76%) was obtained by reacting3-(4-methyl-imidazole-l-yl)-5-trifluoromethyl-phenylamine (1Og, 41.46mmol) with 3-(4-imidazole-l-yl-pyrimidine-2-yl amino)-4-methyl-benzoic acid methyl ester (14. Ig, 45.60mmol) in a similar manner as described in Method A of Example 1, except that sodium tert-butoxide was used, instead of potassium tert-butoxide.

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 641571-11-1.

Reference:
Patent; IL-YANG PHARM. CO., LTD.; KIM, Dong Yeon; CHO, Dae Jin; LEE, Gong Yeal; KIM, Hong Youb; WOO, Seok Hun; WO2010/18895; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 96797-15-8, name is 4-Iodo-1-trityl-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 96797-15-8, category: imidazoles-derivatives

The compound im-4 (0.69 g, 2.03 mmol), compound 60-a (0.68 g, 1.56 mmol) Tetrakis (triphenylphosphine) palladium (0) (0.18 g, 0.16 mmol), 2N aqueous sodium carbonate solution (2.5 mL) was dissolved in 1,4-dioxane (10 mL) Nitrogen was charged, and the mixture was stirred at 100 for 9 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, distilled water (50 mL) was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with distilled water and saturated brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate: n-hexane = 3: 7) to give the title compound 60-b (0.65 g, 80%) as a red solid.

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:
Patent; Rego Kem Bio Between Eonseu Co., Ltd.; Lee Dae-yeon; Chae Sang-eun; Jeong Eun-mi; Yang Eun-hye; Choi Yun-jeong; Jeong Cheol-ung; Shin Ju-hyeon; Kim Yun-gi; Kwon Hyeon-jin; Ryu Jeong-hui; Ban Eun-hye; Kim Yong-ju; Oh Yeong-su; Chae Je-uk; (140 pag.)KR101798840; (2017); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1632-83-3, name is 1-Methylbenzimidazole, 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 1632-83-3, HPLC of Formula: C8H8N2

General procedure: To 1,4-dioxane were added azole derivative (0.293 M) and alpha-chloroacetamide derivative (0.267 M), which was prepared from chloroacetyl chloride and alpha-aminoester. After stirring the reaction mixture at 110 C for 16 h, the solvent was removed under reduced pressure. The residue was dissolved in methanol, and then activated carbon was added. After 16 h, the activated carbon was removed by filtration. The filtrate was concentrated under reduced pressure to obtain a solid, which was purified by reprecipitation using ethyl acetate and methanol to afford the corresponding azolium compound. Because of the highly hydroscopic character, elemental analyses of 1-4, 6-13, and 25 were not preformed. Azolium salts 7, 10, and 14-16 were reported in the preceding paper.12b Because of the light-sensitive character, elemental analyses of 28 and 29 were not preformed.

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

Reference:
Conference Paper; Yoshimura, Misato; Shibata, Naoatsu; Kawakami, Miaki; Sakaguchi, Satoshi; Tetrahedron; vol. 68; 17; (2012); p. 3512 – 3518;,
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. 5805-57-2, name is (1H-Benzo[d]imidazol-2-yl)methanamine, A new synthetic method of this compound is introduced below., Recommanded Product: (1H-Benzo[d]imidazol-2-yl)methanamine

The residue was dissolved in DMF and EDC (0.5 mmol), HOBt (0.5 mmol), DIPEA (1.0 mmol), (lH-benzo[d]imidazol-2-yl)methanamine (0.5 mmol) were added. The solution was stirred at room temperature overnight and then removed under vacuum. The residue was dissolved in EtOAc (25 mL). The organic layer was washed with water, brine (25 mL), dried and concentrated under vacuum. The residue was chromatographed to give N-((1H- be^o[d]irmdazol-2-yl)methyl)-2-(5,7-dichlorobenzofuran-2-yl)acetamide (1756). LC/MS: (ESI) (M +H)+= 375.6.

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; UNIVERSITY OF WASHINGTON; BUCKNER, Frederick, S.; ALVAREZ, Ximena, Barros; FAN, Erkang; GILLESPIE, John, Robert; HOL, Wilhelmus, G.J.; HUANG, Wenlin; KOH, Cho, Yeow; RANADE, Ranae, M.; SHIBATA, Sayaka; VERLINDE, Christophe, L.M.; ZHANG, Zhongsheng; (249 pag.)WO2016/29146; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem