Category: imidazoles-derivatives

Reference of 1964-77-8, 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. 1964-77-8, name is 5-Bromo-2-methyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

Example 90:2-Methyl-5-[4-(methylsuIfonylmethyl)-6-morphoIin-4-yI-pyrimidin-2-yl]-lJfiT- benzoimidazoleA mixture of 5-bromo-2-methyl-lH-benzoimidazole (250 mg), potassium acetate (349 mg) and bis(pinacolato)diboron (362 mg) in 1,4-dioxane (10 niL) was degassed for 5 minutes. l,r-Bis(diphenylphosphino)ferrocenedichloropalladium(II) dichloromethane adduct (59 mg) was added and the reaction was heated to 8O0C for 18 hours. 2-Chloro-4- (methylsulfonylmethyl)-6-morpholin-4-yl-pyrimidine (346 mg), ethanol (0.75 mL), a 2M solution of sodium carbonate (2.7 mL) and additional 1,1′- bis(diphenylphosphino)ferrocenedichloiOpalladium(II) dichloromethane adduct (59 mg) were added and the heating was continued for a further 3 hours. The cooled reaction mixture was concentrated in vacuo, dissolved in methanol and loaded onto a SCX-2 column (10 g). The column was washed with methanol and the compound removed with 7N ammonia in methanol. The solution was concentrated in vacuo and the residue chromatographed by prep-HPLC (basic) to give the desired compound as a grey solid (5 mg).Mass Spectrum; MH+ 388.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-2-methyl-1H-benzo[d]imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/80382; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 28890-99-5, A common heterocyclic compound, 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, molecular formula is C13H9N3, 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.) 10.6 g ( 41 .6 mmol) 2-bromo-6-fluoro-benzonitrile, 8.63 g (41.6 mmol) 6H- benzimidazolo[1 ,2-a]benzimidazole and 30.9 (146 mmol) potassium phosphate tribasic in 70 ml NMP (N-Methyl-2-pyrrolidon) are stirred at 1 15 C under nitrogen for 2 h. The reaction mixture is filtered hot and the or organic phase is poured on water. The product is filtered of. Yield 17 g (94 %). 1H NMR (300 MHz, DMSO-D6): delta 8.22-8.34 (m, 3H), 8.02-8.05 (m, 1 H), 7.69-7.79 (m, 1 H), 7.60-7.65 (m, 1 H), 7.30-7.50 (m, 5H)

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; IDEMITSU KOSAN CO., LTD.; RAIMANN, Thomas; SCHAeFER, Thomas; SAITO, Masatoshi; WOLLEB, Heinz; BENEDITO, Flavio Luiz; NISHIMAE, Yuichi; NAKANO, Yuki; NAGASHIMA, Hideaki; (111 pag.)WO2016/157113; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 716-79-0, name is 2-Phenyl-1H-benzo[d]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 716-79-0, category: imidazoles-derivatives

General procedure: A mixture of diazabicyclic olefin (50 mg, 0.2083 mmol,1.0 eqiuv), N-phenylpyrazole (30 mg, 0.2083 mmol, 1.0 eqiuv), [RuCl2(p-cymene)]2 (6 mg, 0.0104 mmol, 5.0 mol percent), and Cu(OAc)2H2O (62.46 mg,0.3123 mmol, 1.5 equiv) was weighed in a Schlenk tube and degassed for10 min. Dry toluene (2 mL) was added and the reaction mixture was purged with argon and allowed to stir at 110 °C for 12 h. The reaction mixture on silicagel column chromatography using mixtures of EtOAc?hexane yielded functionalized cyclopentene 3a in 73percent yield (58 mg).

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; Aparna; Prabha; Prakash, Praveen; Jijy; Luxmi Varma; Radhakrishnan; Tetrahedron Letters; vol. 55; 4; (2015); p. 865 – 868;,
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. 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H5ClN2O2S

To a solution of tert-butyl 8-amino-5-(ethylsulfonyl)-1,3,4,5-tetrahydro-2H- pyrido[4,3-b]indole-2-carboxylate (0.26 mmol) in dry dichloromethane (8 mL) was added 1-methyl-1H-imidazole-4-sulfonyl chloride (0.32 mmol) followed by triethyl amine (0.52 mmol), the reaction mixture was stirred at room temperature for overnight and diluted with dichloromethane (20 mL), washed with saturated NaHCO3 solution (10 mL), dried over Na2SO4. The solution was concentrated in vacuo and the EPO crude product was used for the next step without farther purification. MS (M+l): 524.0.

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 137049-00-4.

Reference:
Patent; AstraZeneca AB; WO2006/101434; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 68282-53-1, A common heterocyclic compound, 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, molecular formula is C5H6N2O, 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 29 3-(5-Methyl-3H-imidazol-4-ylmethylene)-4-piperidin-4-yl-1,3-dihydroindol-2-one, Acetic Acid Salt A mixture of 4-piperidin-4-yl-1,3-dihydroindol-2-one (124 mg, 0.57 mmol) and 5-methyl-3H-imidazole-4-carbaldehyde (62.8 mg, 0.57 mmol) in ethanol (3 mL) was stirred at room temperature for 2 days. The reaction was concentrated and the residue was column chromatographed (reverse phase) to give 23 mg of the title compound as a yellow acetic acid salt. 1H NMR (300 MHz, DMSO-d6) delta 13.89 (br s, 1H, NH), 11. 02 (br s, 1H, NH), 7.90 (s, 1H), 7.52 (s, 1H), 7.15 (t, J 7.8 Hz, 1H), 6.93 (d, J=7.8 Hz, 1H), 6.76 (d, J 7.8 Hz, 1H), 3.20 (m, 1H), 3.15 (m, 2H, CH2), 2.73 (m, 2H, CH2), 1.86 (m, 3H, CH3), 1.84 (m, 2H, CH2), 1.62 (m, 2H, CH2). MS m/z 309 [M++1].

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; Tang, Peng Cho; Wei, Chung Chen; Huang, Ping; Cui, Jingrong; US2002/187978; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 89532-38-7, These common heterocyclic compound, 89532-38-7, name is 2-Cyclopropyl-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.

EXAMPLE 229 1H-Imidazole, 2-cyclopropyl-1-[[1-(3,4-dichlorophenyl)-1H-imidazol-4-yl]methyl]- Following the general method described in example 1, the title compound was obtained by reaction of 4-chloromethyl-1-(3,4-dichloro-phenyl)-1H-imidazole with 2-cyclopropyl-1H-imidazole and sodium hydride followed by chromatography to yield the title compound as a yellow oil. MS: m/e=334 (M+H+).

Statistics shows that 2-Cyclopropyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 89532-38-7.

Reference:
Patent; Alanine, Alexander; Buettelmann, Bernd; Heitz Neidhart, Marie-Paule; Jaeschke, Georg; Pinard, Emmanuel; Wyler, Rene; US2002/151715; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 615-15-6, 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 615-15-6 as follows.

General procedure: A solution of 10.0 mmol of compound 1a-1d in 14 mL of concentrated sulfuric acid was heated to 100-105C, 14 mL (0.26 mol) of 30% aqueous hydrogen peroxide was added dropwise with stirring,and the mixture was stirred for 1 h at 130C. After cooling, the mixture was poured into water and adjusted to pH 4, and the precipitate was filtered off.

According to the analysis of related databases, 615-15-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Brusina; Nikolaev; Ramsh; Piotrovskii; Russian Journal of Organic Chemistry; vol. 52; 10; (2016); p. 1528 – 1530; Zh. Org. Khim.; vol. 52; 10; (2016); p. 1533 – 1535,3;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1003-21-0, 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 1003-21-0 as follows.

Step 2: Formation of 2-(4-{2-[3-(3-Methyl-3H-imidazol-4-yl)-phenyll-pyrimidin-5-yl)- pyrazol-i -yl)-i-pyrrolidin-1-yl-ethanone A mixture of 1 -Pyrrolidin- 1 -yl-2-(4-{2-[3-(4,4,5,5-tetramethyl-[i ,3,2]dioxaborolan-2-yl)- phenyl]-pyrimidin-5-yI}-pyrazol-1-yl)-ethanone (4 mL of the solution obtained in step 1), 5-bromo-1-methyl-1H-imidazole (35 mg; 0.22 mmol; 1.0 eq.), Pd(Ph3)4 (13 mg; 0.01mmol; 0.05 eq.) and potassium carbonate (90 mg; 0.65 mmol; 3.0 eq.) in water (0.73 mL) was heated at 120C in MW for 30 mm. Addition of 5-bromo-1-methyl-1H-imidazole (35 mg; 0.22 mmcl; 1.0 eq.) and heating at 120C for 30 mm had to be repeated twice to complete the reaction. The reaction mixture was then diluted with water and extracted twice with EtOAc. Combined organic phases were washed with brine, dried overmagnesium sulfate, filtered and concentrated. Purification by flash chromatography on silica (DCM:MeOH, gradient from 100:0 to 80:20) gave a black gum which was redissolved in DCM. Addition of cyclohexane afforded a brown precipitate which was filtered and dried under vacuum to give the title compound as a beige solid (40 mg, 44%). 1H NMR (300 MHz, DMSO-d6) d 9.20 (s, 2H), 8.47-8.46 (m, 1H), 8.41-8.37 (m,2H), 8.14 (d, J= 0.6 Hz, 1H), 7.76 (s, 1H), 7.68-7.60 (m, 2H), 7.15 (s, 1H), 5.12 (s, 2H),3.74 (s, 3H), 3.52 (t, J= 6.8 Hz, 2H), 3.32 (t, J= 6.8 Hz, 2H), 1.93 (quint., J= 6.8 Hz, 2H),1.80 (quint., J= 6.8 Hz, 2H). HPLC (Condition A): Rt 2.21 mm (purity 96.2%). MS (ESI+):414.4.

According to the analysis of related databases, 1003-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARES TRADING S.A.; CROSIGNANI, Stefano; JORAND-LEBRUN, Catherine; GERBER, Patrick; MUZERELLE, Mathilde; WO2014/8992; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 25676-75-9, 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. 25676-75-9, name is 4-Bromo-1-methylimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A deaerated mixture of 4-bromo-1-methyl-1H-imidazole (10) (0.800g, 5.00mmol), an arylboronic acid 7 (10.0mmol), CsF (2.28g, 15.0mmol), PdCl2(dppf) (0.183g, 0.25mmol), and BnEt3NCl (0.057g, 0.25mmol) in toluene (30mL) and water (30mL) was heated at reflux under argon for 48h. The mixture was then cooled to room temperature and partitioned between water and AcOEt, and the organic extract was dried and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to provide the desired product. This procedure was used to prepare compounds 9a and 9b, both in 95% yield.

The synthetic route of 4-Bromo-1-methylimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bellina, Fabio; Guazzelli, Nicola; Lessi, Marco; Manzini, Chiara; Tetrahedron; vol. 71; 15; (2015); p. 2298 – 2305;,
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. 1467-16-9, name is 1H-Imidazole hydrochloride, A new synthetic method of this compound is introduced below., Recommanded Product: 1467-16-9

A mixture of lithium(1+) ion 3-amino-7-chloro-5/-/-pyrrolo[2,3- 5]pyrazine-2-carboxylate, Intermediate 12 (90 mg, 0.45 mmol), CDI (1 10 mg, 0.67 mmol) and 1 /-/-imidazole hydrochloride (1 : 1) (56 mg, 0.53 mmol) in DMF (2 ml) was stirred at RT for 1 h. Additional CDI (50 mg, 0.31 mmol) was added and the reaction was allowed to continue for a further 1 h. The reaction mixture was diluted with water (4 ml) then filtered. The solid was washed with water then dried under vacuum to afford the product as a yellow solid (83 mg, 75%). 1 H NMR (500 MHz, DMSO-cfe) delta 1 1.37 (s, 1 H), 8.84 (s, 1 H), 8.00 (t, J = 1.4 Hz, 1 H), 7.45 (s, 2H), 7.41 – 7.37 (m, 1 H), 7.12 – 7.08 (m, 1 H), 2.22 (d, J = 1.1 Hz, 3H). LC/MS (System A): m/z (ESI+) = 243 [MH+], Rt = 0.78 min, UV purity = 98%.

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; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; (261 pag.)WO2018/96325; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem