Category: imidazoles-derivatives

Reference of 7189-69-7, These common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, 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 5 A solution of 9.79 g (30 mmol) of (7RS,7aR)-3-phenyl-6-benzyl-7,7a-dihydro-7-hydroxy-1H,3H-imidazo[1,5-c]thiazol-5(6H)-one in 100 ml of tetrahydrofuran is added dropwise to a suspension of 0.96 g (32 mmol) of 80% pure sodium hydride in 20 ml of tetrahydrofuran at room temperature under nitrogen and the solution formed is stirred at room temperature for 45 minutes. A solution of 6.34 g (32 mmol) of 1,1-sulfonyldiimidazole in 80 ml of tetrahydrofuran is then added dropwise at room temperature in the course of 10 minutes and the mixture is stirred for a further 20 minutes. The mixture is concentrated, 200 ml of ice-water are added to the residue and the mixture is extracted three times with 100 ml of diethyl ether each time. The combined organic phases are dried over sodium sulfate and concentrated under reduced pressure. Chromatography of the residue on silica gel (ethyl acetate) gives 8.1 g of (7R,7aR)-3-phenyl-6-benzyl-7,7a-dihydro-7-(imidazol-1-ylsulfonyloxy)-1H,3H-imidazo[1,5-c]thiazol-5(6H)-one as an oil. [alpha]36520 =-710, c=1 (methanol).

Statistics shows that 1,1′-Sulfonyldiimidazole is playing an increasingly important role. we look forward to future research findings about 7189-69-7.

Reference:
Patent; Merck Patent Gesellschaft mit Beschrankter Haftung; US4877882; (1989); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 288-32-4, 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. 288-32-4, name is 1H-Imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: NH-containing heterocycle (1.4 mmol) and DMF (2.0 mL) were added to a mixture of CuCl (15.0 mol%) and ligand 1 (20.0 mol%) in DMF (2.0 mL), aryl iodide (1.0 mmol), NaOH (2.0 mmol). The mixture was vigorously stirred at 120 C for 14 h under a dry nitrogen atmosphere. After completion of the reaction (as monitored by TLC), H2O was added and the organic layer was extracted with EtOAc, washed with brine and dried over MgSO4. The solution was filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography. The purity of the compounds was checked by 1H NMR and yields are based on aryl iodide. All the products are known and the spectroscopic data (FT-IR and NMR) and melting points were consistent with those reported in the literature.

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

Reference:
Article; Sajadi, S. Mohammad; Maham, Mehdi; Journal of Chemical Research; vol. 38; 2; (2014); p. 128 – 129;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 71759-87-0, name is 4-Iodo-1-methyl-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 71759-87-0, Recommanded Product: 71759-87-0

3 -Cyclopropyl- 1 H-pyrazol-5-amine (910 mg, 7.4 mmol), 4-iodo- 1-methyl-i Himidazole (1.85 g, 8.9 mmol), potassium carbonate (2.2 g, 15.5 mmol) and CuT (140 mg, 0.74 mmol) were placed in a dry round-bottom flask. Anhydrous toluene was added via a syringe and the system was degassed. trans-N,N?-Dimethylcyclohexane1,2-diamine (420 mg, 2.96 mmol) was added in one portion and the system was degassed followed by heating at reflux for 24 h. The reaction mixture was quenched with water. The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with brine, then dried over anhydrous Na2504. The volatile components were removed on a rotary evaporator and the residues were purified by flash column chromatography to yield the titled compound in 479 mg. ?H NMR (400 MHz, CDC13): 7.16 (s, 1H), 6.94 (s, 1H), 5.16 (br, 1H), 5.03 (s, 1H), 3.59 (s, 3H), 1.84- 1.74 (m, 1H), 0.84-0.76 (m, 2H), 0.66-0.58 (m, 2H). ESI-MS calculated for C,0H,4N5 [M+Hj = 204.12; Observed: 204.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Iodo-1-methyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; ZHAO, Yujun; ZHOU, Bing; AGUILAR, Angelo; (114 pag.)WO2016/138332; (2016); A1;,
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. 7098-07-9, name is 1-Ethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 7098-07-9

1-Ethyl-2-iodo-1H-imidazole ; [Show Image] (1) To a solution of 1-ethyl-1H-imidazole (2.844 g) in THF (60 ml), n-BuLi (11.6 ml, 2.59 N in hexane) was added dropwise at -78C under an argon atmosphere. After stirring at the same temperature for 30 minutes, a solution of I2 (7.614 g) in THF (25 ml) was added dropwise. The reaction mixture was warmed to room temperature, diluted with saturated aqueous sodium bicarbonate, and extracted with AcOEt. After washing with saturated aqueous Na2S2O3, the organic layer was dried over MgSO4, filtered and then evaporated to remove the solvent, thereby giving the titled compound (6.492 g) as a light-yellow solid. 1H NMR (200 MHz, CDCl3) delta ppm: 1.40(t,J=7.4Hz,3H), 3.95(q,J=7.4Hz,2H), 7.02-7.06(m,1H), 7.07-7.11(m,1H

The synthetic route of 7098-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1988081; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, 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 51605-32-4, Application In Synthesis of Ethyl 5-methyl-1H-imidazole-4-carboxylate

ETHEI 1 4-DIMETHVL-1H-IMIDAZOLE-5-CARBOXYLATE] To a solution of the [AVAILABLE ETHYL 4-METHYL-1 H-IMIDAZOLE-5-CARBOXYLATE] (5.0 [G,] 32.5 [MMOL)] in DMF (50 mL) was added [NAHC03] (5.72 g, 2. [1EQ.)] and methyl iodide (2.43 [ML, 1.2 EQ. ). THE REACTION WAS STIRRED AT 90XB0;C DURING 5 DAYS. AFTER EVAPORATION OF THE] solvant, the residue was diluted in DCM and washed with water. The organic layer was dried over [NA2SO4] and evaporated off. After purification by flash chromatography using DCM as eluent, the title compound was obtained as a yellow oil (1.69 g, 0.01 mol) in [31percent] yield;’H NMR (CDCI3, 300 MHz) [6] 7.86 (s, 1H), 4.36 (q, 2H), 3.89 (s, 3H), 2.47 (s, 3H), 1.4 (t, 3H)

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; GLAXO GROUP LIMITED; WO2004/6922; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 693-98-1, These common heterocyclic compound, 693-98-1, name is 2-Methyl-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.

(i) 1-Benzyl-2-methylimidazole To a slurry of 2.4 g (0.1 mole) of sodium hydride in 50 ml of dimethylformamide under a nitrogen atmosphere was added, with stirring, 8.2 g (0.1 mole) of 2-methylimidazole. A slow exothermic reaction occurred, the temperature reaching 43 C. When the exotherm subsided, the reaction was warmed on a steam bath to 70-75 C. for a half-hour and then at 95 C. for 15 minutes to complete the reaction as evidenced by cessation of gas evolution. It was then cooled to 68 C. and 12.7 g (0.1 mole) of benzyl chloride added dropwise. An exothermic reaction occurred, the temperature reaching 95 C. After stirring for a half-hour following completion of addition, the reaction was poured into 600 ml of water and the product extracted with ethyl acetate (2*200 ml). The combined extracts were washed successively with water (1*400 ml), saturated aqueous sodium chloride solution (1*100 ml), then with 6N HCl (1*50 ml). The HCl wash was extracted with ether (1*25 ml) and then made basic by addition of sodium hydroxide. The yellow oil which separated was extracted into ether, the extract dried (MgSO4) and evaporated under reduced pressure to give a pale yellow oil. Yield, 11.5 g (60.5%). NMR indicates the compound was obtained as the monohydrate. It was used as is in the hydroxymethylation reaction.

The synthetic route of 693-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4560690; (1985); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 20485-43-2, 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. 20485-43-2 name is 1-Methyl-1H-imidazole-2-carboxylic acid, 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: : 1 -methyl- lH-imidazole-2-carboxylic acid (67 mg, 0.53 mmol) was added to a solution of intermediate (G54) (0.200 g, 0.53 mmol), DIEA (0.40 mL, 2.3 mmol) and BOP (0.786 g, 1.7 mmol) in dry DMF (15 mL). The reaction mixture was stirred at RT for 6 hours. The mixture was poured into water and extracted with EtOAc. The organic layer was washed with water, dried over sodium sulfate, filtered and evaporated till dryness. The residue was purified by column chromatography then crystallized from Et20 to give (24%) compound (E22).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Methyl-1H-imidazole-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; LANCOIS, David, Francis, Alain; GUILLEMONT, Jerome, Emile, Georges; RABOISSON, Pierre, Jean-Marie, Bernard; ROYMANS, Dirk, Andre, Emmy; ROGOVOY, Boris; BICHKO, Vadim; LARDEAU, Delphine, Yvonne, Raymonde; MICHAUT, Antoine, Benjamin; (326 pag.)WO2016/174079; (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. 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

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

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