Category: imidazoles-derivatives

Application of 2302-25-2, 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. 2302-25-2, name is 4-Bromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

4-(4-bromo-1H-imidazol-1-yl)-3-methoxybenzoic acidA mixture of methyl 4-fluoro-3-methoxybenzoate (2.13 g), 4-bromo-1H-imidazole (3.74 g) and potassium carbonate (4.80 g) in DMF (20 mL) was stirred at 100 C. overnight, and allowed to cool to room temperature, and ethyl acetate and water were added. The aqueous layer was separated, and acidified with 6N hydrochloric acid (pH=3-4), and the resultant precipitate was collected by filtration to give the title compound (1.92 g).MS (ESI+): [M+H]+ 297.0.

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

Reference:
Patent; KOIKE, Tatsuki; Nakamura, Minoru; Tomata, Yoshihide; Takai, Takafumi; Hoashi, Yasutaka; Kajita, Yuichi; Tsukamoto, Tetsuya; Kamata, Makoto; US2012/59030; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]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 28890-99-5, Application In Synthesis of 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole

36.0 g (174 mmol) 6H-benzimidazolo[1 ,2-a]benzimidazole, 77.8 (174 mmol) 3-iodo-9-(p- tolylsulfonyl) carbazole, 106 g (0.500 mol) potassium phosphate, 5.5 g (28.9 mmol) copper iodide, and 11 1 g (0.972 mol) trans-cyclohexane-1.2-diamimne in 900 ml dioxane are stir- red at 100 C for 48 h under nitrogen. The product is filtered off, washed with dioxane and ethanol and is used without purification for the next reaction step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; IDEMITSU KOSAN CO., LTD.; SCHAeFER, Thomas; MURER, Peter; HEINEMEYER, Ute; KOHLSTEDT, Julia; WOLLEB, Heinz; WOLLEB, Annemarie; WATANABE, Soichi; NAGASHIMA, Hideaki; SAKAI, Toshio; LENNARTZ, Christian; WAGENBLAST, Gerhard; WO2015/14791; (2015); A1;,
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Imidazole | C3H4N2 – PubChem

Application of 15965-54-5, The chemical industry reduces the impact on the environment during synthesis 15965-54-5, name is 2-Chloro-5-methoxy-1H-benzo[d]imidazole, I believe this compound will play a more active role in future production and life.

EXAMPLE 158 5-Methoxy-2-chlorobenzimidazole (0.55 g), thiourea (0.2 g) and ethanol (10 ml) were refluxed for 2 hours. To the reaction mixture was added a solution of 1-methyl-8-chloromethyl-1,2,3,4-tetrahydroquinoline hydrochloride (0.51 g) and sodium hydroxide (0.3 g) in water (5 ml) and the mixture was refluxed for 5 hours. After completion of the reaction, ethanol was distilled off and water was added to the resulting residue, and the mixture was extracted with chloroform. After drying over anhydrous magnesium sulfate, chloroform was distilled off. The resulting residue was purified by silica gel column chromatography [eluent:n-hexane-ethyl acetate (4:1)] to give 8-(5-methoxy-2-benzimidazolyl)thiomethyl-1-methyl-1,2,3,4-tetrahydroquinoline (0.62 g). NMR (CDCl3) delta: 1.60-2.00 (2H, m), 2.70 (2H, t, J=7 Hz), 2.73 (3H, s), 2.83-3.23 (2H, m), 3.73 (3H, s), 4.30 (2H, s), 6.67-7.40 (6H, m), 12.50 (1H, br.).

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, 2-Chloro-5-methoxy-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US4963566; (1990); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 124750-92-1, name is Losartan carboxylic acid, molecular formula is C22H21ClN6O2, 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. Quality Control of Losartan carboxylic acid

Step B: 2-butyl-4-chloro-l- { [2 ‘ – (2-trityl-2H-tetrazol-5- yl) biphenyl-4-yl] methyl } -IH-imidazole-5-carboxylic acid To a solution of E3174 (234.58 g, 0.54 mol) in DCM (4500 mL) was added triethylamine (85 mL, 0.59 mol) followed by a solution of trityl chloride (159 g, 0.56 mol) in DCM (800 mL) and the reaction mixture was stirred at rt overnight. The reaction mixture was washed with water, dried (MgSO4), filtered, and concentrated in vacuo. Chromatography over silica eluting with 20-80% acetone/heptane afforded the title compound as an orange solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 124750-92-1, its application will become more common.

Reference:
Patent; NICOX S.A.; MERCK & CO. INC.; WO2009/106470; (2009); A2;,
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 496-46-8 as follows. Recommanded Product: Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

A suspension of 28.4 g (0.2 mol) of glycoluril 1 and 80 g of 40% formaldehyde solution was alkalized with a 20% NaOH solution to 9-10, after which the mixture was stirred at 50 C for 2 h. 70% of water was distilled off, and tetra-N-hydroxymethyl glycoluril was separated and washed with acetone. Yield of 2 26.2 g (50%), mp 136.5 C. IR spectrum(KBr), nu, cm-1: 1718.31 (=), 3337.39 (). 1H NMR spectrum (400 MHz, DMSO), delta, ppm: 5.47 s(2H, CH), 4.62-4.79 m (8H, CH2).

According to the analysis of related databases, 496-46-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sal?keeva; Bakibaev; Khasenova; Taishibekova, Ye. K.; Sugralina; Minaeva, Ye. V.; Sal?keeva; Russian Journal of Applied Chemistry; vol. 89; 1; (2016); p. 132 – 139; Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.); vol. 89; 1; (2016); p. 103 – 111,9;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1467-16-9, 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. 1467-16-9, name is 1H-Imidazole hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: For the intercalations of aromatic amines and diamines, a five fold molar excess of the corresponding amine was hydrothermally treated in water (9mL) with ZrSPhP 2H2O at 130C for 20h .Imidazole and pyridine were intercalated by stirring a suspension of ZrSPhP 2H2O with a five foldmolar excess of the corresponding heterocycle in the water/ethanol mixture(1:1) at 50 C for 4 days. 4,4?-Bipyridine was intercalated by both abovementioned methods (at 130 C and 50 C). Poly(ethyleneimine)was intercalated analogously at 50 C using 50% aqueous solution of poly(ethyleneimine)(2mL)added to asuspension of ZrSPhP 2H2O in 20 mL of a water/ethanol mixture(1:1). Amino acids were intercalated by stirring a suspension of ZrSPhP 2H2O with a five fold molar excess of the corresponding amino acid in the water-ethanol mixture(1:1)at room temperature for 4 days.The resulting mixtures were centrifuged, the separated solid interca-lates were washed with the water-ethanol mixture and dried at ambient conditions.Elemental analysiscalcd./foundforthefollowingselectedintercalates: p-Toluidine-C,38.96/33.0970.21;H, 3.75/3.6670.09;N,3.32/4.5270.06;S,7.61/7.9870.10%forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 1.8C7H7NH2 H2O. 1,8-Diaminonaph-thalene -C,34.71/33.0870.12;H,2.91/3.6470.04;N,3.24/3.0370.02;S,8.34/7.2270.09% forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 0.8C10H10N2 2H2O.1-Aminopyrene-C,48.51/47.5770.07;H,3.22/3.8970.04;N,2.36/2.4670.10;S,6.48/5.7570.29%forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 1.5C16H11NH2O.

The chemical industry reduces the impact on the environment during synthesis 1H-Imidazole hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Svoboda, Jan; Zima, Vitezslav; Melanova, Klara; Benes, Ludvik; Trchova, Miroslava; Journal of Solid State Chemistry; vol. 208; (2013); p. 58 – 64;,
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, Recommanded Product: 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

Related Products of 614-97-1, 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. 614-97-1, name is 5-Methyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-methyl-1H-benzo[d]imidazole (2.0 g, 15.13 mmol), triethylamine (5.27 mL, 37.8 mmol) in dichloromethane (30 mL) was added di-tert-butyl dicarbonate (5.27 mL, 22.70 mmol). The reaction mixture was stirred overnight at room temperature, and the resulting solution was diluted with water (30 mL), extracted with ethyl acetate (3 x 20 mL). The organic layers were combined, washed with aqueous sodium carbonate and brine, dried, filtered, and concentrated under vacuum to afford a mixture of tert-butyl 5-methyl- 1H-benzo[d]imidazole-1-carboxylate and tert-butyl 6-methyl-1H-benzo[d]imidazole-1- carboxylate (3.12 g) as a yellow oil. LCMS m/z = 177.1 [M+H-isobutylene]+.

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, 5-Methyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 641571-11-1, The chemical industry reduces the impact on the environment during synthesis 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, I believe this compound will play a more active role in future production and life.

1006651 A solution of 3 -((4-(5-hydroxypyridin-3 -yl)pyrimidin-2-yl)amino)-4-methylbenzoic acid (6.4 g, 19.0 mmol) in NMP (64 mL) was dropwise charged with thionylchloride (1.6 mL, 22.8 mmol) at room temperature. The resulting solution was heated to 60 Cfor 1 h and was charged with 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (5.5 g,22.8 mmol) in one lot. The reaction mixture was heated to 90 C for 2 h. then cooled to roomtemperature and diluted with H20 (128 mL) and pH was adjusted to 10 using 40 % aqueoussolution of sodium hydroxide. The reaction mixture was stirred at 80 C for 30 mm. Thereaction mixture was cooled to 40 C and solid obtained was filtered and washed with H20.The wet cake was suspended in H20 and reheated to 40 C for 1 h. The solid obtained wasfiltered and dried to give 5.6 g, 52% yield of the title compound as an off white solid. ?H NMR(400 MHz, DMSO-d6): oe = 10.61 (s, 1H), 9.16 (s, 1H), 8.88 (d, J= 1.34 Hz, 1H), 8.56 (d, J=4.91 Hz, 1H), 8.36-8.41 (m, 2H), 8.28 (s, 1H), 8.15 -8.21 (m, 2H), 7.95 -7.99 (m, 1H), 7.70- 7.79 (m, 2H), 7.52 (d, J= 5.35 Hz, 1H), 7.47 (d, J= 4.46 Hz, 2H), 3.83 (s, 3H), 2.37 (s, 3H),2.18 (s, 3H); MS (ESj: m/z = 560.30 [M+H] LCMS: tR = 2.61 mm.

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, 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 32673-41-9, name is 4-Imidazolemethanol hydrochloride, 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 32673-41-9, Product Details of 32673-41-9

Step B 4-Hydroxymethyl-1-triphenylmethylimidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in 250 mL of dry DMF at room temperature is added triethylamine (90.6 mL, 650 mmol). A white solid precipitates from the solution. Chlorotriphenylmethane (76.1 g, 273 mmol) in 500 mL of DMF is added dropwise. The reaction mixture is stirred for 20 hours, poured over ice, filtered, and washed with ice water. The resulting product is slurried with cold dioxane, filtered, and dried in vacuo to provide the titled product which is sufficiently pure for use in the next step.

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; Merck & Co., Inc.; US5891889; (1999); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem