Month: June 2021

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

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

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

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

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;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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

Synthetic Route of 57090-88-7, 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. 57090-88-7, name is 1H-Imidazole-4-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

A flask charged with imidazole-4-carbonitrile (0.50 g, 5.2 mmol) (Synthesis, 677, 2003), 2-(trimethylsilyl)ethoxymethyl chloride (SEMCl) (0.95 mL, 5.3 mmol), K2CO3 (1.40 g, 10.4 mmol), and acetone (5 mL) was stirred for 10 h at RT. The mixture was diluted with ethyl acetate (EtOAc) (20 mL) and washed with water (20 mL) and brine (20 mL) and the organic layer was dried over MgSO4. The crude product was eluted from a 20-g SPE cartridge (silica) with 30percent EtOAc/hexane to give 0.80 g (70percent) of the title compound as a colorless oil. Mass spectrum (CI (CH4), m/z) Calcd. for C10H17N3OSi, 224.1 (M+H), found 224.1.

The chemical industry reduces the impact on the environment during synthesis 1H-Imidazole-4-carbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Illig, Carl R.; Ballentine, Shelley K.; Chen, Jinsheng; DesJarlais, Renee Louise; Meegalla, Sanath K.; Wall, Mark; Wilson, Kenneth; US2007/249649; (2007); A1;,
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, Formula: C4H5IN2

Preparation 78tert-butyl (3S,4R)-4-{[3-carbamoyl-5-( 1-methyl-i H-imidazol-4-yl) pyridin-2-ylloxy}-3-fluoropiperidine- 1 -carboxylate To a solution of tert-butyl (3S,4R)-4-{[3-carbamoyl-5-(4,4, 5, 5-tetramethyl- 1, 3,2-dioxaborolan-2- yl) pyridin-2-yl]oxy}-3-fluoropiperidine- 1 -carboxylate (Preparation 99, 900 mg, 1.94 mmol) and 4- iodo-i-methyl-1H-imidazole (403 mg, 1.94 mmol) in DMF (15 mL) was added a solution of potassium carbonate (534 mg, 3.87 mmol) in water (2 mL) and the mixture degassed with argon for 15 minutes. i,i-bis(diphenylphosphino)ferrocene palladium (II) dichloride (79 mg, 0.097mmol) was added and the reaction heated to 100C for 16 hours. The reaction was cooled, diluted with EtOAc, washed with water, brine, dried over sodium sulphate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 3-5% MeOH in DCM to afford the title compound (400 mg, 49%).1H NMR (400 MHz, DMSO-d6): O ppm 1.41 (5, 9H), 1.81-1.86 (m, 1H), 1.96-1.99 (m, 1H), 2.95-3.30 (m, 2H), 3.68 (5, 3H), 3.98-4.03 (m, 1H), 4.10-4.21 (m, 1H), 5.00 (d, 1H), 5.42-5.50 (m, 1H),7.53 ( br 5, 1 H), 7.67 (5, 1 H), 7.69 (5, 1 H), 7.82 (br 5, 1 H), 8.54 (d, 1 H), 8.63 (d, 1 H). MS mlz 420 [M+H]

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; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 5465-29-2, 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. 5465-29-2 name is 2-Propylbenzimidazole, 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.

To a stirred solution of 22 (65 mg, 0.18 mmol) and 2-propylbenzo[d]imidazole (32 mg, 0.20 mmol) in DMF (1.5 mL) was added potassiumcarbonate (125 mg, 0.908 mmol), and the solution was stirredfor 4 h at 60 C. After the consumption of the starting material, thereaction mixture was poured into water and extracted twice with ethylacetate. The combined organic layers were washed with brine, driedover sodium sulfate, and filtered. The organic layer was concentrated togive the residue. The obtained residue was then purified by flashcolumn chromatography on silica gel (100:0 to 50:50 hexane/ethylacetate) to give 25 (63 mg, 79%) as an amorphous. 1H NMR (300 MHz,CDCl3): delta 0.98 (t, J=7.4 Hz, 3H), 1.71-1.93 (m, 2H), 2.23 (s, 3H),2.74-2.91 (m, 2H), 4.73 (d, J=12.4 Hz, 1H), 5.23-5.38 (m, 3H),6.72-6.85 (m, 2H), 6.90-7.18 (m, 7H), 7.39-7.47 (m, 1H). LC/MS (ESI,[M+H]+, m/z) 438.

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

Reference:
Article; Yamamoto, Keisuke; Tamura, Tomohiro; Nakamura, Rina; Hosoe, Shintaro; Matsubara, Masahiro; Nagata, Keiko; Kodaira, Hiroshi; Uemori, Takeshi; Takahashi, Yuichi; Suzuki, Michihiko; Saito, Jun-ichi; Ueno, Kimihisa; Shuto, Satoshi; Bioorganic and Medicinal Chemistry; vol. 27; 22; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 2034-22-2, 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. 2034-22-2 name is 2,4,5-Tribromoimidazole, 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.

Step 1. 2,4,5-Tribromo-l-methyl-lH-imidazole (0975) [00314] To a suspension of sodium hydride (0.787 g, 19.69 mmol) in DMF (15 mL) was added 2, 4, 5-tribromo-lH-imidazole (5 g, 16.41 mmol) in DMF (10 mL) at ambient temperature. The mixture was stirred at 50 C for 1 h, cooled to 0 C, and treated with methyl iodide (1.128 ml, 18.05 mmol). The mixture was warmed to 50 C and stirred 16 h, the DMF was removed under reduced pressure and EtOAc was added. The mixture was washed with water, dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography (eluting with a gradient of 10-80% EtOAc/hexanes) afforded 4.87 g (94%) of 2,4,5-tribromo-l -methyl- lH-imidazole. 1H MR (300 MHz, CDC13) delta 3.62 (s, 3H). MS (ESI) m/z 316.77 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4,5-Tribromoimidazole, and friends who are interested can also refer to it.

Reference:
Patent; FORMA THERAPEUTICS, INC.; BUCKMELTER, Alexandre Joseph; IOANNIDIS, Stephanos; FOLLOWS, Bruce; GUSTAFSON, Gary; WANG, Minghua; CARAVELLA, Justin A.; WANG, Zhongguo; FRITZEN, Edward L.; LIN, Jian; (414 pag.)WO2017/87837; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem