Category: imidazoles-derivatives

Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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. Recommanded Product: 1H-Imidazole

General procedure: A mixture of aryl halide (1.0 mmol), Het-NH (1.2mmol) or amine (4 mmol), KOH (2 mmol), Cu2O/nano-CuFe2O4 magnetic composite (0.010 g) and anhydrous DMSO (2 mL) was stirred at 100 C. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to room temperature and with diluted ethyl acetate and the catalyst was separated by an external magnet from the mixture, washed with acetone, dried in an oven at 80 C for 3 h and re-used for a consecutive run under the same reaction conditions. The combined ethyl acetate layer was washed with water, dried over anhydrous MgSO4, The residue was purified by recrystallization or short column chromatography on silica gel to afford the target products in excellent yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 288-32-4, its application will become more common.

Reference:
Article; Elhampour, Ali; Nemati, Firouzeh; Kaveh, Mahdieh; Chemistry Letters; vol. 45; 2; (2016); p. 223 – 225;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 16042-25-4, name is 2-Imidazolecarboxylic acid, 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 16042-25-4, Recommanded Product: 16042-25-4

General procedure: Ligand 1 was prepared by refluxing equimolar solution of imidazole- 2-carboxylic acid (0.112 g; 1 mM) and benzhydrazide (0.136 g; 1 mM) (HL1) in 50 mL of methanol. After 24 h, the reaction mixture was cooled to room temperature and the product formed was filtered, washed several times with water and then recrystallized from methanol to afford the desired product in pure form. Other Ligands 2-4 (HL2-HL4) were also prepared by adopting the similar procedure as in the caset of ligand, using the respective hydrazides i.e., isonicotinic acid hydrazide (0.137 g; 1 mM), furoic acid hydrazide (0.126 g; 1 mM) and thiophene-2-carboxylic acid hydrazide (0.142 g; 1 mM as summarized in Scheme 1.

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-Imidazolecarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sathyadevi, Palanisamy; Krishnamoorthy, Paramasivam; Butorac, Rachel R.; Cowley, Alan H.; Dharmaraj, Nallasamy; Inorganica Chimica Acta; vol. 409; PART B; (2014); p. 185 – 194;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 68282-47-3, These common heterocyclic compound, 68282-47-3, name is 2-Phenyl-1H-imidazole-4-carbaldehyde, 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.

COMPOUND 12.1. 36: 1-{4-[(DIETHYLAMINO)CARBONYL]PHENYL}-2-[(2- PHENYL-1N-IMIDAZOL-5-Y ; L) METHYL1-L23, 4- TETRAHYDROISOQUINOLIN-6-YL DIMETHYLSULFAMATE; INTERMEDIATE 6.4. 2 (12 mg, 0.028 mmol) and 2-phenyl-4 (5)- imidazolecarbaldehyde (10 mg, 0.056 mmol) were dissolved in 1,2-dichloroethane (3 mL) and sodium triacetoxyboronhydride (18 mg, 0. 084 mmol) was added. The mixture was stirred for 18 h after which ethyl acetate and 1 M aqueous sodium hydroxide solution were added. After phase separation the aqueous phase was extracted with more ethyl acetate and the combined organic phases were washed with water and brine. Resin-bound tosylhydrazine (147 mg, 1.5 mmol/g) was added and the mixture was stirred for 2 h. After filtration and thorough washing of the resin, the filtrate was evaporated and the residue was purified by flash chromatography to yield the product (11 mg, 0.019 mmol, 67%). 1H NMR (500 MHz, CDCl3) : 1.14, 1.27 (2 brs, 6H), 2.67, 2.86, 3.05, 3.17 (4 m, 4H), 2.97 (s, 6H), 3.18, 3.60 (2 brs, 4H), 3. 51, 3.60 (2 d, J 12.0 Hz, 2H), 4.72 (s, 1H), 6.69 (d, 8.5 Hz, 1H), 6.92 (s, 1H), 6.94 (dd, J 8. 5,2. 0 Hz, 1H), 7.08 (d, J 2.0 Hz, 1H), 7.34 (m, 7H), 7.86 (d, J 7.5 Hz, 2H). (+) LRESIMS m/z 559 (100) [M+H] +.

The synthetic route of 68282-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 615-16-7,Some common heterocyclic compound, 615-16-7, name is 2-Hydroxybenzimidazole, molecular formula is C7H6N2O, 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 three flask equipped with a thermometer dichloroethane solvent 1000ml, added slowly with stirring 268gBenzimidazolone. Meanwhile weighed 305g of fuming nitric acid (concentration ?95%), and slowly poured three bottles, while down while stirring. Then added phosphorus pentoxide 20g. Reflux, the reaction temperature is 85 , TLC tracking dinitro compound detected is generated to stop the reaction. While recovering the solvent was concentrated under reduced pressure, water was added, extraction dichloroethane, and the solvent was evaporated to dryness to give the product recovered organic phase was dried over anhydrous sodium sulfate. 381g dried to give a solid, a yield of 85.1%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Hydroxybenzimidazole, its application will become more common.

Reference:
Patent; Qingdao Huangdao Hospital of Traditional Chinese Medicine; Lu, Yanmin; (5 pag.)CN105732510; (2016); A;,
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. 16681-56-4, name is 2-Bromo-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H3BrN2

I -((2S,3R,4R)-2-cyclopropyl-3-methyl-4-(pyrimidin-2-ylamino)-6-(4 ,4,5,5-tetramethyl- 1,3,2-dioxaborolan-2-yl)-3,4-dihydroq uinolin- I (2H)-yl)ethanone (for a preparation see Intermediate 388, 51mg, 0.114 mmol), 2-bromo-IH-imidazole (33.4 mg, 0.227 mmol), potassium carbonate (47.2 mg,0.341 mmol) and PdCI2(PPh3)2 (15.97 mg, 0.023 mmol) were combined in a mixture of I ,4-dioxane(2 mL) and water (0.667 mL) and heated in the microwave reactor at 120 C for I h. The reactionmixture was diluted with EtOAc (25 mL) and water (25 mL). The mixture was run through a 2.5 gcelite cartridge and the layers were separated. The aqueous phase was washed with EtOAc (2x25mL). The organic extracts were dried by passing through a hydrophobic frit and the solvent evaporated in vacuo to give the crude (86 mg). Purification was undertaken by flash column chromatograhpy. The crude material was loaded onto a 10 g silica column and eluted using a graduating solvent system of 0-15% methanol in DCM. Appropriate fractions were combined and thesolvent removed in vacuo to give the product (15.5 mg) as a clear oil.LCMS (2 mm Formic): Rt = 0.56 mi [MH] = 389.

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 16681-56-4.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); 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. 20485-43-2, name is 1-Methyl-1H-imidazole-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Methyl-1H-imidazole-2-carboxylic acid

A solution of Intermediate II (30 mg, 0.092 mmol) and 1-methyl-1H-imidazole- 2-carboxylic acid (14 mg, 0.11 mmol) in 1 mE of DMF was treated at 0 C with i-Pr2NEt (0.10 mL, 0.57 mmol) and propane phosphonic acid anhydride (T3P; 0.11 mL, 0.25 mmol). The vialwas sealed and stirred at room temperature ovemight. The reaction mixture was filtered, washing the filter with DMSO (1 niL). The crude product dissolved in 2 mL of DMSO/DMF was purified by reverse phase HPLC. The desired fraction was concentrated under reduced pressure to yield 2-39. ?Ii NMR (600 MHz, DMSO-d6) 3 8.48 (m, 1 H), 7.96 (m, 1 H), 7.28 (m, 1 H), 6.96 (m, 1 H), 5.88 (s, 1 H), 4.14 (q, J= 7.2 Hz, 2 H), 3.82 (s, 3 H), 3.80 (s, 3 H), 4.00-3.60(m, 4 H), 2.53-2.52 (m, 3 H), 2.35-2.20 (m, 2 H), 1.32 (t, J= 7.3 Hz, 3 H); MS (El) Calc?d for C21H26N902 [M+Hfb, 436; found 436.

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 20485-43-2.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; GUZI, Timothy; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; MU, Changwei; ZHANG, Sixing; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75392; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 26576-46-5, 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. 26576-46-5, name is 5-Acetoacetlamino benzimdazolone belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 13; mol of dimethyl aminoterephthalate hydrochloride is diazotized with sodium nitrite at 0 to 10 C. The clarified diazonium salt solution is added dropwise at room temperature over 1 hour to an acetate-buffered suspension of 0.1 mol of N-acetoacetyl-4-amino-1,2-benzimidazolone. As soon as coupling is at an end, the suspension is heated to 95 C. and filtered and the crude product is washed salt-free and dried. The crude pigment is suspended in a liter of 2-(2-ethoxyethoxy)ethanol and then stirred at 80 to 120 C. for three hours.The suspension is then cooled to 70 C. and filtered and the product is dried and ground. This gives 40 g of a neutrally yellow pigment having very high fastness to solvents and to overcoating.

The synthetic route of 5-Acetoacetlamino benzimdazolone has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Clariant International Ltd.; US2009/198045; (2009); 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. 2302-25-2, name is 4-Bromo-1H-imidazole, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-1H-imidazole

General procedure: A deaerated mixture of 4(5)-bromo-1H-imidazole (6) (0.735g, 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 96h. 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 5a and 5b, in 75 and 95% yields.

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:
Article; Bellina, Fabio; Guazzelli, Nicola; Lessi, Marco; Manzini, Chiara; Tetrahedron; vol. 71; 15; (2015); p. 2298 – 2305;,
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. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 1402838-08-7

5 (3.3 g, 7.7 mmol) was dissolved in dichloromethane (10 mL)Aqueous NaOH (0.6 g, 15.4 mmol) (1 mL) was added at 0 C,Stir at room temperature for 40 minutes.2- (1-Trityl- 1 H-imidazole) benzaldehyde (3.2 g, 7.7 mmol) was dissolved in dichloromethane (1 mL)0 C slowly dripped into the above system,After stirring for 12 hours at room temperature,Water (50 mL) was added,Dichloromethane extraction,Dried over anhydrous magnesium sulfate,Purification by column chromatography gave a pale yellow solid,Yield 77.5%.

The synthetic route of 1402838-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Nanjing University; Lai Yisheng; Sun Qirui; Zou Yi; Xu Qiang; Guo Wenjie; Wang Yan; Wang Fang; Li Yuezhen; (23 pag.)CN107501272; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 13750-62-4, 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 13750-62-4 as follows.

General procedure: An appropriate imidazole (0.2 mmol) was added to the mixtureof [Pd(mu-X)X(bmim-y)]2 (0.1 mmol) in CH2Cl2 (1-2 ml). The colorchanged from orange to yellow immediately (in case of iodidecomplex from dark red to red). The mixture was stirred for 1 h atroom temperature. After this time 8ml of a hexane was added tothe solution and clouding of the mixturewas observed. The mixturewas left for 24 h and the yellow solid was formed. The product wasfiltrated, washed with hexane and dried. The complexes were obtainedwith the yield of 80-90%.

According to the analysis of related databases, 13750-62-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sikorski; Zawartka; Trzeciak; Journal of Organometallic Chemistry; vol. 867; (2018); p. 323 – 332;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem