Imidazoles-derivatives

Reference of 2849-93-6, These common heterocyclic compound, 2849-93-6, name is 1H-Benzimidazole-2-carboxylic acid, 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.

0.064 mmol of BENZIMIDAZOLECARBOXYLIC acid 41 was dissolved in DMF together with 0.064 MMOL of the amine 5d, a solution of TBTU (0.096 MMOL) in DMF, HOBT (0.026 MMOL) in DMF and 0.32 MMOL of DIPEA were added successively, and the mixture was stirred at room temperature. After 2.5 hours, 0.2 eq. of acid was added, and the mixture was stirred overnight. After further addition of 0.2 eq. of acid, the reaction mixture was diluted with water after 3 hours, and the resulting precipitate was filtered off with suction, washed with water and digested with diethyl ether. Yield : 76%, pale-beige solid

The synthetic route of 2849-93-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GmbH; WO2005/4863; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 17325-26-7, These common heterocyclic compound, 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, 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.

Preparation 121 1-Trityl- 1H-imidazole-4-carboxylic acid methyl ester Add triethylamine (1.88 mL, 13.48 mmol) to a mixture of methyl-4-imidazolecarboxylate (1.0 g, 7.93 mmol) and triphenylmethyl chloride (2.43 g, 8.72 mmol) in anhydrous acetonitrile (25 mL) over 10 min at room temperature and stir overnight. Quench with water and extract with ethyl acetate (3*). Combine the organic layers, wash with 1N hydrochloride solution, water, saturated aqueous sodium bicarbonate solution and brine sequentially, dry over sodium sulfate, and concentrate to provide the title compound 1-trityl-1H-imidazole-4-carboxylic acid methyl ester (2.8 g, 7.60 mmol).

Statistics shows that Methyl 1H-imidazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 17325-26-7.

Reference:
Patent; Khilevich, Albert; Liu, Bin; Mayhugh, Daniel Ray; Schkeryantz, Jeffrey Michael; Zhang, Deyi; US2010/16373; (2010); 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. 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

Example 45: Synthesis of 4-(4-Methyl-[l,4]diazepan-l-yl)-l,7,llb-triaza-benzo[c]fluorene- 6-carboxylic acid ethyl ester (Compound 8A) [0329] To a solution of SMI (176 mg, 1 mmol) and SM2 (204 mg, 1 mmol) in 2- Methoxyethanol (10 mL) was added N-Methylhomopiperazine (342 mg, 3 mmol) and the mixture was stirred at room temperature for 20 min. The reaction mixture was heated to reflux for 16h. The crude product was purification by gel silica column (DCM/MeOH=50: l) to get compound 8A as brown oil (320 mg, 79 yield). LCMS: m/z 404 (M+H)+.

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; HADDACH, Mustapha; WO2015/172123; (2015); 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. 16265-04-6, name is 2-Chloro-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C3H3ClN2

Zinc nitrate hexahydrate (120 mg, 0.4 mmol) and 2-cim (108 mg, 1 mmol) were added to methanol (4 mL) in a glass vial. The mixture was homogenized by sonication for 2 mins. Then the vial was capped and placed into 100 C. oven for two days. Colorless polyhedral crystals of Compound 1 (See FIG. 4) were obtained (42 mg). Similarly, crystals of Compound 2 (55 mg) were obtained (See FIG. 5) by reacting zinc nitrate hexahydrate (121 mg, 0.4 mmol) and 2-bim (120 mg, 0.8 mmol) in ethanol (95%, 4 mL) for 2 days

The synthetic route of 16265-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; US2011/282067; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

16042-25-4, name is 2-Imidazolecarboxylic acid, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 2-Imidazolecarboxylic acid

A mixture of 1 H-imidazole-2-carboxylic acid (15 mg, 0.13 mmol), aniline lnt-9a (54 mg, 0.13 mmol), diisopropylethyiamine (46 muIota_, 0.27 mmoi) and HATU (56 mg, 0.15 mmol) was stirred in N,N-dimethylformamide (3 mL) at r.t. overnight. Water and ethyl acetate were added, and the layers were separated. The separated organic layer was washed with water. The separated organic layer was dried (MgS04) and filtered. The solvents were removed in vacuo and chromatographic purification (ethyl acetate – hexane) of the residue gave amide lnt-9b (21 mg, 32%) as a white solid.

The synthetic route of 16042-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; TSUI, Hon-Chung; PALIWAL, Sunil; KIM, Hyunjin, M.; KEREKES, Angela, D.; CAPLEN, Mary Ann; ESPOSITE, Sara, J.; MCKITTRICK, Brian, A.; FISCHMANN, Thierry Olivier; DOLL, Ronald, J.; RAINKA, Matthew Paul; LI, Ang; WO2011/149874; (2011); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 51605-32-4, The chemical industry reduces the impact on the environment during synthesis 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Step a. 4-Ethoxycarbonyl-5-methyl-1-(2-nitro-4-trifluoromethylphenyl)-1H-imidazole A mixture of 4-fluoro-3-nitrobenzotrifluoride (20.5 ml, 146.5 mmol), ethyl 4-methyl-5-imidazolecarboxylate (23 g, 149.0 mmol), potassium carbonate (20.5 g, 148.5 mmol) and acetonitrile (200 ml) was stirred at 70¡ãC for 16 h. The solvent was removed under reduced pressure, and the residue submitted to flash chromatography on silica gel 60 eluding with toluene graduated to toluene/ethyl acetate (1:19) to give 42 g (84percent) of 4-ethoxycarbonyl-5-methyl-1-(2-nitro-5-trifluoromethylphenyl)-1H-imidazole. M.p. 139.5-140.5¡ãC.1H NMR (CDCl3): delta 1.45 (t, 3H), 2.35 (s, 3H), 4.40 (q, 2H), 7.50 (s, 1H), 7.65 (d, 1H), 8.10 (dd, 1H), 8.45 (d, 1H).

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, Ethyl 5-methyl-1H-imidazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVO NORDISK A/S; EP743945; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1219741-21-5,Some common heterocyclic compound, 1219741-21-5, name is 5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione, molecular formula is C7H4ClIN2S, 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.

K2CO3 (0.22 g, 1.61 mmol), followed by iodomethane (0.1 mL, 1.61 mmol), was added to a solution of 5-chloro-6-iodo-l,3- dihydro-2H-benzimidazole-2-thione (Intermediate 2, 1 g, 3.22 mmol) in acetone (20 mL) at O0C. The reaction was stirred at rt for 1 h. Additional K2CO3 (1.61 mmol) and iodomethane (1.61 mmol) were added, and stirring continued at rt overnight. Volatiles were removed and the residue was partitioned between EtOAc and water. Concentration afforded the desired product as a white foam, which was used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloro-6-iodo-1H-benzo[d]imidazole-2(3H)-thione, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; DANG, Qun; CHUNG, De Michael; GIBSON, Tony, S.; JIANG, Hongjian; CASHION, Daniel, K.; BAO, Jianming; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WODKA, Dariusz; WO2010/51176; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1467-16-9, name is 1H-Imidazole 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 1467-16-9, Product Details of 1467-16-9

A mixture of lithium(1+) ion 3-amino-7-bromo-5/-/-pyrrolo[2,3- 5]pyrazine-2-carboxylate, Intermediate 163 (243 mg, 0.924 mmol), CDI (300 mg, 1.85 mmol) and imidazole hydrochloride (116 mg, 1.11 mmol) in DMF (3 ml) was stirred at RT for 1 h 15 min. Additional CDI (100 mg, 0.617 mmol) was added then the reaction was left to stir at RT for a further 1 h. The reaction mixture was diluted with water (5 ml) then stirred at RT for 10 min. The resultant suspension was filtered then the collected solid was washed with water (2 x 5 ml), then dried in vacuo to afford the product as a yellow solid (218 mg, 77%). 1 H NMR (500 MHz, DMSO-cfe) delta 12.05 (s, 1 H), 8.89 – 8.82 (m, 1 H), 8.03 – 7.99 (m, 1 H), 7.86 (s, 1 H), 7.58 (s, 2H), 7.13 – 7.09 (m, 1 H). LC/MS (System A): m/z (ESI+) = 307 [M(79Br)H+], 309 [M(81 Br)H+], Rt = 0.81 min, ELS purity = 100%.

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

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

Related Products of 10364-94-0, These common heterocyclic compound, 10364-94-0, name is (1H-Imidazol-1-yl)(phenyl)methanone, 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.

General procedure: In a round bottomed flask 0.01 mol (1.36 g) phenyl acetic acid and 0.012 mol (1.94 g) of CDI were added. The reaction mixture was mixed and grinded with a spatula. CO2 gas starts releasing with increase in temperature and solid reaction mixture was turned to pale yellow liquid within 5 min. 0.001 mol (0.1 g) Imidazole. hydrochloride, 0.01 mol (0.87 g) of morpholine, and 1 mL of water were added to it. The reaction mixture was kept at room temperature for another 10 min. Dilute hydrochloride solution was added to it and the aqueous layer was washed with ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and concentrated to give pure product.

Statistics shows that (1H-Imidazol-1-yl)(phenyl)methanone is playing an increasingly important role. we look forward to future research findings about 10364-94-0.

Reference:
Article; Verma, Sanjeev K.; Ghorpade, Ramarao; Pratap, Ajay; Kaushik; Tetrahedron Letters; vol. 53; 19; (2012); p. 2373 – 2376;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 51-17-2, A common heterocyclic compound, 51-17-2, name is 1H-Benzo[d]imidazole, molecular formula is C7H6N2, 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.

(1) Put 30 g of water into the reaction kettle, turn on the stirring, and sequentially add 0.06 g of Fe (NO3) 3.9H2O, 15 g of 96% sulfuric acid, 0.03 g of tetrabutylamine bromide, 2.5 g of benzimidazole, and raise the temperature;(2) When the reaction temperature reaches 80 C, 20 g of oxone is added in batches, and the reaction is incubated for 8 hours after the addition.(3) After the reaction is completed, the temperature is lowered to -10 to 10 C, and concentrated ammonia is slowly added dropwise under stirring to adjust the pH value to 0.6 to 1, and then stirring is continued for 1 hour for crystallization, suction filtration, and drying to obtain 4,5-imidazole di Carboxylic acid, the filtrate can be used for further product recovery, yield 73%.

The synthetic route of 51-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changshu Institute of Technology; Yang Yang; Fu Renzhong; Wang Xin; Fang Zhengjiao; Lu Zhengyi; Zeng Xiaojun; (11 pag.)CN110818628; (2020); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem