Author: Jessica.F

Application of 616-47-7, 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. 616-47-7, name is 1-Methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 1-methyl-1H-imidazole (200 g, 2.44 mol) in anhydrous THF (2 L) was added dropwise n-BuLi (2.5M, 1.07 L, 2.68 mol) at -78 C with stirring over 2 h. Then perchloroethane (800 g, 0.845 mol) in dry THF (1L) was added dropwise to above solution over 1h at the same temperature. After the starting material was consumed, the mixture was poured into saturated ammonium hydrochloride, extracted with ethyl acetate (800 mL x 3), washed with brine, the organic phase was dried and concentrated to give crude product which was purified by column chromatography on silca gel (PE/ EtOAc = 20:1~5:1) to give the title compound (170 g, 60%) as a yellow oil.

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

Reference:
Article; Chen, Yantao; Goldberg, Frederick W.; Xiong, Jian; Wang, Shujun; Synthesis; vol. 47; 5; (2015); p. 679 – 691;,
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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C4H4N2O

General procedure: To a mixture of formylimidazole 1 and K2CO3 in DMF, the required bromide or mesylate was added and the reaction mixture was stirred overnight under atmosphere of nitrogen at rt. The resulting suspension was cooled to room temperature (rt) and filtered. Water was added to the filtrate and the resulting solution was extracted with Et20 (3 x 25 mL). The organic layer was dried over MgS04 and evaporated to give the corresponding alkylimidazole-2- carbaldehyde. 1-Isopentyl imidazole-2-carbaldehyde oxime (RS2-37B). Prepared according to the general method A using formylimidazole 1 (0.50 g, 5.2 mmol), K2CO3 (0.72 g, 5.2 mmol), and l-bromo-3-methylbutane (0.94 g, 6.2 mmol) in DMF (20 mL). Yellow oil 2d (0.61 g, 71 %).

The synthetic route of 10111-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; THE SCRIPPS RESEARCH INSTITUTE; TAYLOR, Palmer; RADIC, Zoran; FOKIN, Valery; WO2015/57822; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1632-83-3, 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. 1632-83-3, name is 1-Methylbenzimidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a typical experiment, a predetermined amount of Ni-MOF-74 was added to the 8 mL vial containing a mixture of iodobenzene (0.1030 g, 0.5 mmol), benzothiazole (0.1379 g, 1.0 mmol), Li2CO3 or KCl (1.0 mmol), and diphenyl ether (0.085 g, 0.5 mmol) as standard. 1-Methoxy-2-(2-methoxyethoxy)ethane (diglyme) (1 mL) was added and vial was tightly capped. Reaction mixture was heated at 160C for 24 h. The catalyst loading was based on the molar ratio of nickel/iodobenzene. The reaction yield was monitored by withdrawing aliquots from the reaction mixture at different time intervals, diluting with ethylacetate (2 mL), quenching with an aqueous KOH solution (1%, 1 mL), and then drying over anhydrous Na2SO4 before analyzing by GC with reference to diphenyl ether (internal equation with pure product), and further confirming product identity by GC-MS and NMR. To investigatethe recycle ability of Ni-MOF-74, the catalyst was filtered from the reaction mixture after the experiment, washed with ethylacetate, water, THF, and dried at 140C under vacuum in 8 h. For the leaching test, a catalytic reaction was stopped after 12 h, analyzed by GC, and filtered to remove the solid catalyst. The reaction solution was then stirred for a further 12 h. Reaction progress, if any, was monitored by GC as previously described.

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

Reference:
Article; Nguyen, Huong T.T.; Doan, Duc N.A.; Truong, Thanh; Journal of Molecular Catalysis A: Chemical; vol. 426; (2017); p. 141 – 149;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 822-36-6, 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. 822-36-6, name is 4-Methyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparation 30; [229] Preparation of 3-(4-methyl-imidazol- 1 – yl)-5-trifluoromethyl-phenylamine; [230] 3-amino-5-bromo-benzotrifluoride (17.1g,71.24mmol), 4-methylimidazole (17.6g,213.72mmol), potassium carbonate (9.8g, 71.24mmol), cupper (1. Ig, 17.81mmol), and cupper iode (II) (3.4g, 17.81mmol) were added to N,N-dimethylacetamide (100ml) at room temperature, and mixed therewith at 140~150C for 16 hr. After the reaction was completed, the temperature of the reaction vessel was cooled to RT. Then, ethyl acetate (200ml) was added thereto and mixed therewith for 30 min. The reaction mixture was filtered with Celite, and an organic layer of the filtered solution was washed with water, dried with magnesium sulfate, distilled under vacuum, and washed with n- hexane to give the titled compound as pale white solid.[231] 1H-NMR (CDCl3 delta)= 2.28 (s,3H), 4.04 (br,2H), 6.79 (s,lH), 6.83 (s,lH), 6.92(s,lH), 7.00 (s,lH), 7.77 (s.lH)

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

Reference:
Patent; IL-YANG PHARM. CO., LTD.; WO2007/18325; (2007); 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. 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., name: 2-Chloro-1H-benzo[d]imidazole

Step 1: N-Phenyl-1H-benzo[d]imidazol-2-amine 2-Chloro-1H-benzo[d]imidazole (5 g, 32.8 mmol) was dissolved in N-methyl-2-pyrrolidone (NMP) (50 mL) and treated with aniline (3.3 mL, 36.1 mmol), followed by methanesulfonic acid (2.4 mL, 37.0 mmol). The resulting mixture was purged with N2 for 5 min, then heated at 100 C. for 18 h. The mixture was cooled to room temperature (?22 C.) then poured into a stirred mixture of saturated NaHCO3 (aq) (100 mL) in water (400 mL). The resulting suspension was extracted with ethyl acetate (2*75 mL). The organic phases were combined and washed sequentially with water (3*75 mL) and brine (75 mL), then dried over MgSO4, filtered, and concentrated in vacuo to afford an orange oil. The residue was dissolved in methyl tert-butyl (MTBE) (ca. 50 mL) and the product crystallised by slow addition of isohexane (ca. 25 mL) with periodic sonication. The resultant slurry was stirred at room temperature for 1 h, then the precipitate was collected by filtration, washing with MTBE/isohexane (1:1, 3*10 mL), and drying in vacuo to afford N-phenyl-1H-benzo[d]imidazol-2-amine (6.25 g, 89%). The precipitate was a pale pink crystalline solid.

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; Universal Display Corporation; LIN, Chun; Ji, Zhiqiang; Ma, Bin; (139 pag.)US2018/337344; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 10351-75-4,Some common heterocyclic compound, 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, molecular formula is C9H6N2O4, 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.

Europium oxide (0.1 mmol, 35.2 mg),H3bidc (41.2 mg, 0.2 mmol) and a solution (1 ml) of oxalic acid(0.1 M) were dissolved in water (10 ml) at room temperature.After continuous stirring for 10 min, the mixture was sealed ina Teflon-lined stainless steel vessel (23 ml), heated at 180 C for 3 d under autogenous pressure and cooled slowly to room temperature. Yellow block-shaped crystals of 1 were harvestedin a yield of 80% (based on Eu). Elemental analysis (%)calculated for C10H8EuN2O8: C 27.54, H 1.85, N 6.42; found: C27.32, H 1.90, N 6.51. IR (KBr, cm-1): 3130 (m, br), 1680 (s),1620 (m), 1575 (s), 1410 (w), 1380 (m), 1209 (m), 1102 (s), 1110(vs), 1000 (m), 890 (s), 813 (m), 650 (w), 580 (w).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, its application will become more common.

Reference:
Article; Wenxu, Zheng; Wu, Kechen; Acta Crystallographica Section C: Structural Chemistry; vol. 76; (2020); p. 186 – 192;,
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. 75370-65-9, name is 4-Amino-1H-benzo[d]imidazol-2(3H)-one, A new synthetic method of this compound is introduced below., Quality Control of 4-Amino-1H-benzo[d]imidazol-2(3H)-one

To a solution of 29b (0.6g, 2.28 mmol) in THF (20 mL) was added CDI (2.1 mol eq, 0.78g) and the mixture was heated at 70C for 6h. The reaction mixture was evaporated, water was added and the aqueous phase was extracted with EtOAc (3×25 mL). The recombined organic phases were anhydrified over Na2SO4 and evaporated at reduced pressure (yellow oil, 0.72 g, 88% yield). The oil obtained was dissolved in DMF (20 mL) and the bicyclic amine la was added (0.8 mol eq, 0.24g), then the mixture obtained was heated at 100C overnight. The solvent was removed at reduced pressure and the residue was purified by chromatography (8:2 EtOAc:MeOH) to obtain the product as a pale yellow solid (0.088g, 0.158 mmol, 10% Yield). 1HNMR (DMSO, 400 MHz) delta 2.27 (s, 6H), 2.73 (t, 2H), 4.25 (d, 2H, j=6), 4.46 (t, 2H), 6.60 (d, 1H), 6.83 (m, 2H), 7.01 (d, 1H), 7.43 (d, 1H), 7.80 (d, 1H), 8.60 (s, 1H), 10.02 (bs, 1H), 10.62 (bs, 1H). [M+1] 439.02 (C19H21F3N6O3 requires 438.40).

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; PHARMESTE S.R.L.; NAPOLETANO, Mauro; TREVISANI, Marcello; PAVANI, Maria Giovanna; FRUTTAROLO, Francesca; WO2011/120604; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 7152-24-1, 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. 7152-24-1 name is 2-(Methylthio)benzimidazole, 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.

the following compound was prepared from 2-(3-nitrophenylamino)-benzoyl chloride and 2-methylthiobenzimidazole: 5-(3-nitrophenyl)-benzimidazo-[2,1-b]-quinazolin-12(5H)-one STR14 Yield: 62% of theory, melting point 294 C.; N calculated 15.72%; N found 15.73%.

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

Reference:
Patent; Troponwerke GmbH & Co.; US4539402; (1985); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 939-70-8, name is 1-(1H-Benzo[d]imidazol-2-yl)ethanone, molecular formula is C9H8N2O, 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: 1-(1H-Benzo[d]imidazol-2-yl)ethanone

General procedure: To the solution of 2-acetyl benzimidazole 1 (0.01 mol) in MeOH (20 mL) was added 10% aqueous NaOH (2 mL) at 0C with stirring. Then, the solution of aromatic aldehydes (0.01 mol) in MeOH was added drop-wise. The reaction mixture was magnetically stirred for 12 h. After completion of the reaction (monitored by TLC) the reaction mixture was poured over crushed ice. The separated solid was filtered, washed with water and dried. The residue was purified by column chromatography (silica gel with 10% ethyl acetate in petroleum ether) to afford pure benzimidazole derived chalcone 2a-m.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 939-70-8, its application will become more common.

Reference:
Article; Meshram, Gangadhar A; Vala, Vipul A.; Wagh, Pramod A.; Deshpande, Shruti S.; Indian Journal of Chemistry – Section B Organic and Medicinal Chemistry; vol. 55B; 5; (2016); p. 613 – 623;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1003-21-0,Some common heterocyclic compound, 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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.

A solution of 5-bromo-1-methyl-1H-imidazole (25.0 g, 155 mmol; dried over 3 A molecular sieves, then filtered) in DCM (310 mL) was stirred on an ice bath while iPrMgCl (72 mL, 2.01 M solution in THF, 145 mmol) was added rapidly dropwise under argon via pressure-equalizing addition funnel. Residual iPrMgCl was rinsed down with 50 mL THF, and the ice bath was removed and the reaction stirred for 25 minutes. A solution of tert-butyl 4-formylpiperidine-1-carboxylate (27.6 g, 130 mmol) (PharmaCore) in THF (65 mL) was added dropwise over ?5 minutes via pressure-equalizing addition funnel at room temperature. After stirring 1 hour at room temperature, the yellow mixture was quenched with 5 M aqueous NH4Cl (250 mL) in one portion. The organic layer was dried (Na2SO4), filtered, and concentrated to provide the crude title compound as a clear light amber oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-1-methyl-1H-imidazole, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem