401567-00-8 Archives - Page 2 of 2 - Imidazoles-derivatives

Brief introduction of 401567-00-8

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

Reference of 401567-00-8, The chemical industry reduces the impact on the environment during synthesis 401567-00-8, name is 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile, I believe this compound will play a more active role in future production and life.

4.1.18. 2-Chloro-5-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole and 2-chloro-6-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole (17) To a solution of 2-chloro-5-cyanobenzimidazole (1.4 g,8.1 mmol) and triethylamine (3.4 mL, 24 mmol) in anhydrousDMF (30 mL) was added 2-(trimethylsilyl)ethoxymethyl chloride(2.2 mL, 12 mmol), and the mixture was stirred at room tempera-ture for 2.5 h. Triethylamine (1.7 mL, 16 mmol) was further added,and stirring was continued overnight. The reaction was thenquenched by addition of water, and the resulting mixture wasextracted with AcOEt. The combined organic layer was washedwith 2 N aq HCl and brine, dried over Na2SO4, and concentratedunder reduced pressure. The residue was puried by silica gel col-umn chromatography (n-hexane/AcOEt = 3:1) to afford the product17 (2.2 g, 87%, 1:1 regioisomeric mixture) as a white solid.1H NMR (500 MHz, CDCl3) d 8.03 (s, 1/2H), 7.81 (d, J = 1.1 Hz,1/2H), 7.77 (d, J = 8.6 Hz, 1/2H), 7.61-7.55 (m, 3/2H), 5.59 (s, 2H),3.60-3.55 (m, 2H), 0.95-0.89 (m, 2H), 0.03 (s, 9H); 13C NMR(125 MHz, CDCl3) d 144.6, 144.1, 143.3, 141.3, 137.6, 134.5,127.2, 126.9, 124.3, 120.5, 119.2, 115.0, 111.3, 73.6, 73.5, 67.2,17.7, 1.5; MS (FAB) m/z 308 (M+H)+.

Reference:
Article; Okazaki, Shogo; Noguchi-Yachide, Tomomi; Sakai, Taki; Ishikawa, Minoru; Makishima, Makoto; Hashimoto, Yuichi; Yamaguchi, Takao; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5258 – 5269;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some tips on 401567-00-8

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.

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. 401567-00-8, name is 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile, A new synthetic method of this compound is introduced below., name: 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile

General procedure: 4.1.6. General procedure E: removal of SEM group To a solution of SEM-protected compound (1.0 equiv) in THFwas added TBAF (3.0 equiv, 1 M in THF). The mixture was reuxedfor 11-20 h, then cooled to room temperature, and concentratedunder reduced pressure. The residue was puried by silica gel col-umn chromatography or PTLC to afford the product.

The important role of 401567-00-8

Synthetic Route of 401567-00-8, 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. 401567-00-8, name is 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

4.1.19. 5-Cyano-2-(4-isopropoxyphenoxy)-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole and 6-cyano-2-(4-isopropoxyph-enoxy)-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole (18) To a solution of 17 (0.60 g, 2.0 mmol) and 4-isopropoxyphenol(0.46 g, 3.0 mmol) in DMF (10 mL) was added Cs2CO3 (1.9 g,5.9 mmol), and the mixture was stirred at room temperatureovernight. The reaction was quenched by addition of water, andthe resulting mixture was extracted with AcOEt. The combinedorganic layer was washed with brine, dried over Na2SO4 and con-centrated under reduced pressure. The residue was puried bysilica gel column chromatography (n-hexane/AcOEt = 3:1) toafford the product 18 (0.83 g, 99%, 1:1 regioisomeric mixture)asa pink oil.1H NMR (500 MHz, CDCl3) d 7.83 (s, 1/2H), 7.68 (d, J = 1.1 Hz,1/2H), 7.59 (d, J = 8.0 Hz, 1/2H), 7.51-7.47 (m, 1H), 7.44 (d,J = 8.0 Hz, 1/2H), 7.26-7.23 (m, 2H), 6.96-6.93 m, 2H), 5.56 (s,1H), 5.56 (s, 1H), 4.56-4.51 (m, 1H), 3.68-3.64 (m, 2H), 1.36 (d J = 6.0 Hz, 6H), 0.99-0.93 (m, 2H), 0.01 to 0.04 (m, 9H); ESI-TOF-HRMS calcd for C23H29N3O3Si (m/z) [M+Na]+ 446.1870, found446.1870.

Simple exploration of 401567-00-8

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

Application of 401567-00-8, 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. 401567-00-8 name is 2-Chloro-1H-benzo[d]imidazole-5-carbonitrile, 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.

4.1.27. 5-Aminomethyl-2-(4-isopropoxyphenoxy)-1-((2-(trime-thylsilyl)ethoxy)methyl)benzimidazole and 6-aminomethyl-2-(4-isopropoxyphenoxy)-1-((2-(trimethylsilyl)ethoxy)methyl)benzimidazole (24)To a solution of 18 (0.21 g, 0.50 mmol) in 25% aq NH3 (1.6 mL)and EtOH (16 mL) was added Raney Ni (1.6 mL, in water). The mix-ture was stirred for 4 h under a hydrogen atmosphere, then lteredthrough a Celite pad, and the ltrate was concentrated underreduced pressure. The residue was puried by silica gel columnchromatography (CHCl3/MeOH = 8:1) to afford the product 24(0.20 g, 97%, 1:1 regioisomeric mixture) as a yellow oil.1H NMR (500 MHz, CDCl3) d 7.51 (s, 1/2H), 7.48 (d, J = 8.6 Hz,1/2H), 7.43 (s, 1/2H), 7.31 (d, J = 8.0 Hz, 1/2H), 7.24-7.20 (m, 2H),7.19-7.14 (m, 1H), 6.95-6.90 (m, 2H), 5.50 (s, 1H), 5.46 (s, 1H),4.55-4.48 (m, 1H), 3.97 (s, 1H), 3.92 (s, 1H), 3.64 (t, J = 8.3 Hz,1H), 3.63 (t, J = 8.0 Hz, 1H), 1.34 (d, J = 6.0 Hz, 3H), 1.34 (d,J = 6.0 Hz, 3H), 0.93 (t, J = 8.0 Hz, 2H), 0.04 (s, 9/2H), 0.05 (s,9/2H).

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