Author: Jessica.F

Related Products of 3034-50-2, The chemical industry reduces the impact on the environment during synthesis 3034-50-2, name is Imidazole-4-carbaldehyde, I believe this compound will play a more active role in future production and life.

A 1 litre flask was charged with 1 H-imidazole-4-carbaldehyde (14 g, 146 mmol) and absolute ethanol (240 mL). Then 2-(benzylamino)ethanol (20.8 mL, 146 mmol) wasadded and the white suspension turned slowly into a yellow solution after 3 h The mixture was then cooled in an ice-bath and sodium triacetoxyborohydride (93 g, 437 mmol) was added portionwise. The mixture was then stirred overnight at room temperature. Water was added and the mixture was partially concentrated. After neutralising to pH -7 with 1 M aqueous NaOH, the aqueous phase was rinsed twicewith ethyl acetate, then it was basified further to pH 14. The aqueous layer was then extracted with thrice with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and evaporated to dryness to give the title compound (26.9 g), which was directly used in the next step.1H NMR (ODd3) 67.52 (s, 1H), 7.37-7.18 (m, 6H), 6.87 (s, 1H), 3.69 (s, 2H), 3.68- 3.58 (m, 5H), 2.70 (t, J = 5.1 Hz, 2H).LC/MS: m/z 232 [M+H].

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, Imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE S.A.; DIAZ-FERNANDEZ, Jose Luis; ALMANSA-ROSALES, Carmen; NIECZYPOR, Piotr; WO2015/91795; (2015); 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. 15813-09-9, name is 4,5-Diiodo-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 4,5-Diiodo-1H-imidazole

(2) The product of the previous step (4-iodo-1H-imidazole and a little diiodo-substituted imidazole, 78 kg)60 kg of isopropyl alcohol and 240 kg of water were added,Adding 67.5 kg of sodium sulfite,Reflux reaction to raw material disappears.Cooled and filtered (the filtrate used as solvent in the next batch, no emissions)Extraction (using ethyl acetate extraction),Concentration under reduced pressure gave the compound 4-iodo-1H-imidazole (38 kg, purity was 99.2% by high performance liquid phase).

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; Hangzhou Lide Biological Technology Co., Ltd.; Ren Guobao; Wu Yan; Li Chuanbin; (5 pag.)CN106674121; (2017); A;,
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. 312-73-2, name is 2-(Trifluoromethyl)-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 312-73-2

General procedure: A flame-dried round-bottomed flask was charged with 3-bromoisocoumarine (0.13 mmol) azole (1.2 eq), Pd2(dba)3 (5mol %), Xantphos (10 mol %) and K2CO3 (2.0 eq) in dry toluene (1.0 mL). The mixture was heated under nitrogen atmosphere at 80 C for 12h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature and solvent removed under reduced pressure. The crude residue was purified by flash column chromatography on silica gel to afford the corresponding product.

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; Simic, Milena; Paunovic, Nikola; Boric, Ivan; Randjelovic, Jelena; Vojnovic, Sandra; Nikodinovic-Runic, Jasmina; Pekmezovic, Marina; Savic, Vladimir; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 235 – 239;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 57531-37-0, name is 2-Chloro-5-nitroimidazole, molecular formula is C3H2ClN3O2, 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. SDS of cas: 57531-37-0

A solution of 2,4 ‘ -dibromoacetophenone (5 g, 18 mmol), 2-chloro-4-nitro- lH-imidazole (4 g, 27 mmol, 1.5 equiv.) and K2CO3 (3.73 g, 27 mmol, 1.5 equiv) in CH3CN (180 mL) was stirred at 60 0C for 2h. The reaction mixture was cooled to rt, and the solids precipitates were filtered. The precipitates were washed with water and the filtered mixture of organic solvents and water were separated. The organic layers were concentrated and recrystalized with acetone to provide 5.5 g (15.99 mmol, 89percent) of brown solid. ESI MS m/z 346 (M + H+) with bromine doublet pattern.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57531-37-0, its application will become more common.

Reference:
Patent; GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT; WO2009/120789; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1792-40-1, The chemical industry reduces the impact on the environment during synthesis 1792-40-1, name is 2-Methyl-5-nitro-1H-benzo[d]imidazole, I believe this compound will play a more active role in future production and life.

In 100mL round bottom flask, 2-methyl-5-nitrobenzimidazole (0. 46g, 0. 0026mol), potassium carbonate (0 · 72g, 0 · 0052mol) and the amount of acetonitrile, temperature control The reaction was stirred 50 C 0 · 5h, cooled to room temperature, was added II-2 (1. 00g, 0. 0026mol) was heated to 80 C and stirring continued, until thin layer chromatography the reaction was completed track, and then by concentration, extraction, column chromatographic separation, recrystallization, and dried to give square 0. 49g Compound 1-30, yield 33.4%.

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

Reference:
Patent; Southwest University; Zhou, Chenghe; Zhang, Ling; (39 pag.)CN104086534; (2016); B;,
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. 16681-56-4, name is 2-Bromo-1H-imidazole, A new synthetic method of this compound is introduced below., Formula: C3H3BrN2

CS2CO3 (568 mg, 1.74 mmol) was added to a solution of Cul (16.2 mg, 85.1 pmol) and l,l,l-tris(hydroxymethyl)ethane (10.2 mg, 85.1 iimol) in anhydrous l,4-dioxane (45 mL) and anhydrous DMF (5 mL) in a sealed tube while N2 was bubbling. After 10 min, 4-chloro-lH-pyrrolo[3,2-c]pyridine [60290-21-3] (130 mg, 0.85 mmol) and 2-bromo- lH-imidazole [16681-56-4] (150 mg, 1.02 mmol) were added. The reaction mixture was stirred at room temperature for 10 min, and at 110 C for 4 days. The mixture was filtered through Celite and the solvents were evaporated in vacuo. The crude mixture was purified by flash column chromatography (silica, heptane/EtOAc, gradient from 100:0 to 60:40) to afford 1-151 (36 mg, 18%, 35% purity).

The synthetic route of 16681-56-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference 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.

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.

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.

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

Reference of 2620-76-0,Some common heterocyclic compound, 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, molecular formula is C19H13BrN2, 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.

Example 1.3.3; 10; [0087] l-phenyl-2-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)- lH-benzo[d] imidazole (10): A mixture of Compound 9 (0.70 g, 2 mmol), bis(pinacolate)diborane (0.533 g, 2.1 mmol), l,l’-Bis(diphenylphosphino)ferrocene] dichloropalladium (Pd(dppf)Cl2) (0.060 g, 0.08 mmol) and anhydrous potassium acetate (0.393 g, 4mmol) in 1,4-dioxane (20 mL) was heated at 800C under argon overnight. After cooling to r.t., the whole mixture was diluted with ethyl acetate (80 mL) then filtered. The solution was absorbed on silica gel, then purified by column chromatography (hexanes/ethyl acetate 5:1 to 3:1) to give a white solid (Compound 10) (0.64 g, in 81% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, its application will become more common.

Reference:
Patent; NITTO DENKO CORPORATION; ZHENG, Shijun; CAYAS, Jensen; LI, Sheng; MOCHIZUKI, Amane; CHAF, Hyunsik; HARDING, Brett, T.; WO2011/8560; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 2620-76-0, A common heterocyclic compound, 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, molecular formula is C19H13BrN2, 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.

In a glovebox, three oven-dried reaction jars were each charged with 2-(4- bromophenyl)-l -phenyl- lH-benzimidazole 12 (4.20 g, 12.0 mmol), bis(pinacolato)- diboron (Bpin) (3.05 g, 12 mmol, 1 eq.), potassium acetate (2.95 g, 30 mmol, 2.5 eq.), and Pd(dppf)Cl2 (300 mg, 0.36 mmol, 3 mol%). The solvent (1,4-dio-xane, 80 mL) was added to each jar and the reactions were stirred at 80 C overnight. After complete conversion (-95%) as determined by LC-MS, the contents of the reaction jars were mixed and the solvent removed under reduced pressure. Water (200 mL) was added the product was extracted into chloroform (3×200 mL), the product was passed through a silica plug and recrystallized from acetonitrile. The reaction was successfully scaled up to 12 g in 90% yield after recrystallization to give the desired boronic ester 8 at -98% purity as judged by LC-MS and NMR. *H NMR (500 MHz, cdcl3) delta 7.90 (dt, J = 8.1, 0.9 Hz, 1H), 7.76 – 7.71 (m, 2H), 7.60 – 7.55 (m, 2H), 7.49 – 7.41 (m, 3H), 7.35 – 7.21 (m, 6H), 1.32 (s, 12H); 13C NMR (126 MHz, CDC13) delta 172.37, 157.10, 152.56, 135.25,133.58, 133.11, 131.25, 130.46, 128.49, 128.13, 128.03, 127.96, 127.73, 127.11, 126.47, 125.24, 124.99, 123.30

The synthetic route of 2620-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW GLOBAL TECHNOLOGIES LLC; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; ONDARI, Mark E.; WELSH, Dean M.; FROESE, Robert DJ; NA, Hong-Yeop; (38 pag.)WO2016/209895; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 54624-57-6, 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. 54624-57-6, name is 2-Bromobenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Preparation of intermediate benzyl 2-bromo-1H-1,3-benzodiazole-1-carboxylate (7a) Under nitrogen atmosphere, benzyl chloroformate (0.174 mL, 1.218 mmol) was added to a solution of 2-bromo-1H-1,3-benzodiazole (200 mg, 1.015 mmol) and pyridine (0.123 mL, 1.523 mmol) in anhydrous dichloromethane (4 mL) at 0°C. The reaction mixture was stirred at room temperature for 3 hours, then cooled to 0°C. Water (5 mL) was added, and once at room temperature, the aqueous layer was extracted with dichloromethane (2 x 7 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo. The residue was purified by preparative TLC (cyclohexane/ethyl acetate: 80/20) to provide benzyl 2-bromo-1H-1,3-benzodiazole-1-carboxylate (7a) (250 mg, 0.755 mmol, 74percent). 1H NMR (400 MHz, CDCl3) d 5.54 (s, 2H), 7.30-7.37 (m, 2H), 7.39-7.48 (m, 3H), 7.50-7.55 (m, 2H), 7.64-7.71 (m, 1 H), 7.85-7.92 (m, 1H).

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

Reference:
Patent; LABORATOIRE BIODIM; Ledoussal, Benoit; Le Strat, Frederic; Chasset, Sophie; EP2821104; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem