Tag: M.W=100-200

Related Products of 1632-83-3, 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. 1632-83-3, name is 1-Methylbenzimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1-methylbenzimidazole (1 mmol, 132.1 mg)Carbon tetrabromide (1.1 mmol, 364.8 mg) was placed in a 10 mL round bottom flask.Add 5 mL of N,N-dimethylformamideSodium tert-butoxide (4.0 mmol, 384.4 mg),Stir at room temperature for 3 hours,TLC monitored the endpoint of the reaction.The mixture was poured into water and extracted with dichloromethane. The organic phase was collected and dried. The dichloromethane was removed by rotary evaporation to give the crude product.The crude product was subjected to silica gel column chromatography with petroleum ether and ethyl acetate as eluents (ratio by volume = 15:1).2-Bromo-1-methylbenzimidazole was obtained (white solid, 179.0 mg, yield 85%).

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, 1-Methylbenzimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Liaoning University; Liang Fushun; Liu Xia; Han Zhengbo; Su Zhongmin; (10 pag.)CN107501023; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 934-22-5, A common heterocyclic compound, 934-22-5, name is 6-Aminobenzimidazole, molecular formula is C7H7N3, 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: A dry 50 mL flask was charged with 2-halogenated aromatic aldehyde 1 (1.0 mmol), 1H-benzo[d]imidazol-5-amine (0.133 g,1.0 mmol), cyclohexane-1,3-diones (1.0 mmol), CuI (10 mg), L-proline(6 mg), Cs2CO3 (650 mg) and dioxane (10 mL). The reaction mixture was stirred at reflux for 10-18 h. After completion of the reaction, as indicated by TLC, the solid was filtered off by a fast and hot filtration, and the products of 4 were obtained as pale yellow powder or crystals, when the mixture was allowed to cool down to room temperature.

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; Li, Chao; Zhang, Wen-Ting; Wang, Xiang-Shan; Tetrahedron; vol. 70; 46; (2014); p. 8919 – 8924;,
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. 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H5ClN2

To a solution of 2-Chloro-1- isopropyl-1H-benzoimidazole (167.5 mg, 1.00 mmol) in DMF (4 mL) was added NaH (60% in mineral oil, 36 mg, 1.2 mmol) at 0 oC. After stirring 30 minutes at r.t., 2-Bromo-propane (244 mg, 1.20 mmol) was added dropwise and the reaction mixture was stirred at 37 oC for 12 hours. Then the reaction was quenched by water (30 mL) and extracted with EtOAc (50 mL x 3). The combined organic layer was washed with brine and dried over Na2SO4. The mixture was filtered and the filtrate solvent was removed under reduced pressure. The residue was purified via silica gel column chromatography (Petroleum ether/EtOAc) to give the title compound (105 mg, 53.2% yield) as a white solid. LC-MS: Calculated exact mass = 194.1; Found [M+H]+ =195.2; 197.2.

According to the analysis of related databases, 4857-06-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KYMERA THERAPEUTICS, INC.; MAINOLFI, Nello; JI, Nan; KLUGE, Arthur F.; (282 pag.)WO2019/140387; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 16265-04-6,Some common heterocyclic compound, 16265-04-6, name is 2-Chloro-1H-imidazole, molecular formula is C3H3ClN2, 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 make PCA 1 4-(2-(dimethylamino)ethoxy)-5-methoxy-2-nitrobenzyl 2-chloro-1H-imidazole-1-carboxylate, carbonyldichloroimidazole (CDCl) was freshly prepared by dissolving 2-chloroimidazole (102 mg, 1.0 mmol) in THF (1.5 mL) and triphosgene (25 mg, 0.08 mmol) dissolved in THF (1.0 mL) was added to this. The resulting mixture was stirred for 30 min at room temperature and then filtered. The filtrate was concentrated in vacuo and dried under high vacuum for 5 min resulting in a white powder (1H NMR (300 MHz, DMSO-d6) delta7.70 (d, J=1.9 Hz, 2H), 7.14 (d, J=1.9 Hz, 2H)), which was immediately used without any further purification. The white powder was dissolved in THF (1.0 mL) and to this was added a solution of compound 4a (8 mg, 0.03 mmol) dissolved in THF (1.0 mL) and the resulting mixture was stirred for 5 min at room temperature. Next, DIPEA (35 muL, 0.20 mmol) was added and the reaction was stirred for an additional 5 min before concentrating in vacuo. The obtained yellow solid was immediately dissolved in DMSO (30 muL) resulting in a -1 M solution and stored at -80 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-1H-imidazole, its application will become more common.

Reference:
Patent; The Board of Trustees of the Leland Stanford Junior University; Velema, Willem Arend; Kool, Eric T.; (79 pag.)US2019/264205; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3097-21-0, These common heterocyclic compound, 3097-21-0, name is 1,3-Dimethyl-1H-benzo[d]imidazol-2(3H)-one, 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 Drop DMF was added to a solution of (2-chloro-4-methoxy-phenyl)-acetic acid (CAS 91367-09-8) (800 mg) and oxalyl chloride (0.55 ml) in THF (15 ml). The mixture was stirred for 30 min at room temperature and then concentrated to dryness to give the corresponding acid chloride. Aluminum chloride (1.6 g) was added to a solution of 1,3-dimethyl-1,3-dihydro-benzoimidazol-2-one (CAS Reg. No. 3097-21-0, 647 mg) in DCE (9 ml) at 0 C. After stirring for 5 min, a solution of the acid chloride obtained above in DCE (4 ml) was added and the mixture was stirred 1 h at room temperature. The mixture was poured onto ice water and extracted with DCM and EtOAc. The combined organic layers were dried over Na2SO4 and concentrated to an oil. The residue was purified by flash chromatography (SiO2, 0 to 100% EtOAc/DCM) to give the title compound (1 g) as a white solid. MS (m/e)=345.0 [M+H+].

Statistics shows that 1,3-Dimethyl-1H-benzo[d]imidazol-2(3H)-one is playing an increasingly important role. we look forward to future research findings about 3097-21-0.

Reference:
Patent; Hunziker, Daniel; Lerner, Christian; Mueller, Werner; Sander, Ulrike Obst; Pflieger, Philippe; Waldmeier, Pius; US2010/249124; (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. 16265-04-6, name is 2-Chloro-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 2-Chloro-1H-imidazole

Reference example 10 Preparation of 2-chloro-4,5-diiodoimidazole 2-Chloroimidazole (5.13 g) was suspended in water (150 ml), and an aqueous solution of 6N sodium hydroxide (17 ml) was added. Next, iodine (25.9 g) was added and was stirred at a room temperature for 3 hours. After that, the reaction mixture was treated with an aqueous solution of sodium sulfite, the deposited matters were collected by filtration and dried, there was obtained 2-chloro-4,5-diiodoimidazole (16.4 g, yield: 92.5%) as yellow solid. 1H-NMR (DMSO-d6) delta(ppm): 13.61 (1H, bs) 13C-NMR (DMSO-d6) delta (ppm): 133.07.

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; Otsuka Pharmaceutical Company, Limited; EP1553088; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 30148-21-1, 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. 30148-21-1, name is Ethyl 1-methyl-1H-imidazole-2-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparation of Ethyl 4-nitro-1-methylimidazole-2-carboxylate (10) Compound (17) was carefully dissolved in 1000 ml of concentrated sulfuric acid cooled to 0 C. 90% nitric acid (1 liter) was slowly added maintaining a temperature of 0 C. The reaction was then refluxed with an efficient condenser (-20 C.) in a well ventilated hood for 50 minutes. The reaction was cooled with an ice bath, and quenched by pouring onto 10 liters of ice. The resulting blue solution was then extracted with 20 liters of dichloromethane and the combined extracts were dried and concentrated in vacuo to yield a tan solid which was recrystallized from 22 liters of 21:1 carbon tetrachloride/ethanol. The resulting white crystals were collected by vacuum filtration to provide pure (10). (103 g, 22% yield). TLC (7:2 benzene/ethyl acetate) Rf 0.5, 1 H NMR (DMSO-d6) delta 8.61 (s, 1 H), 4.33 (1, 2 H, J=6.4 Hz), 3.97 (s, 3 H), 1.29 (t, 3 H, J=6.0 Hz); 13 C NMR (DMSO-d6) delta 158.2, 145.4, 135.3, 127.4, 62.2, 37.3, 14.5; IR(KBr) 3139, 1719, 1541, 1508, 1498, 1381, 1310, 1260, 1147, 1122, 995, 860, 827, 656; FABMS m/e 200.066 (M+H 200.067 calc. for C7 H10 N3 O4).

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 1-methyl-1H-imidazole-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; California Institute of Technology; US6090947; (2000); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 312-73-2, 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. 312-73-2, name is 2-(Trifluoromethyl)-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 3-[4-(2-bromoethoxy)phenyl]-2-ethoxypropanoate(371mg, lmmol) was dissolved in DMF (5ml) and K CO (552mg, 4mmol) was added followed by 2-trifluoromethyl benzimidazole (204mg, 1.1 mmol). The reaction mixture was heated to 6O0C for 17hrs. After the completion of the reaction, water was added and the product was extracted with Et O. The product was purified by column chromatography on silica gel using ethyl acetate and hexanes as solvent (333mg, 70%).[182][183] 1K NMR: (300MEtaz, CDCl3): delta 7.92 (d, IH), 7.68 (d, IH), 7.53-7.40 (m, 2H), 7.14(d, 2H), 6.73 (d, IH), 4.46 (t, 2H), 4.34 (t, 2H), 4.18 (q, 2H), 3.95 (t, IH), 3.63-3.60 EPO (m, IH), 3.58-3.31 (m, IH), 2.95 (t, 2H), 1.26-1.14 (m, 6H).[ 184] Mass m/z: 451.7 (M+H)

The synthetic route of 2-(Trifluoromethyl)-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SK CORPORATION; WO2006/104349; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 33543-78-1,Some common heterocyclic compound, 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, molecular formula is C6H8N2O2, 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 mixture of ethyl 1H-imidazole-2-carboxylate (700?mg, 5.0?mmol), potassium carbonate (1.38?g, 10.0?mmol) and 4-bromobut-1-ene (800?mg, 6.0?mmol) in 5?mL DMF was heated to 80?C for 3?h. TLC analysis indicated that the reaction had ceased. After cooling to room temperature, the solution was diluted with EtOAc (15?mL) and washed with water (25?mL?*?3), brine (25?mL?*?3). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was then purified by SiO2 chromatography (ethyl acetate: petroleum ether?=?1:1) to give compound 9d as colorless oil (0.93?g, 96%). 1 H NMR (500?MHz, CDCl3) delta 7.14 (d, J?=?1.0?Hz, 1H), 7.05 (d, J?=?1.0?Hz, 1H), 5.80-5.70 (m, 1H), 5.08-5.01 (m, 2H), 4.47 (t, J?=?7.0?Hz, 2H), 4.41 (q, J?=?7.0?Hz, 2H), 2.59-2.50 (m, 2H), 1.43 (t, J?=?7.0?Hz, 3H); ESI-MS: m/z = 195 [M+H]+.

The synthetic route of 33543-78-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Jianjun; Liu, Jieyu; Li, Daqiang; Xu, Lei; Hong, Duidui; Chang, Shan; Li, Jia; Liu, Tao; Zhou, Yubo; European Journal of Medicinal Chemistry; vol. 164; (2019); p. 423 – 439;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 98873-55-3,Some common heterocyclic compound, 98873-55-3, name is 2-(1H-Imidazol-1-yl)acetonitrile, molecular formula is C5H5N3, 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 stirred solution of 2-(lH-imidazol-l-yl)acetonitrile (400 mg, 3.73 mmol) in dimethylsulfoxide (5 mL), potassium hydroxide (461 mg, 8.22 mmol) was added at 0 C and stirred for 30 min at 25 C. To this reaction mixture, carbon disulfide (0.29 mL, 4.85 mmol) was added and stirred for another 15 min. 5,6-Dichloropyrazine-2,3-dicarbonitrile (743 mg, 3.73 mmol) was added portion- wise to the reaction mixture and allowed to stir for 2 h at 25 C. After completion of the reaction, water was added to the reaction mixture and the product was extracted twice with ethyl acetate (50 mL). Ethyl acetate layer was washed with brine (50 mL), dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure to obtain a crude product. The crude product was then purified by column chromatography on silica gel (eluent-hexane to 40% ethyl acetate in hexane) to obtain 2-(cyano(lH-imidazol-l-yl)methylene)-[l,3]dithiolo[4,5-b]pyrazine-5,6-dicarbonitrile (350 mg, 1.31 mmol, 30% 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-(1H-Imidazol-1-yl)acetonitrile, its application will become more common.

Reference:
Patent; PI INDUSTRIES LTD.; SAXENA, Rohit; PUJARI, Sandip Appaji; THOK, Sambhaji Shivnath; DEBNATH, Sankha; RAJU, Jella Rama; MISHRA, Rupesh Kumar; GARG, Ruchi; AUTKAR, Santosh Shridhar; VENKATESHA, Hagalavadi M; KLAUSENER, Alexander G.M.; (110 pag.)WO2019/150311; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem