Tag: M.W=300-400

Synthetic Route of 1219741-19-1, 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. 1219741-19-1, name is 5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 6- chloro-5-iodo-2-methanesulfonyl-lH-benzoimidazole (12.1 g, 34 mmol) in DMF (100 ml) at 0 0C was added NaH (60% dispersion in mineral oil, 1.5 g, 38 mmol). After 10 minutes, the mixture was warmed to rt and stirred for 45 minutes. Benzyl bromide (6.4 g, 38 mmol) was then slowly added and the reaction was stirred overnight at rt. The volatiles were then removed by rotary evaporation and the residue was partitioned between EtOAc and half-saturated ammonium chloride solution. The resulting emulsion was filtered through celite to obtain a cleaner partition. The EtOAc layer was washed with H2O, brine, and dried with MgSO4. After rotary evaporation, the oily residue was stirred in diethyl ether overnight. The mixture was filtered and the beige solid thus obtained was dried under vacuum at rt for 24 hours to yield the title compound. The filtrate was evaporated to an oil and purified by flash chromatography (SiO2, 220 g). A second crop of the title compound was eluted from the column with 40 % EtOAc in hexane.

The synthetic route of 5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; METABASIS THERAPEUTICS, INC.; BOOKSER, Brett, C.; DANG, Qun; GIBSON, Tony, S.; JIANG, Hongjian; CHUNG, De Michael; BAO, Jianming; JIANG, Jinlong; KASSICK, Andy; KEKEC, Ahmet; LAN, Ping; LU, Huagang; MAKARA, Gergely, M.; ROMERO, F., Anthony; SEBHAT, Iyassu; WILSON, David; WODKA, Dariusz; WO2010/47982; (2010); A1;,
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Related Products of 15813-09-9, These common heterocyclic compound, 15813-09-9, name is 4,5-Diiodo-1H-imidazole, 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.

4,5-Diiodo-1H-imidazole 21 (0.50 g, 1.6 mmol) in THF (15 mL)was cooled to 0 C and NaH (60% suspension in mineral oil)(0.10 g, 2.5 mmol) was added slowly. The reaction was allowedto come to rt and stir under N2 for 30 min. 4-Methoxybenzyl chloride (0.28 mL, 2.0 mmol) was added and stirred at 50?C for 18 h.The reaction was allowed to cool to rt, quenched with water(10 mL) and extracted with EtOAc (2 10 mL). The combinedorganic solutions were washed with water (10 mL), brine(10 mL), dried (anhyd. Na2SO4) and concentrated. The resultingcrude residue was purified by column chromatography (4:6EtOAc/Hexane) to give 22 as a yellow solid (0.63 g, 91%). m.p.= 158-160?C; 1H NMR: delta = 7.55 (s, 1H), 7.10 (d, J = 8.6 Hz, 2H),6.88 (d, J = 8.6 Hz, 2H), 5.07 (s, 2H), 3.80 (s, 3H); 13C NMR:delta = 159.9, 141.2, 129.2, 126.7, 114.5, 96.1, 82.4, 55.4, 53.1; IR(cm1): 3099, 2929, 2832, 1611, 1510, 1433, 1298, 1241, 1174,1024, 816, 760, 629; HR-ESIMS (m/z): Calcd. for [M+H]+C11H11N2OI2 is 440.8955 found 440.8956.

Statistics shows that 4,5-Diiodo-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 15813-09-9.

Reference:
Article; Koswatta, Panduka B.; Kasiri, Sabha; Das, Jayanta K.; Bhan, Arunoday; Lima, Heather M.; Garcia-Barboza, Beatriz; Khatibi, Nicole N.; Yousufuddin, Muhammed; Mandal, Subhrangsu S.; Lovely, Carl J.; Bioorganic and Medicinal Chemistry; vol. 25; 5; (2017); p. 1608 – 1621;,
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Synthetic Route of 29914-81-6, A common heterocyclic compound, 29914-81-6, name is 1,3-Bis(1H-benzo[d]imidazol-2-yl)benzene, molecular formula is C20H14N4, 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.

c. Add 2.56 mmol of 1,14.3 mmol KOH and 2 mL of 1-iodo-n-hexane were dissolved in 30 mL of acetonitrile and refluxed for 24 hours. The solvent was removed to obtain a brown oil, which was dissolved in chloroform. Distilled water was extracted and washed 9-10 times, and the filtrate was taken to obtain a brown solution. Concentrated to 3 ~ 5mL, using 100 ~ 200 mesh silica gel as stationary phase, ethyl acetate was used as the eluent for column chromatography. The Rf of the product was 0.7 to 0.8. bisbenzimidazole phenyl complex 2 was obtained (yellow-white solid, yield 89%).

The synthetic route of 29914-81-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Yuxin Intelligent Science And Technology Institute Co., Ltd.; Xi Yanan; Hu Shujin; (17 pag.)CN110590853; (2019); A;,
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Imidazole | C3H4N2 – PubChem

Electric Literature of 152628-02-9, 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. 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of I (30.4 g, 0.10 mol), the title compound 4′-chloromethylbiphenyl-2-carbonitrile (0.12 mol) of Example 14, Sodium ethoxide (or other organic bases as described above) (0.3 mol) Mixed with DMF (or other solvents as previously described) (200 ml) and reacted at 65 C for about 5 hours. After TLC was tested for no material, ethylene glycol (100 ml and water (50 ml) (Or other aqueous solvent) and heated to 160 C. TLC detection of no raw materials, the ice water to adjust the concentration of concentrated hydrochloric acid to 5 to 6, The solid was precipitated and the resulting solid was filtered, washed with water, telmisartan crude product, by recrystallization of telmisartan.

The synthetic route of 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Specialization Pharmaceutical Technology Co., Ltd.; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Shandong Tefaman Pharmaceutical Co., Ltd.; Wu Mingjun; Li Jianfeng; Chen Weiming; Tian Guanghui; Zhu Fuqiang; Suo Jin; Shen Jingshan; (14 pag.)CN104768936; (2017); B;,
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Adding a certain compound to certain chemical reactions, such as: 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, 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 152628-02-9, Recommanded Product: 152628-02-9

The double-benzimidazole heterocyclic compound (500 mg, 1 . 64mmol) soluble in 20mLN, in N – dimethyl formamide, adding sodium hydrogen (79 mg, 3 . 3mmol) at room temperature under stirring 30min, slow the instillment contains N – O-cyano phenyl -4 – bromo methyl indole (560 mg, 1 . 8mmol) of N, N – dimethyl formamide solution (10 ml) in. The mixed liquid continuing stirring at room temperature instead on invitation 2h, TLC monitoring to the reaction is complete. Filtering, the filter cake is dichloromethane (10 ml ¡Á 3) washing three times. In the filtrate by adding 200 ml of methylene chloride and 200 ml water, takes organically. After the dichloromethane (150 ml ¡Á 3) extracting the aqueous phase three times, the combined organic phase. For saturated salt water (300 ml ¡Á 4) washing the organic phase four. For drying the organic phase with anhydrous magnesium sulfate, filter, evaporate the solvent under reduced pressure, to obtain amber solid. The solid weight crystallized to obtain gray solid about 600 mg (yield is about 68.3%).

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, 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chen, Zhilong; Zhu, Weibo; Ren, He; Yan, Yijia; Bao, Xiaolu; Chen, Danye; (16 pag.)CN106467521; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 152628-02-9, 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. 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 3: Alkylation of (2-(1-propyl)-4-methyl-6-(1′-methylbenzimidazole-2-il)benzimidazole); [Show Image] 15 mL of sulfolane (tetramethylene sulfone) is charged to the flask. 0.85 g of PMB (2-(1-propyl)-4-methyl-6-(1′-methylbenzimidazole-2-il)benzimidazole) and 0.38 g of potassium tert-butoxide are added. The mixture is heated above 30 C to dissolve all the components. The solution is than cooled down to 15 C and 1.07 g of 4′-bromomethyl-2-iodo-biphenyl in 5 mL of solvent is added slowly during 45 minutes. The reaction mixture is stirred at the same temperature for additional 2 hours. 40 mL of demineralised water and 35 mL of EtOAc (ethyl acetate) are added. The phases are separated. The upper EtOAc phase is washed several times with saturated water solution of NaCl. The solvent is evaporated and 4 mL mixture of EtOAc and acetone is added. The suspension is stirred for 30 minutes at room temperature. The suspension is filtered and 0.94 g of white crystals of 3′-(2′-iodo-biphenyl-4-ylmethyl)-1,7′-dimethyl-2′-propyl-1 H,3’H-[2,5′]bibenzimidazolyl are obtained. 1H NMR (300 MHz, CDCl3) delta: 1.06 (t, J = 7.4 Hz, 3H), 1.84 – 1.92 (m, 2H), 2.95 (t, J = 7.8 Hz, 2H), 3.81 (s, 3H), 5.46 (s, 2H), 7.03 (ddd, J = 7.9 Hz, J = 7.4 Hz, J = 1.8 Hz, 1H), 7.13 (d, J = 8.0 Hz, 2H), 7.23 – 7.54 (m, 9H), 7.77 – 7.83 (m, 1H), 7.94 (dd, J = 7.9 Hz, J = 1.1 Hz, 1H).

The synthetic route of 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lek Pharmaceuticals D.D.; EP2103588; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1219741-19-1, 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. 1219741-19-1, name is 5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows.

Step A: 6-chloro-5-iodo-2-(methylsulfonyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-benzo[d]imidazole (0768) To a suspension of 6-chloro-5-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole (5.042 g, 14.14 mmol) in DCM (100 mL) at 0 C. was added TEA (2.96 mL, 21.21 mmol), and SEM-C1 (2.76 mL, 15.55 mmol) dropwise. The resulting solution was stirred from 0 C. for 1 hr. The reaction mixture was partitioned between water (200 mL) and DCM (100 mL), the aqueous phase was extracted with DCM (200 mL), and the combined organic phase was dried over anhydrous Na2SO4, concentrated and the residue was purified on silica gel column using EtOAc/hexane as eluting solvents to give the title compound. LC/MS: (M+1)+: 487.17.

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Merck Sharp & Dohme Corp.; Mandal, Mihir; Tang, Haifeng; Xiao, Li; Su, Jing; Li, Guoqing; Yang, Shu-Wei; Pan, Weidong; Tang, Haiqun; DeJesus, Reynalda; Hicks, Jacqueline; Lombardo, Matthew; Chu, Hong; Hagmann, William; Pasternak, Alex; Gu, Xin; Jiang, Jinlong; Dong, Shuzhi; Ding, Fa-Xiang; London, Clare; Biswas, Dipshikha; Young, Katherine; Hunter, David N.; Zhao, Zhiqiang; Yang, Dexi; (405 pag.)US2016/333021; (2016); A1;,
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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. 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole

500 ml three-neck bottle,Equipped with mechanical mixing and distillation unit,5.0 g (0.0091 mol) of the compound of the formula M-206 was added,3.49 g (0.0101 mol) of 4-(2-phenyl-1H-benzo[d]imidazol-1-yl)bromobenzene,40 ml of toluene,40 ml of ethanol,25 ml of water,2.51 g (0.0182 mol) of potassium carbonate,0.05 g (0.0000455 mol) of tetrakistriphenylphosphine palladium was added under nitrogen protection.After the addition, slowly warmed to 70 C,Reaction for 8 hours.Cool down, add water,The organic layer is washed,Dry over anhydrous sodium sulfate,Decolorization on silica gel column,The eluent is concentrated to dryness.The crude product P-2 was obtained.The above crude P-2 product was recrystallized from a mixed solvent of toluene and ethyl acetate to obtain 5.01 g of a product P-2.The yield was 71.3%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 760212-58-6.

Reference:
Patent; Fuyang Xinyihua Materials Technology Co., Ltd.; Wang Zhanqi; Li Zhiqiang; Guo Linlin; (37 pag.)CN108218788; (2018); A;,
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Imidazole | C3H4N2 – PubChem

Synthetic Route of 760212-58-6, These common heterocyclic compound, 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, 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.

Synthesis Example 15: Synthesis of Compound A82 (0371) Pd(dba)3 (0.03 eq), (t-Bu)3P (0.06 eq), and toluene (based on a reagent (0.1 M 1 eq)) were added to a flask containing Int C-2 (1 eq) and R?-4 (1.2 eq) to form a mixed solution, and then, the mixed solution was stirred under reflux for 5 hours. After the reaction solution was cooled to room temperature, an extraction process was performed thereon using MC, followed by a washing process performed thereon using distilled water. Then, the resulting product obtained from the washing process was subjected to a drying process using MgSO4 and a vacuum distillation process. The residue obtained therefrom was purified by column chromatography, thereby completing the preparation of Compound A82 (yield: 74.9%). (0372) HRMS for C37H23N3O [M]+: calculated: 525.61, found: 524. (0373) Elemental Analysis for C37H23N3O calculated: C, 84.55; H, 4.41; N, 7.99; O, 3.04

The synthetic route of 760212-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Display Co., Ltd.; Lee, Jungsub; (107 pag.)US2017/271596; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2034-22-2,Some common heterocyclic compound, 2034-22-2, name is 2,4,5-Tribromoimidazole, molecular formula is C3HBr3N2, 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 2,4,5-tribromo-1H-imidazole (120 g, 393.75 mmol, 1 equiv.), 1-(bromomethyl)-4-chlorobenzene (100 g, 486.67 mmol, 1.236 equiv.) and Cs2CO3 (200 g, 613.84 mmol, 1.559 equiv.) in DMF (1000 mL) was stirred at room temperature for 16 hours. To the reaction mixture was added EtOAc (500 mL) and H2O (300 mL). The organic layer was washed with H2O (2 X 300mL) and brine (300 mL), dried over anhydrous Na2SO4, filtered. The filtrate was concentrated to afford 2,4,5-tribromo-1-[(4-chlorophenyl)methyl]-1H-imidazole (170 g, crude) as a light yellow solid.

The synthetic route of 2034-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GOLDFINCH BIO, INC.; DANIELS, Matthew, H.; YU, Maolin; HARMANGE, Jean-Christophe, P.; TIBBITTS, Thomas, T.; LEDEBOER, Mark, W.; CASTLE, Neil, A.; MALOJCIC, Goran; (0 pag.)WO2019/173327; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem