Tag: M.W=200-300

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. 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

To a solution of compound 3 (2.04 g, 0.01 mol) in ethanol (40 mL) hydrazine hydrate (0.50 g,0.01 mol) was added. The reaction mixture was heated under reflux for 6 h then poured ontoice/water mixture containing few drops of hydrochloric acid and the formed solid product wascollected by filtration. Brown crystals from ethanol; yield: 1.15 g (80%); m.p. > 300 oC. IR, :3488-3429 (NH2, NH), 3054 (CH aromatic), 2983 (CH2), 1684 (CO), 1640 (C=N), 1630 (C=C).1H-NMR: : 4.93 (s, 2H, CH2), 4.89 (s, 2H, NH2, D2O exchangeable), 7.29-7.39 (m, 4H, C6H4),8.28, 8.32 (2s, 2H, 2NH, D2O exchangeable). 13C NMR (DMSO): 52.8 (CH2), 120.3, 123.8,124.6, 126.4, 127.3, 129.8 (C6H4), 163.8 (CO), 173.4 (C=N); Anal. calcd for C9H10N4O: C,56.83; H, 5.30; N, 29.46%. Found: C, 56.66; H, 5.28; N, 29.69%. MS: m/z: (%) 190 (M+, 36%).

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; Mohareb, Rafat M.; Gamaan, Marwa S.; Bulletin of the Chemical Society of Ethiopia; vol. 32; 3; (2018); p. 541 – 557;,
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Application of 1450-93-7,Some common heterocyclic compound, 1450-93-7, name is 1H-imidazol-2-amine sulfate(2:1), molecular formula is C6H12N6O4S, 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 13 7-Methyl-5-[3-(trifluoromethyl)phenyl]imidazo[1,2-a]pyrimidine A mixture of 5.14 g of (3-dimethylamino)-1[3-(trifluoromethyl)phenyl]-2-butene-1-one, 1.64 g of anhydrous sodium acetate and 2.64 g of 2-aminoimidazole hemisulfate in 100 ml of glacial acetic acid was refluxed for six hours. The solvent was removed in vacuo and the solid residue was partitioned between a saturated aqueous sodium bicarbonate solution and dichloromethane. The organic layer was separated and dried over powdered anhydrous sodium sulfate, then passed through a short column of a hydrous magnesium silicate. The effluent was refluxed on a steam bath with the gradual addition of hexane until crystallization was noted. On cooling the product was separated and collected by filtration and gave 2.55 g of the desired compound as off-white crystals, m.p. 170-172 C.

The synthetic route of 1450-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US5037980; (1991); A;,
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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. 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C11H12N2O3

The 44g intermediate 2-ethoxy -1H-benzimidazole-7-carboxylic acid methyl ester and 300 ml of methanol are added to a reaction flask, opening stirring, add 120g10percent sodium hydroxide solution, to return thermal insulation reaction, with used in HPLC. After the reaction is complete, cooling to 15-25°C, dropwise 10percent dilute hydrochloric acid, to pH adjusting 1-2, stirring the accent finishes 1h, filtering, used 30 ml purified water washing, filtering to dry, for 55-65 °C reduced-pressure drying to the stem, be 2-ethoxy -3H-benzimidazole-7-carboxylic acid 37.9g, yield 92.0percent, purity 98.3percent

The synthetic route of 150058-27-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Long days Chongqing Pharmaceutical Co., Ltd; Meng, Wenxue; Long, Daobing; Chen, Shunxiang; (14 pag.)CN105622595; (2016); A;,
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Adding a certain compound to certain chemical reactions, such as: 870837-70-0, name is 4-(1H-Imidazol-1-yl)-3-methoxybenzaldehyde, 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 870837-70-0, category: imidazoles-derivatives

Cyano ethyl acetate (76.0 muL) and piperidine were added one by one to an ethanol solution (5.0 mL) of 4-(1H-imidazol-1-yl-3-methoxybenzaldehyde (144 mg) obtained in Example 111 (35.0 muL). The reaction solution was refluxed for 3.5 hours, water and ethyl acetate were added to the reaction solution, and the organic layer was partitioned. After the obtained organic layer was washed with a saturated saline solution, it was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain the crude ester product

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Eisai Co., Ltd.; US2006/4013; (2006); A1;,
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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. 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

(1) potassium carbonate K2CO3 , AMST-1 C12H20N2O3 , AMST-2 C33H25BrN4 , In acetonitrile is added to the reaction kettle, raising the temperature to 80 C, keeps reaction for 3 hours, HPLC monitoring reaction, after the completion of reaction of outer 95 C distilling acetonitrile, lowering the temperature to 0 C stirring 8 hours, filtration products, the filter cake is acetonitrile leaching, after drying, the crude product in water for 3 C beating 5 hours to remove the inorganic salt, filtered, washed with water, 90 C drying to constant weight to obtain the product AMST – 3 C45 H44 N6 O3 ; K the potassium carbonate2 CO3 , AMST-1 C12H20N2O3 , AMST-2 C33H25BrN4 , Acetonitrile and water mass ratio of the 173:150: 383:2000: 1600;

The synthetic route of 144689-93-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangxi Yong Tong Technology Co., Ltd.; Liu Zhongchun; (10 pag.)CN107311989; (2017); A;,
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Imidazole | C3H4N2 – PubChem

Application of 162356-38-9, These common heterocyclic compound, 162356-38-9, name is 2-(2-Bromophenyl)-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.

General procedure: First, 100 mmol 2-phenylimidazole derivative introduced 400 ml of triethylamine. And continuously added with stirring 200 ml alkynyl, 6 mmol triphenylphosphine, 6 mmol of copper iodide (I) and 3 mmol of palladium acetate (II). The reaction mixture was then stirred for 20 hours at 80 . After cooling, the reaction mixture was diluted with 400 ml of methylene chloride, to separate a solid via filtration through a bed of salt C The filtrate was evaporated to dryness. The residue was dissolved in 300 ml of methylene chloride, 100 ml of concentrated aqueous ammonia with individual cleaning solution three times, and then washed three times with 100 ml of water, and dried over magnesium sulfate. After the solvent was removed in vacuo, the crude product was adsorbed onto silica gel (5 grams per gram of crude product silicone), and loaded into a silica gel column. First with dichloromethane to remove byproducts, but will be converted to THF solvent to elute the product. With spherical fractionating tube distillation or sublimation, resulting in the manipulation of the vacuum pump oil / solids release low-boiling components.

The synthetic route of 162356-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; STOESSEL, PHILIPP; HEIL, HOLGER; JOOSTEN, DOMINIK; PFLUMM, CHRISTOF; GERHARD, ANJA; BREUNING, ESTHER; (214 pag.)TWI520958; (2016); B;,
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Synthetic Route of 33529-02-1, 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. 33529-02-1, name is 1-Decyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

1-Decylimidazole was synthesized according to previous literature. 1-Decylimidazole (5.49 g, 26.3 mmol) and 3-bromopropene (3.1 g, 26.3 mmol) were added to a 100 mL round-bottom flask containing 30 mL ethanol with condenser. The reaction mixture was stirred for 24 h. Solvent was then removed under reduced pressure. The crude product was washed three times with ether and dried in a vacuum oven at 50 C for 24 h to give the 1-allyl-3-decylimidazolium bromide (ADIm). 1-Allyl-3-decylimidazolium bromide: This compound was obtained in 97% as a yellow viscous oil. 1H NMR (DMSO-d6, 400 MHz): delta 9.30 (s, 1H, -N-CH-N-), 7.87 (s, 1H, -N-CH-CH-N-), 7.78 (s, 1H, -N-CH-CH-N-), 6.07 (m, 1H, -CH=CH2), 5.32 (dd, 2H, =CH2), 4.87 (d, 2H, -CH2-CH=CH2), 4.19 (t, 2H, -N-CH2-), 1.79 (m, 2H, -CH2-CH2-), 1.24 (broad, 14H, -CH2-CH3), 0.85 (t, 3H, -CH3).

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

Reference:
Article; Zhou, Chuan; Li, Yi-He; Jiang, Zhen-Hua; Ahn, Kwang-Duk; Hu, Tian-Jiao; Wang, Qing-Hua; Wang, Chun-Hua; Chinese Chemical Letters; vol. 27; 5; (2016); p. 685 – 688;,
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Imidazole | C3H4N2 – PubChem

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. 3543-73-5, name is Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Ethyl 4-(5-amino-1-methyl-1H-benzo[d]imidazol-2-yl)butanoate

Example-1 Preparation of Ethyl 4-{5-[bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-2-yl}butanoate (III) Ethyl 4-[5-amino-1-methyl-1H-benzimidazol-2-yl)butanoate (II, 40.0 g, 0.153 mol) was added to 2-bromoethanol (80 mL) and agitated for 15-30 minutes. Acetonitrile (80 mL) and calcium carbonate (61.3 g, 0.61 mol) were added to the reaction mixture. The reaction mixture was heated to 80-90 C. within 2 hours and refluxed at 80-90 C. for 34-38 hours. The reaction mixture was cooled to below 70 C. and acetonitrile (80.0 mL) was added. The reaction mixture was further cooled to 20-30 C. and filtered through celite prewashed with acetonitrile. The filtrate was concentrated at 50-60 C. under vacuum till viscous mass is obtained. The viscous mass was cooled to 20-30 C. Dichloromethane (320.0 mL) was added to the viscous mass under stirring and washed with potassium carbonate solution (32.0 g in 200 mL water). The organic layer was washed with DM water twice. The organic layer (Dichloromethane) was concentrated under vacuum at 35-40 C. till viscous mass is attained. The viscous mass was dried under vacuum at 35-40 C. for one hour. Ethyl acetate (160.0 mL) was added to the viscous mass and cooled to 0-5 C. and stirred for one hour. The solid separated out was filtered and washed with ethyl acetate. The isolated solid was dissolved in dichloromethane and concentrated the solution under vacuum at 35-40 C. till viscous mass. The viscous mass was dissolved in acetone and cooled to 0-5 C. under stirring. The solid separated out was filtered, washed with acetone and dried at 40-45 C. under vacuum for 4-6 hours to give the title compound (III, 30.1 g; 56.30%), with a purity of 97.22%.

The synthetic route of 3543-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FRESENIUS KABI ONCOLOGY LIMITED; MISHRA, Bhuwan Bhaskar; KACHHADIA, Nikunj Shambhubhai; TOMAR, Vinod Singh; LAHIRI, Saswata; US2014/121383; (2014); A1;,
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Synthetic Route of 39513-26-3, These common heterocyclic compound, 39513-26-3, name is 5-Bromo-1,3-dihydrobenzoimidazol-2-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.

5-bromo-1,3-dihydro-2H-benzo[d]imidazol-2-one (50 mg, 0.235 mmol), 20 (124 mg, 0.352 mmol), and Pd(PPh3)4 (14mg, 5 mol%), were combined in a microwave vial and flushed with N2 for5 min. Dioxane (3 mL) and aq. K3PO4 (1 M, 0.5 mL) wereadded and the mixture was heated in a Biotage microwave at 100 C for 1 h. H2O(3 mL) and EtOAc (7 mL) were added and the organic layer was separated, driedusing Na2SO4 and evaporated. Gilson HPLC purificationafforded 22 (1.44 mg, 2%).

The synthetic route of 39513-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lotesta, Stephen D.; Marcus, Andrew P.; Zheng, Yajun; Leftheris, Katerina; Noto, Paul B.; Meng, Shi; Kandpal, Geeta; Chen, Guozhou; Zhou, Jing; McKeever, Brian; Bukhtiyarov, Yuri; Zhao, Yi; Lala, Deepak S.; Singh, Suresh B.; McGeehan, Gerard M.; Bioorganic and Medicinal Chemistry; vol. 24; 6; (2016); p. 1384 – 1391;,
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Imidazole | C3H4N2 – PubChem

Related Products of 10351-75-4, These common heterocyclic compound, 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, 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 mixture containing Eu2O3 (0.2 mmol), MnSO4*H2O (0.3 mmol), H3bidc (0.6 mmol) and water (10 mL) was sealed in a Teflon-lined stainless steel vessel (23 mL), which was heated at 170 C for 4 days and then cooled to room temperature in 2 days. Colorless rhombic crystals of 2 were obtained and picked out, washed with distilled water and dried in air (Yield: 38.17% based on Eu).

Statistics shows that 1H-Benzo[d]imidazole-5,6-dicarboxylic acid is playing an increasingly important role. we look forward to future research findings about 10351-75-4.

Reference:
Article; Sun, Ya-Guang; Zong, Wen-Hui; Xiong, Gang; Guo, Mei-Yan; Ding, Fu; Wang, Shu-Ju; You, Li-Xin; Ren, Bao-Yi; Xu, Zhen-He; Gao, En-Jun; Polyhedron; vol. 83; (2014); p. 68 – 76;,
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