Tag: M.W=200-300

3543-72-4, name is Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate

In the hydrogenation reaction kettle by adding 50 g 1 – methyl -5 – nitro – 1H – benzimidazole -2 – butyric acid ethyl ester (compound of formula II), 2.5 g 5% palladium/carbon, 1.3 L methanol, 475 ml ethyl acetate, hydrogen pressure control in the 0.1 – 0.2 mpa, reaction solution is 25 C reaction 15 hours, TLC monitoring end point of the reaction to the reaction is complete.Responds the fluid in 35 C decompression filter, collecting the filtrate, the filtrate concentrated under reduced pressure to dry after, adding 75 ml ethyl acetate, 70 C stirring 0.5 hours, cooling to 5 C stirring 0.5 hours, for 5 C standing crystallization 2 hours, filtering, washing the filter cake with acetic acid ethyl ester, filtration cake 50 C decompression drying 5 hours, formula I compound 35 g, yield 77.8%.

The synthetic route of 3543-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Wang Hua; Zhang Aiming; Xia Chunguang; Zhang Xiquan; Yi Yan; (6 pag.)CN109694353; (2019); A;,
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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. 37148-86-0, name is 4-(4-(Trifluoromethyl)phenyl)-1H-imidazole, A new synthetic method of this compound is introduced below., Product Details of 37148-86-0

Reference Example 2 (0.12 g)2-bromo-4-nitroaniline (0.12 g), cesium carbonate (0.28 g), copper (I) oxide (8.1 mg) and 4,7- dimethoxy-1,10 -Phenanthroline (0.027 mg) was added. The reaction solution was stirred under microwave irradiation at 180 C. for 1 hour and then cooled to room temperature. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (elution solvent; hexane: ethyl acetate) to obtain Example 40 (30 mg).

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; SUMITOMO DAINIPPON PHARMA COMPANY LIMITED; ISOBE, YOSHIAKI; BAN, HITOSHI; SAITO, YASUHIRO; WATANABE, HITOSHI; (44 pag.)JP2018/135270; (2018); A;,
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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., category: imidazoles-derivatives

Example 3; Preparation of olmesartan medoxomilTo dimethyl acetamide (800 ml) was added 4-(1-hydroxy-1-methylethyl)-2-propyl imidazol- 5-carboxylic acid ethyl ester (100 gms) and powdered potassium carbonate (200 gms). To this was charged 4-[2-(trityltetrazol-5-yl)phenyl]benzyl bromide (300 gms) at 45-50C. The contents were stirred for 8-10 hours at 45-50C. The insolubles were filtered. The contents were cooled to 5-100C. Potassium tertiary butoxide (100 gms) was charged at a temperature below 45C. The reaction was maintained at 40-450C for 3 hrs. To this was slowly added 5-methyl-2-oxo-1 ,3-dioxane-4-yl) methyl chloride at 40-450C over a period of 1 hour. The contents were heated to 60-650C and maintained for 4 hours. The reaction mass was then cooled to 30-350C and was neutralized with concentrated hydrochloride acid. The reaction mass was filtered to remove inorganics. The reaction mass was charcoalized using charcoal (10 gms) and was stirred for 30 minutes at 40-450C. The reaction mass was filtered over hyflo. The clear filtrate was acidified with hydrochloric acid (100 ml) slowly at 25-30C. The contents were stirred at 60C for 1 hour. The reaction mass was chilled to 0-5C and was filtered to remove tritanol. The reaction mass was concentrated under reduced pressure. The residue was quenched with water (500 ml), neutralized with base and extracted in dichloromethane (500 ml).The clear dichloromethane extract was then concentrated under reduced pressure, stripped off with acetone. The residue thus obtained was isolated from the acetone (250 ml) to give 55 gms of the title compound. Chromatogrphic purity- > 99%

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; CIPLA LIMITED; CURTIS, Philip, Anthony; WO2008/43996; (2008); A2;,
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Related Products of 144689-93-0, A common heterocyclic compound, 144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, molecular formula is C12H20N2O3, 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.

Into a 100-mL two-neck flask were sequentially added imidazole 4(5 g, 21.0 mmol), bromide 3 (9.05 g, 22.3 mmol), K2CO3 (5.1 g,37.4 mmol) and MeCN (50 mL) at 25 C. The reaction mixture washeated at 84 C until completion of the reaction (18 h). Then, themixture was cooled to 25 C and filtered through Celite. TheCelite bed was washed with EtOAc (2 × 10 mL). To the combinedEtOAc layer was added H2O (100 mL). The resulting two layerswere separated and the aqueous layer was extracted with EtOAc (3× 50 mL). The combined organic layer was washed with 2% aq HCl(30 mL) followed by brine (150 mL). The organic layer was driedover Na2SO4 and concentrated under reduced pressure to give 1a;yield: 9.78 g (83%)

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; Seki, Masahiko; Synthesis; vol. 46; 23; (2014); p. 3249 – 3255;,
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Related Products of 14741-71-0, A common heterocyclic compound, 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, molecular formula is C11H12N2O2, 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.

To a solution of compound 3 (2.04 g, 0.01 mol) in ethanol (40 mL) containing piperidine (0.50 mL) ethyl orthoformate (1.48 g, 0.01 mol) and aniline oil (0.93 g, 0.01 mol) was added. The reaction mixture was heated under reflux for 3 h then poured onto ice/water mixture containing few drops of hydrochloric acid and the formed solid product was collected by filtration. Pale yellow crystals from ethanol; yield: 2.35 g (79%); m.p. >300 oC. IR, : 3471-3329 (NH), 3055 (CH aromatic), 2980, 2873 (CH3, CH2), 1699 (CO), 1643 (C=N), 1629 (C=C). 1H-NMR: : 1.15 (t, 3H, J = 7.13 Hz, CH3), 4.23 (q, 2H, J = 7.13 Hz, CH2), 6.03 (s, 1H, CH=C), 7.26-7.42 (m, 9H, C6H5, C6H4), 8.23, 8.34 (2s, 2H, 2NH, D2O exchangeable). 13C NMR (DMSO): 16.2 (ester CH3), 52.5 (ester CH2), 88.4, 90.3 (C=C), 120.6, 121.6, 123.6, 123.8, 124.1, 125.3, 126.4, 127.3, 128.8, 129.5 (C6H5, C6H4), 164.8 (CO), 173.3 (C=N), Anal. calcd for C18H17N3O2: C, 70.34; H, 5.58; N, 13.67%. Found: C, 70.29; H, 5.73; N, 13.82%. MS: m/z: (%) 307 (M+, 22%).

The synthetic route of 14741-71-0 has been constantly updated, and we look forward to future research findings.

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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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. 124750-59-0, name is 2-Propyl-1H-imidazole-4,5-dicarboxylic acid dimethyl ester belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C10H14N2O4

A mixture of dimethyl-2-propylimidazole-4,5-dicarboxylate compound of formula-2a (100 grams), 4-[2-(trityltetrazol-5-yl)phenyl]benzyl bromide compound of formula-3 (296 grams), potassium carbonate (119 grams) in dimethyl formamide (100 ml) and acetone (500 ml) was heated to reflux temperature. The reaction mixture was stirred up to reaction completion and solvent was distilled off completely from the reaction mixture under reduced pressure at below 50C. The reaction mixture was cooled to 25-300C, acetone (150 ml) and water (1000 ml) were added to it then stirred for 60 minutes. The obtained solid was filtered, washed with water and then the wet solid was recrystallized from acetone to provide the title compound.Yield: 285 grams;Purity by HPLC: 98.15%

The synthetic route of 124750-59-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; NAGARAJU, Chakilam; THIRUMALAI RAJAN, Srinivasan; KODANDA RAMPRASAD, Achampeta; RAMA SUBBA REDDY, Karamala; WO2011/21224; (2011); A2;,
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Related Products of 33529-02-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 33529-02-1 as follows.

In einem Autoklaven wurden 0,25 Mol 1-Decylimidazol, welches durch die Radziszewski-Reaktion aus Glyoxal, Formaldehyd, Ammoniak und 1-Decylamin zugaenglich ist (siehe Ullmann’s Encyclopedia of Industrial Chemistry, 6th edition, 2000 electronic release, Chapter “IMIDAZOLE AND DERIVATIVES – Production), und 0,3 Mol Dimethylcarbonat in 100 ml Methanol zusammen mit 1,5 g Kaliumcarbonat und 0,1 g 18-Krone-6 12 Stunden auf 135C erhitzt. Nach dem Abkuehlen wurde der Reaktionsaustrag filtriert und mit 150 ml 50%iger waessriger Tetrafluoroborsaeure (Fa. Acros) versetzt. Nun wurde fuer eine Stunde unter Ruehren auf 50C erwaermt und anschliebetaend die waessrige Phase abgetrennt. Die verbleibende organische Phase wurde erneut mit 100 ml 50 %iger waessriger Tetrafluoroborsaeure versetzt, fuer eine weitere Stunde unter Ruehren auf 50C erwaermt und die waessrige Phase abgetrennt. Der organische Rueckstand wurde nun zweimal mit Cyclohexan extrahiert und danach im Vakuum bei 80C von Loesungsmittelresten befreit. Es wurden 0,16 Mol 1-Decyl-3-methylimidazolium-tetrafluoroborat erhalten, was einer Ausbeute von 64 % entspricht.

According to the analysis of related databases, 33529-02-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASF AKTIENGESELLSCHAFT; EP1398318; (2004); A1;,
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144689-93-0, name is Ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 144689-93-0

An eggplant flask was charged with 5- (1-hydroxy-1-methylethyl) -2-propyl-3H-imidazole-4-carboxylic acid ethyl ester (10 g, 41.7 mmol; imidazole derivative (compound of formula (4b)), 4-bromobenzyl bromide (10.8 g, 43 mmol; dihalogen compound),Dimethylacetamide (40 ml; first reaction solvent (DMA)) was added to a mixture of potassium carbonate (7.1 g, 51.6 mmol; base) and stirred for 48 hours. After the reaction, water (120 mL) was added to the reaction solution and stirred. The precipitated crystals were filtered and recrystallized from ethyl acetate to give 3- (4-bromobenzyl) -5- (1-hydroxy-1-methylethyl) -2-propyl-3H-imidazole-4-carboxylic acid ethyl ester(A halogenated imidazole derivative (compound of the formula (1b))) 8 g (yield 47%).

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

Reference:
Patent; Tokuyama Corporation; Sekine, Masahiko; Tanaka, Kenji; (31 pag.)JP2018/154611; (2018); A;,
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Electric Literature of 3543-72-4, 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. 3543-72-4, name is Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a clean dry flask were charged Iron powder (85 g), Cone. HCI (12.5 ml), and 625 ml of methanol and stirred for 5 minutes at room temperature. The contents were heated to 60-65 C and maintained for 2 hours. At that temperature ammonium chloride solution was charged and maintained for 15 minutes and subsequently cooled to RT. Compound II (80g) was added and then the reaction mass was maintained at 60-65 C for 2h. The mass was cooled to room temperature, filtered and distilled. To the residue was charged water and The pH adjusted to 7-8 using sodium bicarbonate solution. The Aqueous layer is extracted with ethyl acetate and the organic layer is distilled out completely to the give the title compound as a solid (60 g).

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 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOPHORE INDIA PHARMACEUTICALS PVT. LTD.; PULLAGURLA, Manik Reddy; RANGISETTY, Jagadeesh Babu; PRESLEY, S., I., Davis; NAGARAPU, Radha; WO2012/7966; (2012); A2;,
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Electric Literature of 14741-71-0, A common heterocyclic compound, 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, molecular formula is C11H12N2O2, 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.

A solution of compound (4a-b) (4 g, 0.022 mol) in absoluteethanol (15 mL) was refluxed for 7 h in presence of conc. H2SO4(0.1 mL). After completion of the reaction, it was cooled to roomtemperature, then 2.14 ml (0.044 mol) of hydrazine hydrate wasadded and the reaction was further refluxed for another 8 h.Detecting single-spot in TLC using the solvent system chloroform:methanol (9:1), the reaction mixture was poured in ice. A precipitateformed (6a-b) which was filtered, washed with water andcrystallized from ethanol. 4.4.1. 2-(1H-benzo[d]imidazol-2-yl)acetohydrazide (6a, C9H10N4O)white flakyYield 86%, mp 120-122 C; Rf 0.40 [chloroform: methanol(9:1)]; IR (KBr) (cm1): 3360 (NH str), 1733 (C]O); 1H NMR(300 MHz, DMSO-d6) delta(ppm): 3.66 (s, 2H, NH2), 4.28 (s, 2H, CH2C] O), 7.11e7.12 (d, 2H, J 3.6, H-5,6 benzimidazole), 7.47 (s, 2H, H-4,7benzimidazole), 9.36 (s, 1H, eNHNH2), 12.22 (bs, 1H, NH benzimidazole,D2O exchangeable). 13C NMR (75 MHz, DMSO-d6) delta(ppm): 164.38, 149.56, 137.68, 133.50, 125.50, 121.27, 45.06. Anal.Calcd.: C, 56.83; H, 5.30; N, 29.46; Found: C, 56.85; H, 5.34; N, 29.43.

The synthetic route of 14741-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Akhtar, Md Jawaid; Siddiqui, Anees Ahmad; Khan, Ahsan Ahmed; Ali, Zulphikar; Dewangan, Rikeshwer Prasad; Pasha, Santosh; Yar, M. Shahar; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 853 – 869;,
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