Tag: M.W=200-300

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 26576-46-5 as follows. 26576-46-5

Formation of the dispersion synergist SYN-D was accomplished by diazotation of compound 6 and subsequent coupling with compound 3. according to the following synthesis scheme: [Show Image] 17.3 g (0.1 mol) of compound 6 in 300 mL water was dissolved by adding 10 mL (0.1 mol) of a 29% sodiumhydroxide-solution. 8.97 g (0.13 mol) of sodiumnitrite was added and the colourless solution was dropwise added to cooled concentrated hydrochloric acid (29.98 mL; 0.36 mol). The diazonium-salt was kept at a temperature between 0 and 5 C. After 15 minutes the excess of nitrite was neutralized by adding 3.0 g (0.03 mol) of sulfamic acid and a pH of 7 was obtained by adding 25.2 g (0.3 mol) of sodiumcarbonate. While the diazionium-salt was made, 23.3 g (0.1 mol) of compound 3 was dissolved in a mixture of 500 mL methanol and 10.0 mL (0.1 mol) 29 % sodiumhydroxide-solution. This solution was dropped into the diazonium-salt solution and a yellow suspension is immediately formed. The temperature was maintained between 0 and 5 C for about 3 hours and the yellow product was filtered and washed with methanol. The yield was 98 %.

According to the analysis of related databases, 26576-46-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Agfa Graphics N.V.; EP1790697; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

71759-88-1, 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

[2075] EtMgBr (3Molar in Et2O) solution (791 uL), was dripped into a solution of 914 (0.518 g, 3.15 mmol, 6 eq.) in ClCH2CH2Cl (6 ML), for 30 minutes. To the white suspended mixture, 913b (0.280 g, 0.525 mmol) was then added and stirred at 60 C. for 3 hou

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; Zhu, Hugh Y.; Njoroge, F. George; Cooper, Alan B.; Guzi, Timothy; Rane, Dinanath F.; Minor, Keith P.; Doll, Ronald J.; Girijavallabhan, Viyyoor M.; Santhanam, B

84946-20-3, Adding some certain compound to certain chemical reactions, such as: 84946-20-3, name is 2-Chloro-1-(4-fluorobenzyl)-1H-benzo[d]imidazole, can increase the reaction rate and produce

Step C; 1-(4-fluorobenzyl) 2-piperazinyl benzimidazole In 168 ml xylene 40.8 g anhydrous piperazine and 60 g 2-chloro (4-fluorobenzyl) benzimidazole are added. The mixture is heated to 80 C. for 10 hours. When the reaction is no longer evoluting, the temp

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 84946-20-3.

Reference:
Patent; Laboratoire Theramex S.A.; US5461059; (1995); A;,
Imidazole – Wikipedia,
Author Jessica.FPosted on November 18, 2020Categories 84946-20-3, imidazoles-derivativesTags M.W=200-300

A common heterocyclic compound, 2302-30-9, name is 4,5-Dibromo-1H-imidazole, molecular formula is C3H2Br2N2, 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. 2302-30-9.

(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 synthetic route of 4,5-Dibromo-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Lide Biological Technology Co., Ltd.; Ren Guobao; Wu Yan; Li Chuanbin; (5 pag.)CN106674121; (2017); A;,
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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, This compound has unique chemical properties. The synthetic route is as follows., 641571-11-1

To a solution of 2- (5-ethoxy-6-oxo-1 6-dihydropyridin-3-yl) -4 6-dimethylpyrimidine-5-carboxylic acid (150 mg 0.519 mmol) 3- (4-methyl-1H-imidazol-1-yl) -5- (trifluoromethyl) aniline (125 mg 0.519 mmol) and Et3N (79 mg 0.778 mmol) in 1 4-dioxane (5 mL) stirred under N2at 20 was added DPPA (171 mg 0.622 mmol) in one charge. The reaction mixture was heated to 80 for 1 hr. Then the solution was concentrated. The residue was purified by preparative HPLC (Instrument DC/Column ASB C18 150*25mm/Mobile phase A Water+0.1HCl/Mobile phase BMeCN /Flowrate 25 mL/min /Gradient Profile Description 15-55 (B) ) to yield a off white solid of 1- (2- (5-ethoxy-6-oxo-1 6-dihydropyridin-3-yl) -4 6-dimethylpyrimidin-5-yl) -3- (3- (4-methyl-1H-imidazol-1-yl) -5- (trifluoromethyl) phenyl) urea dihydrochloride (11.53 mg 3.67) . TLC (DCM/MeOH 51 Rf 0.4) 1HNMR(400 MHz CD3OD) delta9.44-9.40 (m 1H) 8.27-8.23 (m 1H) 8.20 (s 1H) 7.92 (s 2H) 7.84 (s 1H) 7.69 (s 1H) 4.17 (d J 6.8 Hz 2H) 2.57 (s 6H) 2.44 (s 3H) 1.48 (t J 6.9 Hz 3H) ES-LCMS m/z 528.2 (M+H)

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R & D COMPANY LIMITED; CHEUNG, Mui; DEMARTINO, Michael P.; EIDAM, Hilary Schenck; GUAN, Huiping Amy; QIN, Donghui; WU, Chengde; GONG, Zhen; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; (391 pag.)WO2016/37578; (2016); 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. 3273-68-5, name is 4-(2-Oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)butanoic acid, A new synthetic method of this compound is introduced below., 3273-68-5

Part A. Preparation of chloro 2,3-dihydro-2-oxo-lH-benzimidazol-l- butanoate.4-(2-oxo-2,3- chloro 2,3-dihydro-2-oxo- dihydrobenzimidazol-l-yl)butyric acid lH-benzimidazol-1-butanoate4-(2-Oxo-2,3-dihydrobenzimidazol-l-yl)butyric acid (50 g; 0.227 mol), N ,N- dimethylformamide (1.84 g; 0.025 mol; 0.11 eq), and dichloromethane (480 g; 5,652 mol; 24.89 eq) were charged to a stirred-tank reactor. Oxalyl chloride (31.12 g; 0.245 mol; 1.08 eq) was then dosed at 10-200C over a 1-hour period while stirring. The resulting mixture was then stirred at 10-200C for an additional hour. All the above steps were conducted under a N2 atmosphere.; Part A. Preparation of chloro 2,3-dihydro-2-oxo-lH-benzimidazol-l- butanoate.4-(2-oxo-2,3- chloro 2,3-dihydro-2-oxo- dihydrobenzimidazol-l-yl)butyric acid lH-benzimidazol-1-butanoateDichloromethane (3772 L) and then 4-(2-oxo-2,3-dihydrobenzimidazol-l-yl)butyric acid (525 kg; 2.4 kmol) were charged to a stirred-tank reactor, followed by N5N- dimethylformamide (21 L). The resulting mixture was cooled to 1O0C. Afterward, oxalyl chloride (326.8 kg)) was dosed at 10-150C over 2-3 hours while stirring. The resulting mixture was then stirred at 15-2O0C for an additional 1-3 hours. All the above steps were conducted under a N2 atmosphere. Conversion was checked by in-process control (“IPC”).

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; INTERVET INTERNATIONAL B.V.; WO2008/119754; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding some certain compound to certain chemical reactions, such as: 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid, 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 152628-03-0. 152628-03-0

Example 1:Orthophosphoric acid (210 gms) was taken in round bottomed flask and Rho205 (210 gms) was added in portions with vigorous stirring. (Note: Sharp increase in temperature > 200 C). The above mass is allowed to cool to 70 C and 2-n-propyl- 4-methyl-benzimidazole-6-carboxylic acid (70 gms, 0.321 mol) was added slowly. Then N-methylbenzene-l,2-diamine hydrochloride (62.3 gms, 0.321 mol) was added in small portions at same temperature and then the temperature was raised to 125-130 C. After completion, reaction was quenched with ice cold water (1 Lt), adjusted pH of the reaction mixture to 9-10 by the addition of aqueous ammonia solution. Obtained solid was filtered and washed with cold water until the pH of the filtrate becomes neutral. Then the crude solid was washed with hot water until colorless filtrate was observed. The crude solid was boiled in ethyl acetate (700 ml) for 2-3 hrs. The reaction mass was cooled and the suspension was filtered off and dried to yield 2-n-propyl-4-methyl-6-(l-methylbenzimidazol-2-yl)-lH- benzimidazole (V) (80 gms, Yield : 82 %).

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 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid.

Reference:
Patent; OGENE SYSTEMS (I) PVT LTD; LAKKOJU, Chakrapani; KONETI, Naga Raju; KOKKALLA, Sridhar; MALLELA, Sambhu Prasad Sarma; BOYAPATI, Nanoranjan Choudary; WO2012/28925; (2012); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

152628-03-0, 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. 152628-03-0, name is 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparation 1 7-Methyl-2-propyl-3H-benzoimidazole-5-carboxylic Acid Methyl Ester 7-Methyl-2-propyl-3H-benzoimidazole-5-carboxylic acid (30.0 g, 137 mmol) was dissolved in MeOH (550 mL) and added to a round bottom flask, followed by the addition of 20 mL of a hydrogen chloride solution (30:70, conc. HCl:water). The mixture was refluxed for 12 hours then concentrated under reduced pressure to afford the title compound as a yellow solid (31.8 g, 137 mmol). MS m/z: [M+H+] calcd for C13H16N2O2, 233.12; found 233.2.

The synthetic route of 4-Methyl-2-propyl-1H-benzo[d]imidazole-6-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Theravance, Inc.; US2008/318951; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, molecular formula is C11H10F3N3, 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. 641571-11-1.

Example 15; Preparation of Nilotinib.3HCl (crude)3-(4-(pyridin-3-yl)pyrimidin-2-ylamino)-4-methylbenzoyl chloride dihydrochloride of formula (X-Cl).2HCl (105 gms) was added to dichloromethane (1000 ml) and 3-(trifluoromethyl)-5-(4-methyl-1H-imidazol-1-yl)benzenamine of formula I (71 gms) at 25-40 C. The temperature was raised to reflux point and was stirred at this temperature for 10-12 Hours. The reaction mixture was then cooled to 30-20 C. The obtained slurry was filtered and the solid was washed with dichloromethane (200 ml). The wet product was dried at 40-60 C. under reduced pressure.The X-ray powder diffraction of the obtained product is shown in FIG. 3. The X-ray powder diffraction of the obtained product after exposure to 100% humidity for 96% is shown in FIG. 4. Yield: 90-92% Purity: 85-90% Hydrochloride content (by Argentometry titration): 16.8%.

The synthetic route of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; US2010/16590; (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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., 641571-11-1

Example 31[00105] Form B of the free base of 4-methyl-N-[3-(4-methyl-imidazol-l-yl)-5- trifluoromethyl-phenyl] -3 -(4-pyridin-3 -yl-pyrimidin-2-ylamino)-benzamide is made according to the following scheme: EPO Eq.)10 [00106] 14.5 g (60.0 mmol) of B6 and 20.8 g (64.8 mmol) of B5 are dissolved in 120 niL tetrahydrofuran absolute at room temperature under inert and water-free conditions. The suspension is cooled to IT 0-5C and 101.0 g (180 mmol) of potassium tert-butoxide solution 20% in tetrahydrofuran were added within 1 hour, maintaining the internal temperature at 0-5C. The reaction mixture is heated gradually to IT 50C within 1 hour and then stirred at this temperature for another 1 hour. The reaction mixture (yellow suspension) is quenched at IT 5O0C by the addition of 50 mL of water. Stirring is stopped, and the two phase system is let to separate. The aqueous (lower) phase is removed. Approximately 1.0 mL of acetic acid is added to the organic phase until a pH of ~10 is reached. Seeding crystals (0.2 g) of form B are added to the organic solution. Solvent (260 mL) is distilled off at 80-100C (external temperature) under normal pressure, and simultaneously 260 mL ethanol 94% is added keeping the volume constant, i.e., solvent exchange from tetrahydrofuran to ethanol. The suspension is cooled to IT 0-5C within 1 hour, and agitation is continued for another 1 hour. Form B of the free base of 4-methyl-N-[3-(4-methyl-imidazol-l-yl)-5-trifluoromethyl- phenyl]-3-(4-pyridin-3-yl-pyrimidin-2-ylamino)-benzamide (crystalline solid) is collected by filtration and washed with 150 mL of cold ethanol 94%. The product is then dried at 50C in vacuo.

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; NOVARTIS AG; NOVARTIS PHARMA GmbH; WO2007/15870; (2007); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem