Category: 22884-10-2

Application of 22884-10-2, 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. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

PREPARATION 15 To a mixture of 3-amino-2-anilinopyridine (0.5 g), 2-(imidazol-1-yl)acetic acid (0.38 g) and pyridine (0.24 ml) in chloroform (5 ml) was dropwise added phosphorus oxychloride (0.28 ml) and the mixture was refluxed for 1.5 hours. After being cooled, the reaction mixture was decanted and the residue was poured into saturated aqueous sodium bicarbonate. The mixture was extracted three times with ethyl acetate. The combined extract was dried over magnesiumsulfate and the solvent was evaporated under reduced pressure. The resultant residue was triturated in ethyl acetate (10 ml) to give 2-(imidazol-1-yl)-N-(2-anilinopyridin 3-yl)acetamide (200 mg). mp 151-154 C. IR (Nujol): 3350, 1700, 1640, 1610 cm-1. NMR (DMSO-d6, delta): 4.95 (2H, s), 6.7-8.3 (12H, m), 9.73 (1H, brs). Mass: 293 (M+).

The synthetic route of 2-(1H-Imidazol-1-yl)acetic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US4563455; (1986); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 22884-10-2, 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. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2.5 mL (0.029 mol) of phosphorus trichloride was added dropwise into the mixture of 1.6 g (0.013 mol) of 1H-imidazol-1-ylacetic acid (1), 2.2 g (0.027 mol) of phosphorous acid and 1.4 mL (0.008 mol) of [bmim][BF4] (A), or into the mixture of 5 mL of sulfolane and 1.4 mL (0.008 mol) of [bmim][BF4] (B) on stirring in ca. 30 min, and the contents of the flask were stirred at 75 C for 3 h. Further process including hydrolysis, pH adjustment, filtration and recrystallization was performed as described above to afford 2.9 g (75%, (A), Table 2, entry 3) and 3.6 g (93%, (B), Table 3, entry 1) of zoledronic acid dihydrate (2) in a purity of 99%. 31P NMR (D2O) delta: 17.6 and 17.3 respectively, delta[13]: 16.0.

The synthetic route of 2-(1H-Imidazol-1-yl)acetic acid has been constantly updated, and we look forward to future research findings.

Electric Literature of 22884-10-2, 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. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows.

3.8 mmol (1 equiv) of the respective carboxylic acid (658 mg 3-pyridylacetic acid hydrochloride for 1, 478 mg imidazol-1-yl-acetic acid for 2, 339 mg beta-alanine for 3, 392 mg gamma-aminobutyric acid for 4, 499 mg 6-aminohexanoic acid for 5) were added to 11.4 mmol (3 equiv) H3PO3 in a dry flask. 1.6 mL of distilled sulfolane was added and the contents were heated briefly to dissolve the solids. The solution was cooled down to approximately 25-35 C, and 11.4 mmol (3 equiv) of PCl3 were immediately added. The flask was then placed in a Milestone Ethos Synth Microwave Synthesis Labstation and fitted with a condenser through which cold water was passed. The following microwave programs were applied:For synthesis of 1: 3 min ramp to 65 C, followed by 15 s at 65 C. For synthesis of 2: 3 min ramp to 65 C, followed by 45 s at 65 C.For synthesis of 3: 3 min ramp to 65 C, followed by 15 s at 65 C.For synthesis of 4: 3 min ramp to 65 C, followed by 4 min at 65 C.For synthesis of 5: 3 min ramp to 65 C, followed by 4 min at 65 C.The power was automatically adjusted to reach and maintain the temperature designated by the program, which is determined by a built-in IR sensor in the microwave reactor. For the synthesis of intermediates 1 and 2, the power fluctuated between 0 and a max of 300-400 W, while for 3, 4, and 5, the max power was typically 200-300 W.The solid mixture after microwave irradiation consists of intermediate phosphorus compound together with a yellow-orange unwanted side product which can be removed by centrifugation before or after hydrolysis. The reaction mixture was quenched with 6 mL of H2O, yielding a clear solution that was then transferred to a 50 mL sealed quartz reaction vessel and was hydrolyzed to the bisphosphonic acid in the microwave reactor with a 6 min ramp to 150 C, followed by 4 min at 150 C. The power applied fluctuated between 0 and a max of 450-500 W. The pH of the hydrolysis mixtures for acids 1, 3, 4, and 5 was adjusted15 with NaOH and the mixture then aged at 0-5 C until crystallization of the products was complete. Acids 4 and 5 were precipitated as monosodium salts by stirring with 2-5 mL ethanol for 1-2 h at room temperature. Acid 2 was precipitated by the addition of 9 mL acetone to the acidic hydrolysis mixture and stirring for 3-4 h at room temperature. The white crystalline products were then filtered and washed with cold H2O and acetone or ethanol and then dried under vacuum at 45 C to constant weight.15 with NaOH and the mixture then aged at 0-5 C until crystallization of the products was complete. Acids 4 and 5 were precipitated as monosodium salts by stirring with 2-5 mL ethanol for 1-2 h at room temperature. Acid 2 was precipitated by the addition of 9 mL acetone to the acidic hydrolysis mixture and stirring for 3-4 h at room temperature. The white crystalline products were then filtered and washed with cold H2O and acetone or ethanol and then dried under vacuum at 45 C to constant weight.

The chemical industry reduces the impact on the environment during synthesis 2-(1H-Imidazol-1-yl)acetic acid. I believe this compound will play a more active role in future production and life.

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 22884-10-2 as follows. COA of Formula: C5H6N2O2

PREPARALION OF ZLD-AC CRYSTAL FORM XNII; Example 18 :; A 3L reactor equipped with A mechanical stirrer, a thermometer, a reflux condenser and a dropping funnel, was loaded with 1-IMIDAZOLEACETIC acid (70. OG, 0. 56MOLE), Phosphorous acid (136. 7g, 1.67mole) and Silicon oil (M-350) (490ML). The suspension was heated to 80C and Phosphorous oxychloride (194. 4ML, 2.08mole) was added drop-wise during 4 hours. The reaction mixture was stirred at 80C for 22 hours. Then water (490ML) was added slowly at 80C. The mixture was stirred vigorously for about 30 minutes. Then the silicon oil phase and the aqueous phase were separated. The aqueous phase was put in a clean reactor and heated to 97C for 17.5 hours. Then absolute Ethanol (490ML) was added and the solution was stirred at reflux (87C) for 2 hours. The solution was then cooled to 70C-72C during about 1 hour and was kept at this temperature for 1 hour. After cooling to 25C during 2.5 hours and stirring at this temperature for 1 hour, half of the product was filtered, washed with small amount of cold water and dried in a vacuum oven at 50C for 20 hours to obtain 50.8g of Zoledronic acid crystal form XVIII (MS- 507-CROP I, LOD by TGA=1.9%). The rest of the suspension was cooled to 0C during 2 hours and was stirred at this temperature for about 16 hours. Then the product was filtered and dried in a vacuum oven at 50C for 24 hours to obtain 26g of Zoledronic acid crystal form XVIII (MS-507-CROP II, LOD by TGA=1. 0%). The overall yield of the process is 50% purity by HPLC 97.7%.

According to the analysis of related databases, 22884-10-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/5447; (2005); A2;,
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. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 22884-10-2

Trifluoro acetic acid (2 mL) was added dropwise to a solution of 9b (0.505 g, 1.04 mmol) in dichloromethane (8 mL), and the resultant mixture was stirred at room temperature for 3 h. The solution was concentrated to leave 9c (0.52 g, quantitative) as the crystalline trifluoroacetate salt. This was then dissolved into DMF (10 mL) and ^A iisopropylethylamine (3 mL), and the mixture was stirred at room temperature for 10 min followed by treatment with l-ethyl-3_[3- dimethylamino propyl] carbodiimide hydrochloride (EDC HC1; 0.22 g, 1.14 mmol), N- hydroxybenzotriazole (HOBt; 0.175 g, 1.14 mmol) and 2-(lH-imidazol-l-yl)acetic acid (0.197 g, 1.56 mmol; Tokyo Chemical Industry Co. Ltd.). After stirring under N2 for 16 h, DMF was removed in vacuo and the residue was distributed between dichloromethane and 5% aq sodium carbonate. The organic phase was dried and concentrated to an oil that was purified by flash silica gel chromatography eluting with dichloromethane : methanol : NH4OH (95 : 5 : 0.5). Product fractions were pooled and concentrated to give 10 (0.37 g, 72%) as a yellow oil: NMR (CDCI3) delta 7.49 (s, 1 H), 7.36 (m, 5 H), 7.26 (m, 1 H), 7.09 (s, 1 H), 6.95 (s, 1 H), 6.61 (m, 1H), 5.16 (s, 2 H), 4.75 (s, 2 H), 4.07 (t, J= 5.9 Hz, 2 H), 3.62 (m, 2 H), 3.44 (m, 2 H), 2.42 (t, J= 4.9 Hz, 4 H), 2.39 (t, J= 7.2 Hz, 2 H), 1.81 (m, 2 H), 1.62 (m, 2 H); 13C NMR (CDCI3) delta 164.4, 151.3, 150.8, 138.0, 135.6, 131.0, 129.5, 128.7, 128.2, 127.0, 120.1, 105.9, 105.5, 70.9, 69.1, 57.6, 52.6, 47.9, 45.1, 42.3, 26.7, 22.9; MS (ES+) m/z 494.1 (M+H)+.

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 22884-10-2.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; SHOWALTER, Hollis D.; GARCIA, George A.; XU, Hao; ATWAL, Sumandeep K.; NAWARATHNE, Irosha; KIRCHHOFF, Paul D.; WO2013/86415; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 22884-10-2,Some common heterocyclic compound, 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, molecular formula is C5H6N2O2, 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 (3- { [(ethylimino)methylidene] amino } propyl)dimethylamine hydrochloride (EDC.HC1) (1.2 mmol), 1-hydroxybenzotriazole (HOBt) (1.2 mmol), N,N-diisopropylethylamine (0.35 ml, 2 mmol), 2-(1H-imidazol-1-yl)acetic acid (1.2 mmol), and 3-methyl-4-phenylaniline (1 mmol) in dimethylformamide (7 mL) was stirred for 36 hours at room temperature. Then the reaction mixture was treated withwater (35 mL), the crude product was filtered and purified by recrystallization from acetonitrile. Yield: 40%.The spectral data for Compound 30 is listed below: Compound 30:?HNMR(DMSO-d6): 5= 10.55 (s, 1H,NI]), 7.65 (s, 1H, CmidH), 7.45 (m, 4H, Cp,J]), 7.37 (m, 3H, CFhH) ,7. 17 (m, 2H, CFhH, CmiciH), 6.9 (d, 1H, CmiciH), 4.9 (s, 2H, CH2), 2.2 (s, 3H, CH3) ppm.LS-MS (m/z): calcd./found for [M+H] 292.16. 1/292.0.

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)acetic acid, its application will become more common.

Reference:
Patent; MAYO FOUNDATION FOR MEDICAL EDUCATION AND RESEARCH; SPRINGER, Wolfdieter; FIESEL, Fabienne C.; CAULFIELD, Thomas R.; (172 pag.)WO2018/23029; (2018); 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. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(1H-Imidazol-1-yl)acetic acid

Example 1 – Zoledronic Acid; EPO A suspension of 1-imidazol-l-yl acetic acid (200 g) in methanesulfonic acid 98-99 % (240 ml) is added slowly and blending phosphorous trichloride (856 ml).The temperature is increased until reaching 55 0C, reflux is observed.Once the phosphorous trichloride aggregate is finished, the aggregate of water (171 ml) is started, thus increasing the exothermy, which is evidenced through a larger volume of reflux.During the reaction hydrogen chloride is released.The mass in suspension slowly dissolves and the solution turns very viscous, thus making the agitation difficult.After 12 hours reaction at 55-70 0C, water is slowly added (805 ml), in a period of 2-3 hours at a temperature between 8 and 25 0C, with which a fluid solution is achieved.It is then heated at 105 – 112 0C over 3 hours and the solution is filtered to eliminate impurities.The resulting solution is partially neutralized at a temperature of 30 – 40 0C with a sodium hydroxide aqueous solution 50 % (w/v) until obtaining a pH of 0.25 +/- 0.03It is then cooled down to 0-5 0C, maintaining this temperature over at least 2 hours the precipitate being filtered.The same is washed by resuspension once in water (500 ml) and twice in methanol (500 ml each time).The precipitate may be dried in a stove at 50 – 60 0C, thus obtaining the raw zoledronic acid with a potentiometric titre equal to or exceeding 98 %.It may also be used humid to prepare the trihydrate form.The output is 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:
Patent; GADOR S.A.; WO2007/16982; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 22884-10-2, A common heterocyclic compound, 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, molecular formula is C5H6N2O2, 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 50 mL flask was added 4-chloro-orthozide anilide 1d (1 mmol), alpha-bromo-tert-butyl ketone (1.2 mmol), and potassium carbonate (1.5 mmol), which was reacted at 45 C, and the reaction solvent was chloroform ( 20mL), after 2 hours of reaction, Further, diphenylmethylphosphine (1.5 mmol) was added, and the reaction was carried out at 30 C. After the reaction was continued for 3 hours, the solvent chloroform was removed under reduced pressure, and the residue was transferred to triphenylphosphine (2.5 mmol) and iodine. (2.5 mmol) in chloroform (15 mL), Then, imidazoleacetic acid (1.5 mmol) was added, and the reaction was carried out at 45 C for 2 hours. After the reaction was completed, the solvent chloroform was removed under reduced pressure. Residue column chromatography gave 0.206 g of the title compound 2d. The yield was 62%.

The synthetic route of 22884-10-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Three Gorges University; Wang Long; Yang Qingqing; Li Yongshuang; Li Dejiang; (8 pag.)CN109265448; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 22884-10-2, A common heterocyclic compound, 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, molecular formula is C5H6N2O2, 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 50 mL flask was added 4-chloro-orthozide 1b (1 mmol), alpha-bromo-tert-butyl ketone (1.2 mmol), and potassium carbonate (1.5 mmol), which was reacted at 45 C, and the reaction solvent was chloroform ( 20mL), after 2 hours of reaction, Further, diphenylmethylphosphine (1.5 mmol) was added, and the reaction was carried out at 30 C. After the reaction was continued for 3 hours, the solvent chloroform was removed under reduced pressure, and the residue was transferred to triphenylphosphine (2.5 mmol) and iodine. (2.5 mmol) in chloroform (15 mL), Then, imidazoleacetic acid (1.5 mmol) was added, and the reaction was carried out at 45 C for 2 hours. After the reaction was completed, the solvent chloroform was removed under reduced pressure. Column chromatography on residue gave 0.228 g of the title compound 2b.

The synthetic route of 22884-10-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Three Gorges University; Wang Long; Yang Qingqing; Li Yongshuang; Li Dejiang; (8 pag.)CN109265448; (2019); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, 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 22884-10-2, Computed Properties of C5H6N2O2

Imidazol-1-ylacetic acid (50 gm), phosphorous acid (150 gm) and n-octane (1000 mL) were taken in a four necked round bottom flask fitted with an addition funnel, mechanical stirrer, condenser and thermometer pocket and allowed to stir at 90-95 C. Phosphorus trichloride (250 gm) was then added to the reaction mixture and allowed to heat at 90-95 C.The reaction mixture was cooled and distilled water (500 mL) was added to it. The reaction mixture was further heated to 90-95 C. and then cooled to room temperature, filtered through celite bed. Aqueous layer was separated and methanol (2000 mL) was added to it. The solution was cooled to 0-5 C. and stirred for 4-5 hrs. he precipitated solid was filtered, washed with methanol and dried under vacuum yielding 70 gm of product.

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, 2-(1H-Imidazol-1-yl)acetic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pandey, Satish Chandra; Haider, Hussain; Saxena, Sudhanshu; Singh, Manoj Kumar; Thaper, Rajesh Kumar; Dubey, Sushil Kumar; US2009/312551; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem