Author: Jessica.F

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. 28890-99-5, name is 5H-Benzo[d]benzo[4,5]imidazo[1,2-a]imidazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C13H9N3

The intermediate materials of Pt(ppy)ppyHCl and Pt(ppy)2C12 may be prepared using a previously reported procedure (Inorg. Chem. 2010, 49, 11297-11308, which is incorporated by reference herein in its entirety). Briefly, a mixture of 2-phenylpyridine and potassium tetrachloroplatinate in tert-butanol and water is heated to reflux to provide Pt(ppy)ppyHCl, which is then reacted with 5H-benzo[d] benzo[4,5]imidazo[1 ,2-a]imidazole in the presence of potassium carbonate in dichloromethane at reflux to provide Compound 301.

According to the analysis of related databases, 28890-99-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universal Display Corporation; Chen, Hsiao-Fan; Silverstein, Daniel W.; Brooks, Jason; Feldman, Jerald; (143 pag.)US2018/331306; (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. 10040-98-9, name is 4-Imidazol-1-yl-benzaldehyde, A new synthetic method of this compound is introduced below., Formula: C10H8N2O

A mixture of 4-(1H-imidazol-1-yl)benzaldehyde (0.025mol) and thiosemicarbazide (0.025 mol) in ethanol (40 mL)was refluxed for 12 h. The reaction mixture was cooled andfiltered. The product was crystallized from ethanol.M.p. 250.1 C.IR numax (cm-1): 3352.28 (N-H stretching), 3113.11 (AromaticC-H stretching), 2981.95 (Aliphatic C-H stretching), 1633.71,1608.63, 1533.41, 1517.98, 1473.62 (C=N, C=C stretchingand N-H bending), 1359.82 (C-H bending), 1300.02,1236.37, 1180.44, 1089.78, 1060.85 (C-N, C=S stretchingand aromatic C-H in plane bending), 960.55, 939.33, 914.26,835.18, 812.03, 767.67, 632.65, 617.22 (Aromatic C-H outof plane bending).1H NMR (400 MHz, DMSO-d6) delta (ppm): 7.11 (s, 1H),7.69 (d, J= 8.8 Hz, 2H), 7.82 (s, 1H), 7.93 (d, J= 8.4 Hz,2H), 8.05 (s, 1H), 8.09 (s, 1H), 8.24 (s, 1H), 8.34 (s, 1H,CH=N), 11.49 (s, 1H).MS (ESI) (m/z): (M+H)+ 246Anal. Calcd for C11H11N5S: C, 53.86; H, 4.52; N, 28.55.Found: C, 53.85; H, 4.54; N, 28.52.

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; Ciftci, Guel?en Akalin; Altintop, Mehlika Dilek; Temel, Halide Edip; Oezdemir, Ahmet; Kaplancikli, Zafer Asim; Letters in drug design and discovery; vol. 14; 5; (2017); p. 554 – 566;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 21252-69-7 as follows. Recommanded Product: 21252-69-7

General procedure: To a screw capped tube flask,chloroalkylated quaternary ammonium salt 2 and 5 equivalents of alkyl imidazole 3 were added with acetonitrile (5 ml). The sealed flask was heated at 100 for 24h. After the solvent was removed by evaporation, the residue was dissolved in a small amount of dichloromethane. The solution was poured into ethyl acetate, anoily imidazolium salt was separated from an organic phase. In case of 4ao, it was recrystallized in ethylacetate. Salt 4 was also moisture-sensitive as 2.

According to the analysis of related databases, 21252-69-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cho, Beom Shin; Jung, Il Gu; Chung, Young Keun; Han, Jin Wook; Bulletin of the Korean Chemical Society; vol. 36; 2; (2015); p. 451 – 452;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 53484-18-7, name is 1-Methyl-1H-benzo[d]imidazole-6-carboxylic 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 53484-18-7, Computed Properties of C9H8N2O2

Oxalyl chloride (42 mu, 0.47 mmol, 1.7 eq) was added dropwise to a mixture of 1- methyl-lH-benzo[d]imidazole-6-carboxylic acid (50 mg, 0.28 mmol, 1.0 eq) and DMF (2 mu, 0.03 mmol, 0.1 eq) in DCM (0.8 mL). The reaction was stirred at rt for 2 hrs. The reaction was concentrated under reduced pressure to give crude l-methyl-lH-benzo[d]imidazole-6- carbonyl chloride as a yellow residue that was used without further purification.

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-Methyl-1H-benzo[d]imidazole-6-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENANTA PHARMACEUTICALS INC; GRANGER, Brett; WANG, Gouqiang; SHEN, Ruichao; MA, Jun; XING, Xuechao; HE, Jing; HE, Yong; LONG, Jiang; WANG, Bin; OR, Yat, Sun; (108 pag.)WO2018/218044; (2018); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 137049-00-4, These common heterocyclic compound, 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, 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.

Example 15(6-{[4-(1-Butylcyclopropyl)benzyl](1-methyl-1H-imidazol-4-ylsulfonyl)aminomethyl}pyridin-2-ylamino)acetic acid (Exemplary compound No. 1138)15-(a): tert-Butyl [tert-butoxycarbonyl(6-{[4-(1-butylcyclopropyl)benzyl](1-methyl-1H-imidazol-4-ylsulfonyl)aminomethyl}pyridin-2-yl)amino]acetateTo 6 ml of a methylene chloride solution containing 307 mg (0.586 mmol) of tert-butyl [tert-butoxycarbonyl(6-{[4-(1-butylcyclopropyl)benzyl]aminomethyl}pyridin-2-yl)amino]acetate obtained in Reference example 13 were added uncer ice-cooling 163 mul (1.17 mmol) of triethylamine and 127 mg (0.703 mmol) of 1-methyl-1H-imidazol-4-ylsulfonyl chloride, and the mixture was stirred at the same temperature for 2.5 hours and at room temperature for 6 hours. After completion of the reaction, water was added to the reaction mixture, and the mixture was extracted with methylene chloride. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was applied to silica gel column chromatography (eluent; n-hexane:ethyl acetate=3:7?1:3 (V/V)), and the fractions containing the objective material were concentrated under reduced pressure to obtain 293 mg of the title compound as colorless oily product. (Yield: 75%)Mass Spectrum (CI, m/z): 668 (M++1).1H-NMR Spectrum (CDCl3, delta ppm): 7.65 (d, J=8.2 Hz, 1H), 7.46 (dd, J=8.2, 7.4 Hz, 1H), 7.38 (d, J=1.2 Hz, 1H), 7.18 (d, J=1.2 Hz, 1H), 7.15 (s, 4H), 6.96 (d, J=7.4 Hz, 1H), 4.58 (s, 2H), 4.50 (s, 2H), 4.38 (s, 2H), 3.67 (s, 3H), 1.55-1.47 (m, 2H), 1.52 (s, 9H), 1.43 (s, 9H), 1.26-1.15 (m, 4H), 0.83 (t, J=6.8 Hz, 3H), 0.74-0.68 (m, 2H), 0.66-0.59 (m, 2H).

The synthetic route of 137049-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UBE INDUSTRIES, LTD.; US2012/259123; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 96797-15-8, name is 4-Iodo-1-trityl-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. Product Details of 96797-15-8

Compound 1 (2.2 g, 5.0mmol), o-formylphenylboronic acid(1.2 g, 7.5mmol), K3PO4 (3.2 g, 15mmol), Pd (PPh3)4 (0.6 g, 1.0mmol) is dissolved in DMF/H20 (30mL/6mL). The system is replaced with nitrogen and warmed at 90C, the reaction is stirred overnight. The reaction solution is diluted with ethyl acetate (50mL), wash with saturated brine (25mL X 3), dry over anhydrous sodium sulfate, and dry under reduced pressure. Crude column chromatography (PE: EA = 5:1), and then obtained brown solid compound 2 (810 mg, 39%).

The synthetic route of 4-Iodo-1-trityl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Zhang Guimin; Guan Yongxia; Li Xin; (15 pag.)CN107556315; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 10597-52-1, name is 7-Nitro-1H-benzo[d]imidazole, molecular formula is C7H5N3O2, 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. Product Details of 10597-52-1

To a stirred suspension of sodium hydride (665 mg, 16.64 mmol) in DMF (90 mL) at rt was added 4-nitro-1H-benzimidazole (2714 mg, 16.64 mmol) in several portions. After stirring for 1 h, 4-fluorobenzonitrile (1350 mg, 11.146 mmol) was added and the mixture was stirred for 15 h at 130C. After cooling, water was added, the precipitate was filtered off, washed with water and dried to yield 4-(4-nitro-benzoimidazol-1 -yl)-benzonitrile (2.47 g, 47.76 %).1H-NMR (300 MHz, d6-DMSO): delta =8.92 (1H), 8.16 8.11 (3H), 8.08 (1H), 7.97 (1H), 7.95 (1H), 7.53 (1H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10597-52-1, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; KOPPITZ, Marcus; NGUYEN, Duy; KOSEMUND, Dirk; NEUHAUS, Roland; SIEMEISTER, Gerhard; WO2012/130905; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 1072-63-5, These common heterocyclic compound, 1072-63-5, name is 1-Vinyl-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.

Typically, 1,4-butanediyl-3,3?-bis-L-vinylimidazolium dibromide(BVD) was synthesized based on a reported method[94]. 1-Vinylimidazole (2.82 g, 30 mmol) was dissolved in15 mL ethanol, and 1,4-dibromobutane (3.24 g, 15 mmol) in15 mL ethanol was added dropwise to the 1-vinylimidazolesolution. The mixture was stirred at 60 C for 10 h. After cooling of the reaction flask to ambient temperature, the reaction mixture was added dropwise into 500 mL of drydiethyl ether. The white powder was separated and dried at room temperature.1,4-Butanediyl-3,3?-bis-L-vinylimidazolium dibromide(Mp = 148 C). 1H NMR (DMSO-d6, delta, ppm): 9.55 (2H),8.28 (2H), 7.93 (2H), 7.47 (2H), 5.92 (2H), 5.42 (2H), 4.30(4H), 1.82 (4H). 13C NMR (DMSO-d6, delta, ppm): 134.9,129.4, 123.8, 120.1, 109.2, 49.3, 26.4.

Statistics shows that 1-Vinyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 1072-63-5.

Reference:
Article; Maleki, Maryam; Baghbanian, Seyed Meysam; Tajbakhsh, Mahmood; Journal of the Iranian Chemical Society; vol. 15; 2; (2018); p. 359 – 368;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 57090-88-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 57090-88-7 name is 1H-Imidazole-4-carbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a round bottom flask was added 1H-imidazole-4-carbonitrile (300 mg, 3.22 mmol), 2- bromopropane (794 mg, 6.44 mmol), and K2CO3 (890 mg, 6.44 mmol) in DMF (9 ml). The reactiom mixture was stirred at room temperature for 18 h. The reaction mixture was filtered. The solvent was concentrated in vacuo. The residue was purified by prepHPLC to afford 310 mg of 1-Isopropyl-lH-imidazole-4-carbonitrile TFA salt and 71 mg of 3- isopropyl-3H-imidazole-4-carbonitrile TFA salt region-isomer.1-Isopropyl-lH-irnidazole-4-carboriitrile TFA salt was dissolved in EtOAc, washed with sat. NaHCO3, brine, dried under anhy. Na2SO4, filtered and concentrated to afford 200 mg of 1-isopropyl-l/Mrnidazole-4-carbonitrile as a colorless oil, m/z 136.5 [M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Imidazole-4-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/70485; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 46006-36-4, name is 1H-Benzimidazole-7-carboxylic 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 46006-36-4, Formula: C8H6N2O2

B. (lH-Benzo[d]imidazol-4-yI)methanol.; lH-Benzo[d]imidazole-4- carboxylic acid (1.04 g, 6.41 mmol) was suspended in anhydrous tetrahydrofuran (80 mL) and cooled to -78 0C. A solution of lithium aluminum hydride in tetrahydrofuran (2.0M, 6.4 mL) was added via syringe. The reaction was allowed to warm to room temperature and stirred overnight. The reaction was quenched with methanol and adsorbed onto silica gel. Flash chromatography (20% MeOH in EtOAc) afforded a white solid (550 mg, 3.72 mmol, 58%). MS (ESI) m/z 149.0 [M+l]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Benzimidazole-7-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2008/51494; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem