Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, 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 71759-87-0, Recommanded Product: 71759-87-0

3 -Cyclopropyl- 1 H-pyrazol-5-amine (910 mg, 7.4 mmol), 4-iodo- 1-methyl-i Himidazole (1.85 g, 8.9 mmol), potassium carbonate (2.2 g, 15.5 mmol) and CuT (140 mg, 0.74 mmol) were placed in a dry round-bottom flask. Anhydrous toluene was added via a syringe and the system was degassed. trans-N,N?-Dimethylcyclohexane1,2-diamine (420 mg, 2.96 mmol) was added in one portion and the system was degassed followed by heating at reflux for 24 h. The reaction mixture was quenched with water. The aqueous layer was extracted with ethyl acetate, the combined organic layers were washed with brine, then dried over anhydrous Na2504. The volatile components were removed on a rotary evaporator and the residues were purified by flash column chromatography to yield the titled compound in 479 mg. ?H NMR (400 MHz, CDC13): 7.16 (s, 1H), 6.94 (s, 1H), 5.16 (br, 1H), 5.03 (s, 1H), 3.59 (s, 3H), 1.84- 1.74 (m, 1H), 0.84-0.76 (m, 2H), 0.66-0.58 (m, 2H). ESI-MS calculated for C,0H,4N5 [M+Hj = 204.12; Observed: 204.1.

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

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Shaomeng; ZHAO, Yujun; ZHOU, Bing; AGUILAR, Angelo; (114 pag.)WO2016/138332; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 288-32-4, 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. 288-32-4, name is 1H-Imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: NH-containing heterocycle (1.4 mmol) and DMF (2.0 mL) were added to a mixture of CuCl (15.0 mol%) and ligand 1 (20.0 mol%) in DMF (2.0 mL), aryl iodide (1.0 mmol), NaOH (2.0 mmol). The mixture was vigorously stirred at 120 C for 14 h under a dry nitrogen atmosphere. After completion of the reaction (as monitored by TLC), H2O was added and the organic layer was extracted with EtOAc, washed with brine and dried over MgSO4. The solution was filtered and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography. The purity of the compounds was checked by 1H NMR and yields are based on aryl iodide. All the products are known and the spectroscopic data (FT-IR and NMR) and melting points were consistent with those reported in the literature.

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

Reference:
Article; Sajadi, S. Mohammad; Maham, Mehdi; Journal of Chemical Research; vol. 38; 2; (2014); p. 128 – 129;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 7189-69-7, These common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, 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 5 A solution of 9.79 g (30 mmol) of (7RS,7aR)-3-phenyl-6-benzyl-7,7a-dihydro-7-hydroxy-1H,3H-imidazo[1,5-c]thiazol-5(6H)-one in 100 ml of tetrahydrofuran is added dropwise to a suspension of 0.96 g (32 mmol) of 80% pure sodium hydride in 20 ml of tetrahydrofuran at room temperature under nitrogen and the solution formed is stirred at room temperature for 45 minutes. A solution of 6.34 g (32 mmol) of 1,1-sulfonyldiimidazole in 80 ml of tetrahydrofuran is then added dropwise at room temperature in the course of 10 minutes and the mixture is stirred for a further 20 minutes. The mixture is concentrated, 200 ml of ice-water are added to the residue and the mixture is extracted three times with 100 ml of diethyl ether each time. The combined organic phases are dried over sodium sulfate and concentrated under reduced pressure. Chromatography of the residue on silica gel (ethyl acetate) gives 8.1 g of (7R,7aR)-3-phenyl-6-benzyl-7,7a-dihydro-7-(imidazol-1-ylsulfonyloxy)-1H,3H-imidazo[1,5-c]thiazol-5(6H)-one as an oil. [alpha]36520 =-710, c=1 (methanol).

Statistics shows that 1,1′-Sulfonyldiimidazole is playing an increasingly important role. we look forward to future research findings about 7189-69-7.

Reference:
Patent; Merck Patent Gesellschaft mit Beschrankter Haftung; US4877882; (1989); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 137049-00-4,Some common heterocyclic compound, 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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 l-N-Boc-3-cyanoazetidine (5.0 g, 27.5 mmol) in 1,4- dioxane (50 mL) was added 4 N HCl (50 mL) and stirred for 2 h. The reaction was concentrated under vacuum. The residue was dissolved in CH2Cl2 (60 mL) and DIPEA (10.6 mL, 60.4 mmol) and added l-methylimidazole-4-sulfonyl chloride (4.94 g, 27.5 mmol) and stirred at room temperature for 20 h. The reaction mixture was washed with 2 N NaOH (50 mL), dried over MgSO4 and concentrated under vacuum to afford 8 as a white crystalline solid (4.97 g, 80%); ; Eta-nmr (300 MHz, CDCl3) delta 7.06 (s, IH), 7.56 (s, IH), 4.27-4.19 (m, 4H), 3.82 (s, 3H), 3.43-3.31 (m, IH); LC-MS (214) 99%, 0.93 min, m/z 227 ‘.1 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-imidazole-4-sulfonyl chloride, its application will become more common.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig, W.; CONN, P., Jeffrey; WILLIAMS, Richard; JONES, Carrie, K.; SHEFFLER, Douglas, J.; WO2010/114907; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-1H-imidazole, molecular formula is C6H10N2, 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. Quality Control of 2-Isopropyl-1H-imidazole

General procedure: Compound 4 0.2 g (0.41 mmol) and 25 muL piperdine (0.82 mmol) was added to the 1.0 mL dried CH2Cl2.Anhydrous Na2CO3 20 mg was then added to the mixture, which was stirred for 12 h. The mixturewas washed with the distilled water, the organic phase was separated and dried over anhydrousNa2SO4, and then concentrated viarotary evaporation. The crude product was purified by silica gelchromatography with petroleum ether-acetone-strong ammonia water (v/v/v, 8/1/0.1) as the eluentto gain 0.18 g yellow solid compound 5a in 90% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36947-68-9, its application will become more common.

Reference:
Article; Feng, Xiu E.; Wang, Qin Jin; Gao, Jie; Ban, Shu Rong; Li, Qing Shan; Molecules; vol. 22; 12; (2017);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 496-46-8, 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. 496-46-8 name is Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, 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.

10 mol of glycoluril (Sigma-Aldrich) was diluted in propylene glycol monomethyl ether acetate. While the solution was maintained at 50 C., a solution obtained by diluting 40 mol of glycidyl acrylate (Sigma-Aldrich) in the same solvent was slowly added thereto to allow the mixture to react. The obtained solution was separated through a column, and then the solvent was removed by using vacuum distillation, thereby obtaining a compound represented by [Formula 11]. The procedure was repeated to prepare a sufficient amount of the compound of [Formula 11]. (0093) (0094) The structure was confirmed through 1H-NMR. 5.80, 6.05, 6.43 (-CH=CH2), 3.43, 4.28, 4.43, 4.44 (aliphatic H), 2.0 (-OH)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; LG Chem, Ltd.; Lee, Keon Woo; Kwak, Sang Kyu; Lee, Changsoon; Kim, Hyehyeon; Kim, Saehee; US8828644; (2014); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

5465-29-2, name is 2-Propylbenzimidazole, 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. Product Details of 5465-29-2

[step 2] (Z)-2-(2-Hydroxymethyl-5,11-dihydrobenzooxepino[3,4-b]pyridine)propiononitrile (0.111 g, 0.396 mmol) obtained in step 1 was dissolved in THF (2 mL), 2,6-lutidine (0.276 mL, 2.37 mmol), lithium bromide (0.206 g, 2.37 mmol) and methanesulfonic anhydride (0.172 g, 0.989 mmol) were added and the mixture was stirred at room temperature for 16 hr. Water was added to the mixture and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a residue. 2-Propylbenzimidazole (0.053 g, 0.333 mmol) was dissolved in DMF (2 mL), potassium carbonate (0.218 g, 1.58 mmol) was added and the mixture was stirred for 15 min. To this mixture was added the residue obtained above, and the mixture was stirred at 60C for 2 hr. Water was added to the mixture and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated Under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/3) to give (Z)-2-[2-(2-propylbenzimidazol-1-yl)methyl-5,11-dihydrobenzooxepino[3,4-b]pyridine]propiononitrile (0.094 g, 56%).

The synthetic route of 5465-29-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; EP2327690; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 26832-08-6, These common heterocyclic compound, 26832-08-6, name is 1H-Imidazole-4-carboxamide, 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.

D2O, H2O2 (30%), NaCl, NH4VO3 and ima were commercial products (Shanghai DingmiaoChemistry Co., Ltd) and used without purification. The ionic medium 0.15 mol L-1 NaCl/D2Osolution at 25 C was chosen to represent physiological conditions, in all solution NMR experiments.To form the ternary system of NH4VO3/H2O2/ima, NH4VO3 and H2O2 were first mixedin a 1:5 molar ratio in D2O to produce the species [VO(O2)2(D2O)]-/[VO(O2)2(HOD)]- followedby the addition of ima. Unless otherwise stated, the total concentration of vanadate specieswas 0.1 mol L-1. The NMR samples were allowed to stand at least 4 h to let the coordinationreactions reach equilibrium.The bisperoxovanadium crystals of 1 were prepared by adding 10 mL of H2O2 (30%, w/v,solution) and 1.17 g NH4VO3 to 50 mL distilled water. After NH4VO3 was dissolved, 1.11 g imawas added to the mixture. The mixture was stirred in an ice bath at 273 K for 0.5 h. The reactionmixture was then filtered and the solution was kept at 278-283 K for one week tocrystallize. The crystals were recovered by filtration and washed with 3 mL of cold water and5 mL of cold ethanol and then dried on a filter paper. Yield: ca. 50-70% (based on NH4VO3).

The synthetic route of 26832-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Shaowei; Xia, Wen; Yang, Yueyue; Yu, Xianyong; Li, Xiaofang; Journal of Coordination Chemistry; vol. 70; 17; (2017); p. 2958 – 2968;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, 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 2620-76-0, HPLC of Formula: C19H13BrN2

The solution of n-BuLi in 2.5Mn-hexane (2.64 mL,6.6 mmol)was added dropwise to a solution of 2-(4-bromophenyl)-1-phenyl-1H-benzo[d] imidazole (2.09 g, 6 mmol) in dry THF(30 mL) at 78 C. At temperature of 78 C, the resulting reactionmixture was stirred continuously. Thereafter, we slowly added trimethylchlorosilane(0.76 mL, 6 mmol) to the mixture. Then, thereaction temperature was allowed to warm at room temperatureand stirred overnight. The reaction was quenched by adding water, and the crude product was extracted twice using 100 mL ofdichloromethane. Finally, the crude productwaswashed with brine.The combined organic layer was dried over MgSO4 and subjected tofiltration. The filtrates were dried under reduced pressure, and theresidue was subjected to column chromatography using ethyl acetate/n-hexane (v:v 1:10) as an eluent. Compound 1 was obtainedas a white solid with yield of 78%. We could not perform train sublimationof compound 1 due to its poor thermal stability.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, and friends who are interested can also refer to it.

Reference:
Article; Yi, Seungjun; Kim, Jin-Hyoung; Bae, Woo-Ri; Lee, Jiwon; Han, Won-Sik; Son, Ho-Jin; Kang, Sang Ook; Organic electronics; vol. 27; (2015); p. 126 – 132;,
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. 716-79-0, name is 2-Phenyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C13H10N2

The synthesis of 1-methyl-2-phenyl-1H-benzoimidazole (Mpb) is accomplished by referring to methods disclosed in Popov, 1. I., Chem. Heterocycl. Compd. (EN), 1996, 32, 6, p.672-681. The synthetic method is outlined in Scheme 1. To 20 mL acetone was added 2-phenyl-1H-benzoimidazole (1.94 g, 10 mmol), followed by the injection of iodomethane (1.42 mL, 12 mmol). The mixture was stirred at room temperature for 6 h, sodium hydroxide solution was then added, and the mixture reacted for an additional 5 min. The reaction mixture was extracted with dichloromethane. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography using n-hexanes/EA (v/v=80/20) as eluent. After the product was completely isolated, 1.03 mg (0.49 mmol) of the title compound was obtained (49percent yield). 1H NMR (CDCl3, delta): 3.87 (s, 3 H), 7.32-7.41 (m, 3 H), 7.51-7.56 (m, 3 H), 7.83-7.86 (m, 3 H).

According to the analysis of related databases, 716-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cheng, Chien-Hong; Chen, Ruey-Min; Guo, Hong-Ru; Chung, Jun-Wen; US2005/116626; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem