Author: Jessica.F

Related Products of 641571-11-1, The chemical industry reduces the impact on the environment during synthesis 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, I believe this compound will play a more active role in future production and life.

1006651 A solution of 3 -((4-(5-hydroxypyridin-3 -yl)pyrimidin-2-yl)amino)-4-methylbenzoic acid (6.4 g, 19.0 mmol) in NMP (64 mL) was dropwise charged with thionylchloride (1.6 mL, 22.8 mmol) at room temperature. The resulting solution was heated to 60 Cfor 1 h and was charged with 3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline (5.5 g,22.8 mmol) in one lot. The reaction mixture was heated to 90 C for 2 h. then cooled to roomtemperature and diluted with H20 (128 mL) and pH was adjusted to 10 using 40 % aqueoussolution of sodium hydroxide. The reaction mixture was stirred at 80 C for 30 mm. Thereaction mixture was cooled to 40 C and solid obtained was filtered and washed with H20.The wet cake was suspended in H20 and reheated to 40 C for 1 h. The solid obtained wasfiltered and dried to give 5.6 g, 52% yield of the title compound as an off white solid. ?H NMR(400 MHz, DMSO-d6): oe = 10.61 (s, 1H), 9.16 (s, 1H), 8.88 (d, J= 1.34 Hz, 1H), 8.56 (d, J=4.91 Hz, 1H), 8.36-8.41 (m, 2H), 8.28 (s, 1H), 8.15 -8.21 (m, 2H), 7.95 -7.99 (m, 1H), 7.70- 7.79 (m, 2H), 7.52 (d, J= 5.35 Hz, 1H), 7.47 (d, J= 4.46 Hz, 2H), 3.83 (s, 3H), 2.37 (s, 3H),2.18 (s, 3H); MS (ESj: m/z = 560.30 [M+H] LCMS: tR = 2.61 mm.

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, 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; COFERON, INC.; FOREMAN, Kenneth, W.; JIN, Meizhong; WANNER, Jutta; WERNER, Douglas, S.; WO2015/106292; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1072-62-4, name is 2-Ethyl-1H-imidazole, 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 2-Ethyl-1H-imidazole

To a stirred slurry of9.95 g (0.125 mole) copper oxide in 100 mL 2% aqueous acetic acid at 95 0C was added 25.24 g (0.263 mole) 2-ethylimidazole. The mixture was brought to a boil and maintained under reflux for several hours. The resulting slurry was filtered and the solids washed with water and dried at 105 0C to give a brown powder. The product (23.92 g, 75% yield) gave a unique X-ray diffraction pattern and was confirmed to have the composition of copper 2- ethylimidazolate, by elemental analysis. Some unreacted copper oxide was present in the product.

The synthetic route of 1072-62-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; U.S. BORAX INC.; WO2007/87434; (2007); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1467-16-9, 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. 1467-16-9, name is 1H-Imidazole hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: For the intercalations of aromatic amines and diamines, a five fold molar excess of the corresponding amine was hydrothermally treated in water (9mL) with ZrSPhP 2H2O at 130C for 20h .Imidazole and pyridine were intercalated by stirring a suspension of ZrSPhP 2H2O with a five foldmolar excess of the corresponding heterocycle in the water/ethanol mixture(1:1) at 50 C for 4 days. 4,4?-Bipyridine was intercalated by both abovementioned methods (at 130 C and 50 C). Poly(ethyleneimine)was intercalated analogously at 50 C using 50% aqueous solution of poly(ethyleneimine)(2mL)added to asuspension of ZrSPhP 2H2O in 20 mL of a water/ethanol mixture(1:1). Amino acids were intercalated by stirring a suspension of ZrSPhP 2H2O with a five fold molar excess of the corresponding amino acid in the water-ethanol mixture(1:1)at room temperature for 4 days.The resulting mixtures were centrifuged, the separated solid interca-lates were washed with the water-ethanol mixture and dried at ambient conditions.Elemental analysiscalcd./foundforthefollowingselectedintercalates: p-Toluidine-C,38.96/33.0970.21;H, 3.75/3.6670.09;N,3.32/4.5270.06;S,7.61/7.9870.10%forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 1.8C7H7NH2 H2O. 1,8-Diaminonaph-thalene -C,34.71/33.0870.12;H,2.91/3.6470.04;N,3.24/3.0370.02;S,8.34/7.2270.09% forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 0.8C10H10N2 2H2O.1-Aminopyrene-C,48.51/47.5770.07;H,3.22/3.8970.04;N,2.36/2.4670.10;S,6.48/5.7570.29%forZr(C6H5PO3)0.2(HO3SC6H4PO3)1.8 1.5C16H11NH2O.

The chemical industry reduces the impact on the environment during synthesis 1H-Imidazole hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Article; Svoboda, Jan; Zima, Vitezslav; Melanova, Klara; Benes, Ludvik; Trchova, Miroslava; Journal of Solid State Chemistry; vol. 208; (2013); p. 58 – 64;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1457-58-5,Some common heterocyclic compound, 1457-58-5, name is 2-Methyl-1H-imidazole-5-carboxylic 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.

Scheme 96. The imidazole-acid (2 g, 12.3 mmol) was taken up in 4 M HCI in dioxane (10 mL) and EtOH (120 mL) and heated at 90 0C for 18 h. The solution was concentrated. The residue was partitioned between EtOAc and sat. NaHCO3 (aq.). The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine and dried (MgSO4). The solution was filtered which provided 1.2 g (63 %) of the imidazole-ester as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methyl-1H-imidazole-5-carboxylic acid, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2009/5646; (2009); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 705-09-9, These common heterocyclic compound, 705-09-9, name is 2-(Difluoromethyl)-1H-benzo[d]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.

Step 1 : To a solution of 3a in DMF was added NaH with ice-bath. The resulting mixture was stirred for 15min. at 0-5 0C and was added 1g. The reaction mixture was stirred at r.t. over night and evaporated to remove DMF. The residue was purified by column chromatography (PE:EA=1:2) to give 3b.

Statistics shows that 2-(Difluoromethyl)-1H-benzo[d]imidazole is playing an increasingly important role. we look forward to future research findings about 705-09-9.

Reference:
Patent; TYROGENEX, INC.; LIANG, Congxin; LI, Zhigang; WO2010/56320; (2010); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate, molecular formula is C11H12N2O3, 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. Formula: C11H12N2O3

To a solution of methyl 2-ethoxy-lH-benzo[d]imidazole-7-carboxylate (1.00 g, 4.54 mmol) in 2-propanol (15 ml) was added potassium carbonate (1.26 g, 9.08 mmol) and this was stirred at 30°C for 5 minutes. To this mixture were added 2-(4- (bromomethyl)phenyl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (1.44 g, 4.77 mmol) and tetrabutylammonium iodide (0.084 g, 0.227 mmol) and the temperature was increased to 45°C. After stirring for 2.5 hours, another portion of 2-(4-(bromomethyl)phenyl)-4,4,5,5- tetramethyl-l,3,2-dioxaborolane (0.250 g, 0.842 mmol) was added and the reaction was stirred for an additional 18 hours. The reaction was cooled to RT and diluted with EtOAc (200 ml), and 0 (50 ml) was added. The layers were separated and the organic layer was washed with brine (50 ml), then dried over anhydrous sodium sulfate, filtered, and evaporated under reduced pressure. The residue was dissolved in DCM (10 ml) and injected on a 40-gram ISCO-type silica gel column pre-equilibrated with hexane and the title compound was purified by elution using a 0 to 60percent EtOAc/hexane gradient to provide the title compound as a yellow solid. (1.44 g, 3.31 mmol, 72percent yield). LC-MS (Method H): 1.42 min, [M + H]+= 437.2; H NMR (400 MHz, CDC13) delta ppm 7.73 (dd, 7=8.0, 1.0 Hz, 1 H) 7.67 (m, 7=8.2 Hz, 2 H) 7.53 (dd, 7=7.8, 1.2 Hz, 1 H) 7.16 (t, 7=7.8 Hz, 1 H) 6.96 (m, 7=8.2 Hz, 2 H) 5.63 (s, 2 H) 4.65 (q, 7=7.0 Hz, 2 H) 3.72 (s, 3 H) 1.46 (t, 7=7.0 Hz, 3 H) 1.31 (s, 12 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 150058-27-8, its application will become more common.

Reference:
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 129378-52-5,Some common heterocyclic compound, 129378-52-5, name is 2-(tert-Butyldimethylsilyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide, molecular formula is C11H23N3O2SSi, 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.

Intermediate 26: 4(5)-Chloro-1 H-imidazoleHO. alphaTo a solution of 2-[(1 ,1-dimethylethyl)(dimethyl)silyl]-N,N-dimethyl-1 H-imidazole-1- sulfonamide (for preparation see US2005075366,15 g, 51.8 mmol) in dry THF (100 ml_), under nitrogen and at -7O0C, a 1.6M solution of butyllithium in hexane (34.0 ml_, 54.4 mmol) was slowly added. The temperature was allowed to reach -550C in 1 hour then cooled down to -780C and dimethylsulfamoyl chloride (8.33 ml_, 78 mmol) was slowly added and the mixture was stirred at -780C for 30min and at 2O0C for 2 hours. The solvents were removed by evaporation and the residue was stirred with 2M HCI solution (100ml) for 12 hour at room temperature. Complete deprotection of the nitrogen was achieved while partial TBDMS deprotection was observed. The aqueous acid solution was basified with KOH pellets and the aqueous phase was extracted with EtOAc. The organic phases were dried over Na2SO4 and evaporated under reduced pressure. The crude residue was treated with a 1 M solution of TBAF in THF (51.8 ml_, 51.8 mmol) and heated to 6O0C for 2 hours. The volatiles were removed under vacuo and the residue was chromatographed to give the title compound (3.5 g, 34.1 mmol); UPLC/MS Rt=O.33 min; m/z (ES): 103 and 105 [M+H]+; 1H NMR (CDCI3): delta 7.00 (d, 1 H), 7.57 (d, 1 H), 11.54 (brs, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(tert-Butyldimethylsilyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; GIANOTTI, Massimo; LESLIE, Colin Philip; STASI, Luigi Piero; WO2010/142652; (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. 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 17325-26-7

(1) To a solution of methyl 4-imidazole carboxylate (a-1) (5.0 g, 39 mmol) in tetrahydrofuran (THF) (100 mL), p-trifluoromethyl benzyl alcohol (a-2) (6.5 mL, 48 mmol) and triphenylphosphine (PPh3) (12 g, 47 mmol) were added and after adding a toluene solution (25 mL, 48 mmol) of 1.9 mol/L diisopropyl azodicarboxylate (DIAD) dropwise, the resulting mixture was stirred at room temperature for 3 hours. After distilling off the solvents under reduced pressure, the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=50:500:100) and purified again by silica gel (NH) column chromatography (n-hexane:ethyl acetate=90:1050:50) to give methyl 1-[4-(trifluoromethyl)benzyl]-1H-imidazole-5-carboxylate (a-3) (amount, 7.7 g; yield, 69%).

The synthetic route of 17325-26-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KAKEN PHARMACEUTICAL CO., LTD.; IKEGAMI, Satoru; WATANABE, Atsushi; HIRANO, Kimio; OHYAMA, Tadashi; (56 pag.)US2016/130232; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 137049-00-4, 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 137049-00-4 as follows.

To a solution of 2-chloro-1-(1 /-/-indol-3-yl)-2-phenylethanone (0.200 g; 0.741 mmol) in DMF (5 mL) cooled to 0 C was added sodium hydride (60% dispersion in mineral oil; 0.053 g; 1.333 mmol). The reaction mixture was stirred at room temperature for 0.5 h. 1-Methyl-1 H- imidazole-4-sulfonyl chloride (0.268 g; 1.484 mmol) and DMAP (0.005 g; 0.037 mmol) were added and the reaction mixture was stirred at room temperature for 3 h. Water was added and the reaction mixture was extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by flash chromatography on silica gel using a gradient of ethyl acetate (30% to 100%) in heptane furnished 0.301 g (98%) of 2-chloro-1-(1-((1-methyl-1 /-/-imidazol-4-yl)sulfonyl)-1 H-indol- 3-yl)-2-phenylethanone as a solid. ESI/APCI(+): 414 (M+H); 436 (M+Na). ESI/APCI(-): 412 (M- H).

According to the analysis of related databases, 137049-00-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothee; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim; WO2013/45516; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem