Tag: M.W=200-300

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. 10351-75-4, name is 1H-Benzo[d]imidazole-5,6-dicarboxylic acid, A new synthetic method of this compound is introduced below., Safety of 1H-Benzo[d]imidazole-5,6-dicarboxylic acid

General procedure: A mixture of Cd(NO3)2·4H2O (0.0308 g, 0.1 mmol), H3BIDC (0.0412 g, 0.2 mmol) and phen (0.0396 g, 0.2 mmol) with a molar ratio of 1:2:2 were dissolved in the distilled water (5 mL), and stired for 25 min, then set in a Teflon-lined autoclave and heating at 160 C for five days. After cooling to the room temperature, yellow block crystals were obtained. Yield: 28.84 mg (77%, on Cd(II) cations). The products were washed by distilled water and dried in air.

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; Fan, Rui-Qing; Wang, Li-Yuan; Wang, Ping; Chen, Hong; Sun, Cun-Fa; Yang, Yu-Lin; Su, Qing; Journal of Solid State Chemistry; vol. 196; (2012); p. 332 – 340,9;,
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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. 71759-87-0, name is 4-Iodo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

To a solution of chloride 2 (scheme 1) (2.45 g, 14.4 mmol) in THF (48 mL) at -78C was slowly added w-BuLi (2.5M in hexane, 7.2 mL, 18.0 mmol). The reaction mixturewas stirred for one hour [at -78C] followed by slow addition of ZnCl (0.5M in THF, 36mL, 18.0 mmol). In a few minutes the reaction mixture was allowed to warm to roomtemperature and stirred for one hour.[0422] A solution of 4-iodo-l -methyl- 1/f-imidazole (1.50 g, 7.2 mmol) Tet. Lett. 2004.45. 5529] in THF (5 mL) and the tetrakis(triphenylphosphine) palladium (0) (0.83 g, 0.72mmol) were added to the reaction mixture which was heated to reflux for 1 hour, cooled toroom temperature, diluted with aqueous ammonium hydroxide and, finally neutralized witha IN HC1 solution. The acidic solution was extracted with DCM, the extract was washedwith water and brine, dried over anhydrous magnesium sulfate, filtered and evaporatedunder reduced pressure. The residue was purified by flash chromatography (eluents DCM,then DCM-MeOH, 97:3) to afford title compound 175 (1.45 g, 81% yield) as a yellow solid.LRMS (M+l) 263.9 (100%), 265.9 (33%).

According to the analysis of related databases, 71759-87-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; METHYLGENE, INC.; WO2006/10264; (2006); 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. 870837-18-6, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 870837-18-6

The solution of 5g (130mg, 0.291 mmol) in THF (3ml) in ice- H2O bath was added IprMgCI UCI (1.3M in THF) solution (336mul, 0.437mmol), the mixture was kept stirring for 30 min at O0C before the addition of compound 1d (75mg, 0.350mmol), the resultant mixture was kept stirring at O0C for 2h. EtOAc (10ml) and NH4CI (6ml) were added, the aqueous was extracted once more with EtOAc (6ml). The combined organic was washed with brine (6ml), dried over anhydrous MgSO4, and concentrated. The residue was purified via ISCO (DCM/ MeOH (2N NH3) = 25:1) to 5h as a yellow solid (132mg). MH+ 584

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; SCHERING CORPORATION; WO2009/73777; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 641571-13-3, 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 641571-13-3 as follows.

To a solution of 4-methyl-N3-[l-(7Eta-rhoyrrolo[2,3-J]pyrimidin-4-yl)-lEta- imidazol-2-yl] -benzene- 1,3 -diamine (15.0 mg, 0.049 mmol), 3-(4-methyl-imidazol-l-yl)-5- trifluoromethyl-benzoic acid (16.0 mg, 0.059 mmol), and DIEA (35yL, 0.20 mmol) in DMF (2mL) is added HATU (21 mg, 0.055 mmol). After stirring for 1 hour at room temperature, the solvent is removed under vacuum. The residue is dissolved in DMSO (ImL). The resulting solution is subjected to purification by reverse-phase HPLC to give 3-(4-methyl- EPO imidazol-l-yl)-N-{4-methyl-3-[l-(7H-pyrrolo[2,3-cT]pyrimidm-4-yl)-lH-imidazol-2- ylamino]-phenyl}-5-trifluoromethyI-benzamide: 1H NuMR 600 MHz (DMSO-J6) delta 12.73 (s, IH), 11.32 0, IH), 10.67 (s, 1 H), 9.60 (s, 1 H), 8.82 0,1 H), 8.64-8.56 (m, 2H), 8.46 (s, IH), 8.43 (s, IH), 8.17 (s, IH), 7.93 (d, IH, J= 2.8 Hz), 7.79 (t, IH, J= 3.2 Hz), 7.52 (d, IH, J= 8.0 Hz), 7.30 (J, IH, J= 8.0 Hz), 7.11 (s, IH), 7.07 (m, IH), 2.39 (s, 3H), 2.36 (5, 3H); MS m/z 558.2 (M + 1).

According to the analysis of related databases, 641571-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; WO2006/101783; (2006); A2;,
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. 162356-38-9, name is 2-(2-Bromophenyl)-1H-imidazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(2-Bromophenyl)-1H-imidazole

Step K 1-(4-Toluenesulfonyl)-2-(2-bromophenyl) imidazole A solution of 2.50 g (11.6 mmol) of 2-(2-bromophenyl)imidazole in 10 mL of methylene chloride was treated with 1.9 mL of triethylamine (13.8 mmol), 2.64 g (13.8 mmol) of p-toluenesulfonyl chloride and 100 mg of 4-dimethylaminopyridine. The reaction mixture was stirred at room temperature for 15 minutes then transferred to a separatory funnel and washed with water, 5percent aqueous citric acid, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride. The organic layer was removed, dried over magnesium sulfate, filtered and solvents removed under vacuum. The crude product was chromatographed on silica, eluding with hexane/ethyl acetate (1:1), to give 4.16 g (11.0 mmol 95percent) of the product which was recrystallized from hexane. FAB-MS: calculated for C16 H13 BrN2 O2 S 376,378; found 377,379 (M+H, 50percent). 1 H NMR (200 MHz, CDCl3): 2.32 (s, 3H), 7.09 (d, 2 Hz, 1H), 7.12 (d, 8 Hz, 2H), 7.28 (m, 5H), 7.46 (m, 1H), 7.57 (d, 2 Hz, 1H).

The synthetic route of 162356-38-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5583130; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 1243204-92-3, name is 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C12H11N3O

3- Methoxy-4-(4-methyl-1 /-/-imidazol-1-yl)benzonitrile (46.9 g, 0.22 mol), in methanol (176 ml_) and water (88 ml_), were treated with potassium hydroxide (85%, 16.5 g, 0.25 mol) and the resulting solution was refluxed for 72 hours. The solution was concentrated in vacuo to approximately 100 ml_, and the resulting solid was removed by filtration. Water (40 ml_) was added to the filtrate, which was then acidified to pH 5 by addition of small portions of 30% aqueous hydrochloric acid (approximately 40 ml_). The resulting thick suspension was heated to reflux for 5 minutes and left to cool overnight. The mixture was filtered, and the white solid was washed with water (3 x 20 ml_) and dried in vacuo to afford the title compound as a white powder. Yield: 53.76 g, 0.231 mmol, quantitative. LCMS m/z 233.1 (M+1 ). 1H NMR (300 MHz, CD3OD) 5 2.36 (d, J=1.0 Hz, 3H), 3.97 (s, 3H), 7.43 (m, 1H), 7.56 (d, J=8.2 Hz, 1 H), 7.76 (dd, J=8.1 , 1.7 Hz, 1 H), 7.84 (d, J=1.6 Hz, 1 H), 8.66 (d, J=1.5 Hz, 1 H).

The synthetic route of 1243204-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; ALLEN, Martin, Patrick; AM ENDE, Christopher, William; BRODNEY, Michael, Aaron; DOUNAY, Amy, Beth; JOHNSON, Douglas, Scott; PETTERSSON, Martin, Youngjin; SCHWARZ, Jacob, Bradley; TRAN, Tuan, Phong; WO2010/100606; (2010); A1;,
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. 1964-77-8, name is 5-Bromo-2-methyl-1H-benzo[d]imidazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 5-Bromo-2-methyl-1H-benzo[d]imidazole

1. To a solution of 5-bromo-2-methyl-lH-benzo[d]imidazole (422 mg, 2.00 mmol) in 20 mL of THF, was added 4.1 mL of t-BuLi solution in hexanes (1.6 M) at -78 C. After 1 hr, a solution of 5-methoxy-l-(phenylsulfonyl)-lH-indole-2-carbaldehyde (693 mg, 2.20 mmol) in 10 mL of THF was added slowly. After 2hr, the reaction mixture was allowed to warm up to RT slowly, quenched with saturated ammonium chloride solution, and extracted with EtOAc. The organic layer was washed with brine, dried (MgS04), and concentrated to give impure (5- methoxy-l-(phenylsulfonyl)-lH-indol-2-yl)(2-methyl-lH-benzo[d]imidazol-5-yl)methanol, which was dissolved in 20 mL of dichloromethane and 20 mL of THF, and reacted with Mn02(3.50 g, 40.0 mmol) overnight at RT. The reaction mixture was diluted with EtOAc, filtered through a pad of Celite, and concentrated to give crude product, which was used for the next step without any further purification.

According to the analysis of related databases, 1964-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SRI INTERNATIONAL; JONG, Ling; CHANG, Chih-Tsung; PARK, Jaehyeon; (71 pag.)WO2016/114816; (2016); A1;,
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Imidazole | C3H4N2 – PubChem

3543-72-4, name is Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate, 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. Quality Control of Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate

In the hydrogenation reaction kettle by adding 50 g 1 – methyl -5 – nitro – 1H – benzimidazole -2 – butyric acid ethyl ester (compound of formula II), 2.5 g 5% palladium/carbon, 1.3 L methanol, 475 ml ethyl acetate, hydrogen pressure control in the 0.1 – 0.2 mpa, reaction solution is 25 C reaction 15 hours, TLC monitoring end point of the reaction to the reaction is complete.Responds the fluid in 35 C decompression filter, collecting the filtrate, the filtrate concentrated under reduced pressure to dry after, adding 75 ml ethyl acetate, 70 C stirring 0.5 hours, cooling to 5 C stirring 0.5 hours, for 5 C standing crystallization 2 hours, filtering, washing the filter cake with acetic acid ethyl ester, filtration cake 50 C decompression drying 5 hours, formula I compound 35 g, yield 77.8%.

The synthetic route of 3543-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhengda Tianqing Pharmaceutical Group Co., Ltd.; Wang Hua; Zhang Aiming; Xia Chunguang; Zhang Xiquan; Yi Yan; (6 pag.)CN109694353; (2019); A;,
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Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 219814-29-6, name is 2,5-Dibromo-4-methylimidazole, 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. Quality Control of 2,5-Dibromo-4-methylimidazole

[Example 6]; While a mixture of 23.9 g (100.0 mmol) of 2,4-dibromo-5-methylimidazole, 29.4 g (300.0 mmol) of cyclohexanone, and 23.9 g (259.4 mmol) of toluene was stirred at ordinary temperature, 22.5 g (150.0 mmol) of sodium iodide was added thereto to prepare a reaction liquid. After the reaction liquid was stirred at 105C for 12 hours under a nitrogen stream, the liquid was stirred under ice cooling for 1 hour. When 2-bromo-4-methylimidazole in the reaction liquid was analyzed by means of HPLC, it was confirmed that the product was formed in an amount of 13.7 g (82.3 mmol, conversion: 85.3%). After the reaction liquid was concentrated under reduced pressure, the product was purified by silica gel chromatography (ethyl acetate/hexane system) and, after volatile matter was further vaporized to solidify the product, crystals of 2-bromo-4-methylimidazole were obtained in an amount of 12.6 g (yield: 78.1%) as a residue. Incidentally, the NMR spectrum of the crystals was measured and was compared with the NMR spectrum of its specimen, whereby it was confirmed that the product is 2-bromo-4-methylimidazole.

The synthetic route of 2,5-Dibromo-4-methylimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIKOKU CHEMICALS CORPORATION; EP2141151; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 53484-16-5,Some common heterocyclic compound, 53484-16-5, name is 6-Bromo-1-methyl-1H-benzo[d]imidazole, molecular formula is C8H7BrN2, 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.

3.1. Compound A 2-[4-[(3-methylbenzimidazol-5-yl)amino]phenyl]acetonitrile A mixture of Pd2(dba)3 (0.01 mmol) and Xantphos (0.01 mmol) in 1,4-dioxane (1 mL) was sonicated and added under nitrogen to a mixture of 6-bromo-1-methyl-benzimidazole (0.45 mmol), 2-(4-aminophenyl)acetonitrile (0.58 mmol) and Cs2CO3 (0.62 mmol) in 1,4-dioxane (2 mL). The mixture was stirred at 110° C. for 12 h. The mixture was diluted (DCM), washed (H2O), dried (phase separator and concentrated. The residue was purified by prep HPLC to yield the desired product (Compound A). MW: 262.3. MS Ms’d: 263.2. NMR: 1H NMR (400 MHz, DMSO-d6): delta=8.13 (1H, s), 7.68 (1H, dd), 7.60 (1H, dd), 7.54 (1H, d), 7.32 (1H, d), 7.24 (1H, t), 6.91 (1H, dd), 3.77 (3H, s), 3.39 (3H, s).

The synthetic route of 53484-16-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MENET, Christel Jeanne Marie; MAMMOLITI, Oscar; BLANC, Javier; ORSULIC, Mislav; ROSCIC, Maja; US2015/203455; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem