Tag: M.W=100-200

Related Products of 15965-54-5, These common heterocyclic compound, 15965-54-5, name is 2-Chloro-5-methoxy-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.

The substances listed in the table which follows are also prepared by the methods given above.

The synthetic route of 15965-54-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US6387939; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 7189-69-7,Some common heterocyclic compound, 7189-69-7, name is 1,1′-Sulfonyldiimidazole, molecular formula is C6H6N4O2S, 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.

[0118] The following describes a preparation of compound 29. (0215) [0119] To prepare compound 29, a solution of n-butyllithium (2.50 M in hexanes, 84.0 mu., 0.21 mmol, 7.00 equiv) was added to a stirred solution of hexamethyldisilazane (49 mu,, 0.23 mmol, 7.7 equiv) in tetrahydrofuran (5 ml) at 0 C. The reaction mixture was briefly warmed to 23 C then was cooled to 0 C whereupon a solution of 28 (12 mg, 30 muetaiotaomicron, 1.0 equiv) in tetrahydrofuran (2 ml) was added. The resultant mixture was stirred at 0 C for 30 min, then was cooled to -10 C whereupon Nu,Nu’- sulfuryldiimidazole (54 mg, 0.27 mmol, 9.0 equiv) was added. The reaction mixture was warmed to 23 C and stirred at that temperature for 12 h. Excess Nu,Nu-sulfuryldiimidazole was quenched by the addition of methanol (5 ml), and the resultant mixture was concentrated. The residue was partitioned between saturated aqueous bicarbonate solution (20 ml) and dichloromethane (20 ml). The layers were separated and the aqueous phase was extracted with dichloromethane (3 x 25 mL). The combined organic layers were dried over anhydrous sodium sulfate and the dried solution was concentrated. The residue was purified by flash column chromatography (20% ethyl acetate-hexanes) to afford 29 (14 mg, 88%) as a colorless oil. Imidazole 29: TLC: 20% ethyl acetate-hexanes, Rf = 0.33 (UV, CAM). 1H NMR (500 MHz, CDC13) delta: 8.01 (s, 1H), 7.49- 7.47 (m, 3H), 7.39-7.35 (m, 4H), 7.22 (s, 1H), 6.06 (s, 1H), 5.16 (d, J = 10.5 Hz, 1H), 4.57 (dd, J = 1 1.0 Hz, J 4.5 Hz, 1H), 2.57 (s, 3H), 2.27-2.16 (m, 2H), 2.12-2.08 (dd, J = 14.5 Hz, J = 4.5 Hz, 1H), 2.04-1.94 (m, 2H), 1.89-1.83 (m, 1H), 1.76-1.67 (m, 3H), 1.23-122 (m, 1H), 1.19 (s, 3H), 0.95 (d, J = 7.0 Hz, 3H), 0.93 (d, J = 6.5 Hz, 3H), 0.92 (d, J = 7.0 Hz, 3H). 13C NMR (500 MHz, CDC13). delta: 165.2, 156.5, 142.0, 137.1, 131.6, 129.2, 128.5, 126.3, 1 17.9, 116.8, 90.5, 85.3, 81.1, 70.4, 48.8, 46.4, 35.7, 32.5, 31.1, 29.7, 24.0, 22.5, 18.1 , 17.4, 16.8. FTIR (NaCl, thin film), cm”1 2925, 2854, 1718, 1627, 1423, 1203, 1 158. HRMS: ESI [M + H]+ Calcd. for C28H37N206S: 529.2367. Found: 529.2346.

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

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; UNIVERSITY OF HAWAII; CHAIN, William J.; BEUTLER, John A.; FASH, David; FIGG, William D.; LI, Zhenwu; PEER, Cody John; RAMOS, Joe William; SULZMAIER, Florian J.; WO2015/120140; (2015); 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. 32673-41-9, name is 4-Imidazolemethanol hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 4-Imidazolemethanol hydrochloride

Step A Preparation of 1-triphenylmethyl-4-(hydroxymethyl)-imidazole To a solution of 4-(hydroxymethyl)imidazole hydrochloride (35.0 g, 260 mmol) in 250 mL of dry DMF at room temperature was added triethylamine (90.6 mL, 650 mmol). A white solid precipitated from the solution. Chlorotriphenyl-methane (76.1 g, 273 mmol) in 500 mL of DMF was added dropwise. The reaction mixture was stirred for 20 hours, poured over ice, filtered, and washed with ice water. The resulting product was slurried with cold dioxane, filtered, and dried in vacuo to provide the titled product as a white solid.

According to the analysis of related databases, 32673-41-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dinsmore, Christopher J.; Bergman, Jeffrey M.; US2002/52380; (2002); 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. 17289-25-7, name is (1-Methyl-1H-imidazol-4-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (1-Methyl-1H-imidazol-4-yl)methanol

Step 4: Diisopropylazodicarboxylate 40percent solution in toluene (0.27 mL, 0.51 mmol) was added under stirring to a solution of 5-(4-(trifluoromethoxy)phenyl)benzo[d]isoxazol-3-ol (100 mg, 0.34 mmol), triphenylphosphine on resin (3 mmol/g) (330 mg, 1 mmol), and 1-methylimidazol-4-yl methanol (60 mg, 0.51 mmol) in THF. The reaction mixture was stirred at ambient temperature overnight. Volatiles were evaporated under vacuum and the residue was purified on 12 g silica gel with 0-20percent methanol in dichloromethane and gave the title compound (40 mg, 0.103 mmol) as yellowish oil. 1H NMR (400 MHz, DMSO-d6) delta 8.07-7.97 (m, 2H), 7.89-7.81 (m, 2H), 7.54 (d, J=8.7 Hz, 1H), 7.50-7.41 (m, 3H), 7.12 (d, J=1.3 Hz, 1H), 5.03 (s, 2H), 3.59 (s, 3H). MS: 390 (MH+).

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 17289-25-7.

Reference:
Patent; Graupe, Michael; Lu, Yafan; Zablocki, Jeff A.; US2015/175560; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 39021-62-0,Some common heterocyclic compound, 39021-62-0, name is 1-Methyl-1H-imidazole-5-carbaldehyde, molecular formula is C5H6N2O, 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 flask containing 6-bromo-4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinoline (3.0 g, 6.97 mmol, Intermediate 10: step d) was added THF (40 ml) and the solution was cooled to -70 C. n-BuLi (2.5 M in hexanes, 2.8 mL, 7 mmol) was added dropwise. After 2 minutes, 1-methyl-1H-imidazole-5-carbaldehyde (1.2 g, 9 mmol, in 10 mL THF) was introduced. After 15 minutes, the dry-ice bath was replaced with a 0 C. bath. After 35 minutes the reaction mixture was quenched with aqueous NH4Cl solution and the aqueous portion was extracted with EtOAc:THF (10:2) 5*50 mL. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated. Chromatography on silica gel (30% acetone-DCM increasing to 5% MeOH) provided the title compound. 1H NMR (500 MHz, CDCl3) delta ppm 8.21 (s, 1H), 7.82 (d, J=8.6 Hz, 1H), 7.60 (dd, J=8.6, 1.9 Hz, 1H), 7.50 (d, J=8.2 Hz, 2H), 7.39 (d, J=8.1 Hz, 2H), 7.33 (s, 1H), 6.65 (s, 1H), 6.04 (s, 1H), 4.34 (s, 2H), 4.07 (s, 3H), 3.55 (s, 3H). MS (ESI): mass calcd. for C23H19ClF3N3O2, 461.1, m/z found 462.1 [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-5-carbaldehyde, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, KRISTI A.; BARBAY, KENT; EDWARDS, JAMES P.; KREUTTER, KEVIN D.; KUMMER, DAVID A.; MAHAROOF, UMAR; NISHIMURA, RACHEL; URBANSKI, MAUD; VENKATESAN, HARIHARAN; WANG, AIHUA; WOLIN, RONALD L.; WOODS, CRAIG R.; FOURIE, ANNE; XUE, XIAOHUA; CUMMINGS, MAXWELL D.; US2015/105372; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 405173-97-9, 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. 405173-97-9 name is 2-(2-Chloroethyl)-1H-benzo[d]imidazole, 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.

EXAMPLE 230 N-[2-(2-(2-Benzimidazolyl)ethyl)thioethyl]-N’-cyano-N”-methylguanidine Using 2-(2-chloroethyl)benzimidazole, prepared by treating 2-(2-hydroxyethyl)benzimidazole with thionyl chloride, as the starting material in the procedure of Example 17 gives the title compound.

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

Reference:
Patent; Smith Kline & French Laboratories Limited; US3950333; (1976); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, 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 5-Methyl-1H-imidazole-4-carbaldehyde

43[0095] To a solution of O-adamantylhydroxylamine (0.17g, lmmol) and 4-methyl-lH- imidazole-5-carbaldehyde (0.1 Ig, lmmol) in 5ml anhydrous DMSO was added 3mul CH3COOH. The resulting mixture was stirred at ambient temperature overnight. H2O (40ml) was added and the mixture was lyophilized to give white solid. (0.25g, Yield: 96%). 1H-NMR (360 MHz, CDCl3) delta 8.08 (s, IH), 7.55 (s, IH), 2.31 (s, 3H), 2.18 (br s, 3H), 1.88 (br s, 6H), 1.63 (br s, 6H); 13C-NMR (90 MHz, CDCl3) delta 138.5, 138.3, 135.22, 78.16, 41.79, 36.65, 30.84, 12.10; ESI-MS: Calculated for C15H2iN3O (M + H)+ 260.4, Found: 260.2.

The synthetic route of 68282-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; DeGRADO, William, F.; WANG, Jun; WO2011/22191; (2011); 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. 79917-88-7, name is 1,3-Dimethyl-1H-imidazol-3-ium chloride, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1,3-Dimethyl-1H-imidazol-3-ium chloride

1) 33.81 g of 1,3-dimethylimidazolium chloride (purity 99percent) and 7.6 g of NH4F (purity 98percent) were respectively taken, and the two solids were directly placed in an Erlenmeyer flask and ultrasonically shaken in a water bath at 50 ¡ãC. 8h, the solid will undergo a metathesis reaction to produce a white precipitate, which is allowed to stand, precipitate and settle, and the upper layer is a liquid phase with suspended particles to obtain a layered mixture after standing;2) pumping the layered phase at a low pressure three times to obtain a filtrate and a filter residue;3) The liquid phase obtained by filtration is vacuum-screwed at 60 ¡ã C to obtain a pale yellow clear liquid;4) Dry the light yellow clear solution at 70 ¡ã C for 24 h to obtain a light yellow viscous liquid, which is a 1,3-dimethylfluoroimidazole product, label L4, using a small glass bottle and taking two drops of product for Raman Spectral detection test to check whether the product contains NH4+, compare the spectral results of the sample with the standard Raman spectrum of NH4+, if the comparison shows the presence of NH4+The Raman vibration band continues to dry at 100 ¡ã C under high vacuum until the Raman vibration band without NH4+ is detected. If the Raman vibration band without NH4+ is detected, the obtained 1,3-dimethylfluorinated imidazolium ionic liquid is weighed. 23.19g.

According to the analysis of related databases, 79917-88-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Northeastern University (disambiguation); Hu Xianwei; Niu Chunbo; Shi Zhongning; Gao Bingliang; Yu Jiangyu; Wang Zhaowen; (11 pag.)CN108586347; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. Recommanded Product: 137049-00-4

To a precooled (0 C) solution of intermediate 2.93 (20. mg, 0.066 mmol) in dichloromethane (0.5 mL) was added triethylamine (30 muL, 0.2 mmol) and 1-methyl-1H- imidazole-4-sulfonyl chloride (18 mg, 0.098 mmol). The resulting mixture was allowed to warm to room temperature and stirred for 15 h, then diluted with wet DMSO (0.5 mL), filtered through Celite and purified via mass-directed isolation using ultra-performance liquid chromatography (15 mg, 52% yield).1H NMR (500 MHz, Acetonitrile-d3) d 8.85 (s, 1H), 7.77- 7.65 (m, 2H), 7.53 (dd, J = 12.3, 1.5 Hz, 2H), 7.39 (t, J = 8.5 Hz, 1H), 7.32- 7.24 (m, 1H), 7.21- 7.10 (m, 2H), 7.10- 7.02 (m, 1H), 4.36 (dd, J = 13.3, 4.3 Hz, 1H), 3.68- 3.58 (m, 4H), 3.06- 2.94 (m, 1H), 2.94- 2.86 (m, 2H); AMM 449.0869 (ESI) m/z [calc for C20H19ClFN4O3S (M+H)+ 449.0850]. (0467)

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

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; VAL-CHUM, LIMITED PARTNERSHIP; GRENIER, Melissa Carey; SMITH, Amos B., III; FINZI, Andres; DING, Shilei; CHAPLEAU, Jean-Philippe; (240 pag.)WO2020/28482; (2020); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 15108-18-6, 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. 15108-18-6, name is 2-Hydrazinyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-hydrazinobenzimidazole (750 mg;5mmol) in a mixture of 10mL of water and 0.75mL of concentrated HCl was gradually added 1,1,3,3-tetramethoxypropane(820mL; 5mmol). The resulting mixture was heated at reflux for 2 h, then was allowed to cool and filtered.The filtrate was neutralised with solid potassium carbonate,causing the product to precipitate as a pale tan solid, which was filtered and dried in vacuo. Yield 650mg (71%). m.p. 233-2358C; dH(500MHz, d6-DMSO) 6.66 (m, br, 1H,H2), 7.19-7.21 (m, 2H, H6 H7), 7.46 (d, 1H, J 6.1 Hz,H5), 7.58 (d, 1H, J 7.7 Hz, H8), 7.94 (d, 1H, J 1.5 Hz,H3), 8.59 (d, 1H, J 2.9 Hz, H1), 13.10 (s, br, 1H, H4);dC(125MHz, d6-DMSO) 109.2, 111.6, 118.4, 122.2, 122.5,129.1, 133.7, 141.7, 142.9, 146.1; m/z (HR-ES-MS)185.0821 ([M H], calculated for C10H9N4 185.0822);y max(KBr)/cm21 2943m br, 1628m, 1574s, 1479m, 1460s,1387m, 1324m, 1273m, 1226m, 1076s, 927s, 740s.

The synthetic route of 2-Hydrazinyl-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hawes, Chris S.; Kruger, Paul E.; Supramolecular Chemistry; vol. 27; 11-12; (2015); p. 757 – 771;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem