Month: May 2021

Application of 184098-19-9, 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. 184098-19-9, name is 3-(2-Methyl-1H-imidazol-1-yl)aniline belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To 5-chloropyrazolo[l,5-a]pyrimidine-3-carbaldehyde (39 mg, 0.215 mmol) in dioxane was added 3-(2-methyl-lH-imidazol-l-yl)aniline (90 mg, 0.520 mmol). The mixture was heated in microwave (200 W) for 50 minutes at 120 C. The solid formed was isolated by filtration and air dried to yield 48 mg 5-(3-(2-methyl-lH-imidazol-l- yl)phenylamino)pyrazolo[l,5-a]pyrimidine-3-carbaldehyde (70%> yield). LCMS (M+l=319)

The synthetic route of 3-(2-Methyl-1H-imidazol-1-yl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYLENE PHARMACEUTICALS INC.; HADDACH, Mustapha; RYCKMAN, David; RAFFAELE, Nicholas; WO2011/31979; (2011); 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. 37619-25-3, name is Methyl 1H-benzo[d]imidazole-4-carboxylate, A new synthetic method of this compound is introduced below., Safety of Methyl 1H-benzo[d]imidazole-4-carboxylate

Methyl 1H-benzo[d]imidazole-4-carboxylate (0.504 g, 2.861 mmol) was dissolved in THF/dioxane (3:2, 50 mL). A 1.0 M solution LiAlH4 in THF (3.00 mL, 3.00 mmol) was added slowly and the reaction was left to stir for 1 hour. The reaction was quenched by successive addition of water (114 muL), 15% NaOH (114 muL) and water (342 muL). The suspension was stirred for 5 minutes and Na2SO4 (3.0 g) was added and the stirring was continued for 10 minutes. The suspension was filtered and the filter cake washed with THF (2 × 15 mL). The combined filtrates were evaporated under reduced pressure to give the title compound (0.356 g, 84%) as a white solid. mp. 159 – 161 C. 1H NMR (300 MHz, CD3OD) delta 8.13 (s, 1H), 7.51 (dd, J = 7.4, 1.7 Hz, 1H), 7.26 (dd, J = 7.3, 1.7 Hz, 1H), 7.21 (dd, J = 7.3, 7.4 Hz, 1H), 5.07 (br s, 2H), 4.98 (s, 3H). 13C NMR (75 MHz, CD3OD) delta 142.2, 139.2, 136.0, 129.5, 123.5, 121.7, 115.5, 61.8.

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; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 81246-34-6, These common heterocyclic compound, 81246-34-6, name is 5-Nitro-1H-imidazole-4-carbaldehyde, 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.

General procedure: To a soln. of BB-11 (1 eq) in anh. DMF (9 mL/mmol) was added protionwise NaH (1.1 eq, as a 60% dispersion in mineral oil) at 0C. The rxn mixture was stirred for 10 min at 0C and SEM-CI (1.4 eq) was added dropwise. It was allowed to reach RT, stirred for a given time (see Table 4) at RT and partitioned between EtOAc and water. The org. phase was washed with brine, dried over MgSCh and concentrated in vacuo. The crude was purified by CC using Hept/EtOAc.

The synthetic route of 81246-34-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; FROIDEVAUX, Sylvie; HUBLER, Francis; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; (266 pag.)WO2019/137927; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 20271-20-9, These common heterocyclic compound, 20271-20-9, name is Methyl 5-nitro-1H-imidazole-4-carboxylate, 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.

20.1 g (0.13 mol) of diethyl sulphate, 132 ml of an 8% strength aqueous sodium bicarbonate solution and 132 ml of water are added to a solution of 15.0 g (0.09 mol) of methyl 5-nitro-1H-imidazole-4-carboxylate in 420 ml of tetrahydrofuran. The reaction mixture is stirred at room temperature overnight and then extracted with 3*50 ml of ethyl acetate. The combined organic phases are dried over magnesium sulphate and freed of the solvent under reduced pressure. Purification by column chromatography on silica gel using pentane/ethyl acetate (40:1) gives 3.50 g (20% of theory) of the title compound and 12.0 g (69% of theory) of the isomeric methyl 1-ethyl-4-nitro-M-imidazole-5-carboxylate. Title compound 1H-NMR (MeOD-D4, 400 MHz) delta ppm: 7.99 (s, 1H), 4.36 (q, 2H), 3.91 (s, 3H), 1.48 (t, 3H) Methyl 1-ethyl-4-nitro-1H-imidazole-5-carboxylate 1H-NMR (CDCl3, 400 MHz) delta ppm: 7.45 (s, 1H), 4.26 (s, 3H), 3.96 (s, 3H), 1.49 (t, 3H)

The synthetic route of 20271-20-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; ALIG, Bernd; CEREZO-GALVEZ, Silvia; FISCHER, Reiner; KOEHLER, Adeline; HAHN, Julia Johanna; BECKER, Angela; ILG, Kerstin; VOERSTE, Arnd; GOERGENS, Ulrich; PORTZ, Daniela; US2015/344499; (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. 914306-50-6, name is 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C21H24N2

xample 8[0146] To a round-bottom flask was added l-(2,6-diisopropylphenyl)-2-phenyl- lH-imidazole (8.00 g, 26.3 mmol) and iridium(III) chloride hydrate (3.09 g, 8.76 mmol) with 2-ethoxyethanol (90 mL) and water (30 mL) under N2 atmosphere. The resulting reaction mixture was refluxed at 130 C for 18 h. The green precipitate was filtered, washed with ethanol (3 – 4 times) and hexane (3 – 4 times) to yield 7.3 g (98.9%) of a green solid after drying. The product was used without further purification.

According to the analysis of related databases, 914306-50-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; KOTTAS, Gregg; XIA, Chuanjun; ELSHENAWY, Zeinab; ANSARI, Narin; WO2012/158851; (2012); 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. 20033-99-2, name is 2-(Hydroxymethyl)-5-methoxybenzimidazole, A new synthetic method of this compound is introduced below., Quality Control of 2-(Hydroxymethyl)-5-methoxybenzimidazole

A suspension of (5-Methoxy-1H-benzimidazol-2-yl)methanol (preparation 1) (638 mg, 3.58 mmol) in 1N aqueous sodium hydroxide (0.95 ml) and water (40 ml) was heated to reflux and a solution of potassium permanganate (848 mg, 5.36 mmol) in water was added drop wise over a period of 30 minutes. The reaction mixture was refluxed for a further hour and then cooled to room temperature. The reaction mixture was acidified to pH4 by addition of acetic acid and the resulting solid filtered and dried in vacuo to give the title compound as a pale yellow solid (332 mg).

The synthetic route of 20033-99-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lane, Charlotte Alice Louise; Price, David Anthony; US2006/111416; (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. 29518-68-1, name is 2-(1H-Benzo[d]imidazol-2-yl)ethanamine, A new synthetic method of this compound is introduced below., Quality Control of 2-(1H-Benzo[d]imidazol-2-yl)ethanamine

STEP A: {1-[2-(1H-Benzoimidazol-2-yl)-ethylcarbamoyl]-2-thiophen-2-yl-ethyl}-(S)-carbamic acid tert-butyl ester A 50 mL round bottom flask was charged with (S)-2-(tert-butoxycarbonylamino)-3-(thiophen-2-yl)propanoic acid (300 mg, 1.10 mmol), 1-hydroxybenzotriazole hydrate (75 mg, 0.55 mmol), O-benzotriazole-N,N,N’, N’-tetramethyl-uronium-hexafluorophosphate (500 mg, 1.33 mmol), and dimethylformamide (5.0 mL). Triethylamine (0.77 mL, 0.55 mmol) and 2-(1H-benzo[d]imidazol-2-yl)ethanamine (388.2 mg, 1.66 mmol) were added and the resulting mixture stirred at room temperature for 22 h. The resulting mixture was then concentrated in vacuo and the residue purified via flash silica gel chromatography (ISCO, SF25-40 g column, gradient 90:10-75:25 Heptane:EtOAc) to yield {1-[2-(1H-benzoimidazol-2-yl)-ethylcarbamoyl]-2-thiophen-2-yl-ethyl}-(S)-carbamic acid tert-butyl ester. 1H NMR (300 MHz, CDCl3) 6.7.73-7.69 (m, 2H), 7.29-7.37 (m, 2H), 7.54-7.33 (m, 4H), 7.11 (d, J=8.2 Hz, 1H), 6.82-6.88 (m, 2H), 5.32 (t, J=3.71 Hz, 1H), 4.33 (m, 1H), 3.78-3.97 (s, 2H), 3.45-3.35 (m, 2H), 3.15-2.91 (m, 4H) and 1.41-1.21 (m, 9 H); MS (ES+) 415 (M+1).

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; Lawson, Edward C.; Hlasta, Dennis J.; Ghosh, Shyamali; DesJarlais, Renee L.; Schubert, Carsten; US2011/152321; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6953-65-7, name is (6-Chloro-1H-benzo[d]imidazol-2-yl)methanol, 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 6953-65-7, COA of Formula: C8H7ClN2O

General procedure: NaOH (9.5 mmol) was added to a stirring solution of benzimidazole (6.7 mmol) in 10 mL ofEtOH/H2O 3:1 (v/v). Dimethyl sulfate (9.5 mmol) was added dropwise over 5 min and the mixturewas stirred for additional 2 h. Solvents were evaporated to give colorless solid, which wascrystallized from methanol to give corresponding product.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Ryabukhin, Dmitry S.; Turdakov, Alexey N.; Soldatova, Natalia S.; Kompanets, Mikhail O.; Ivanov, Alexander Yu.; Boyarskaya, Irina A.; Vasilyev, Aleksander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1962 – 1973;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 67021-83-4,Some common heterocyclic compound, 67021-83-4, name is 1H-Benzo[d]imidazol-4-ol, molecular formula is C7H6N2O, 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 164-(2-Trimethylsilanyl-ethoxymethoxy)-1-(2-trimethylsilanyl-ethoxymethyl)-1 H- benzoimidazole (as a mixture with the 7-regioisomer)To a stirred suspension of 1 H-benzoimidazol-4-ol (440 mg, 3.28 mmol) in THF (13 ml.) at room temperature was added NaH (60percent dispersion in mineral oil; 276 mg, 6.89 mmol) in 3 portions over 15 min. The mixture was stirred at room temperature for 1.5 hours before it was heated to 65 0C for 30 min. The THF was removed and replaced with DMF (10 ml.) and the mixture was warmed to 65 0C for 30 min. The mixture was cooled to 10 0C, 2-(trimethylsilyl)ethoxymethyl chloride (1.19 ml_, 6.72 mmol) was added dropwise and the mixture was stirred at room temperature overnight. H2O and Et2O were added, the mixture was filtered and the phases separated. The aqueous phase was extracted into Et2O (x3), dried (MgSO4) and concentrated in vacuo. The product was purified by SiO2 chromatography and followed by trituration with Et2O to provide the title compound (177 mg).

The synthetic route of 67021-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); A1;,
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. 109012-23-9, name is Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H9N3O4

To a solution of ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (500 mg, 2.20 mmol) in methanol (7.5 mL)-THF (15 mL) was added 2M aqueous sodium hydroxide solution (3.8 mL, 7.53 mmol) at room temperature. The mixture was stirred for 3 hr at 40C, neutralized with 1M hydrochloric acid, extracted with ethyl acetate, and the extract was washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (200 mg) as a brown solid (yield 46%). 1H NMR (300 MHz, DMSO-d6) delta 3.96 (3H, s), 8.58 (1H, s). * The peak of “COOH group” was not observed.

The synthetic route of 109012-23-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2530078; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem