Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 10364-94-0, name is (1H-Imidazol-1-yl)(phenyl)methanone, 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 10364-94-0, category: imidazoles-derivatives

General procedure: To a solution of substrate (100 mg) in 2.5 mL MeCN (dry) and 0.15 mL DMF (dry) was added DBU(0.2 equiv.), and the mixture was allowed to stir at 50 C for 10 min. 1-Benzoylimidazole (1.1 equiv.) in 0.5 mL MeCN (dry) was added to the reaction mixture in two portions and it was allowed to stir at 50C for 8 h. MeCN was removed under reduced pressure and the resulting mixture was purified by flashcolumn chromatography (ethyl acetate/petroleum ether = 1:1 to 10:1) to afford benzoylated products.

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Reference:
Article; Lu, Yuchao; Hou, Chenxi; Ren, Jingli; Xin, Xiaoting; Xu, Hengfu; Pei, Yuxin; Dong, Hai; Pei, Zhichao; Molecules; vol. 21; 5; (2016);,
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. 2301-25-9, name is 1-(4-Nitrophenyl)-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-(4-Nitrophenyl)-1H-imidazole

33.2 1-(4-aminophenyl)-1H-imidazole: 1-(4-nitrophenyl)-1H-imidazole (4.4 g; 23.5 mmoles) is put in solution in anhydrous methanol (140 ml) and palladium on carbon (0.44 g) is added to the medium. The reaction medium is placed under hydrogen for 4 hours. The catalyst is filtered off and the solvent is evapored to dryness. The expected product is obtained in a virtually pure state with a yield of 89% (3.3 g). NMR 1H (CDCl3, 100 MHz, delta): 6.61-6.69-6.95-7.05 (4s, 4H, Arom. H), 6.88 (t, 1H, Arom. H imidazole), 7.07 (s, 1H, Arom. H imidazole), 7.52 (s, 1H, Arom. H imidazole).

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 2301-25-9.

Reference:
Patent; Chabrier de Lassauniere, Pierre Etienne; Auvin, Serge; Bigg, Dennis; Auguet, Michel; Harnett, Jeremiah; US2003/78420; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 3304-70-9, name is Dimethyl 4,5-imidazoledicarboxylate, 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 3304-70-9, Recommanded Product: Dimethyl 4,5-imidazoledicarboxylate

Dimethyl 1H-imidazole-4,5-dicarboxylate (8 g, 43 mmol) was added with about 50 to 100 ml of ammonia solution. The mixture was stirred at 10 to 120 C. for 2 to 24 hours. A large amount of white solid was precipitated. After filtration, the filter cake was washed with 50 ml of water and then washed with 50 ml of ethanol, and dried at 40 C. in an oven to obtain a product. 1HNMR (DMSO, 500 MHz): delta 10.437 (1H,s), delta 9.043 (2H,s), delta 7.769 (1H,s), delta 7.681 (2H, s)

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:
Patent; GUANGZHOU INSIGHTER BIOTECHNOLOGY CO.,LTD.; PENG, Xianfeng; QIN, Zonghua; (15 pag.)US2018/370921; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, 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 51605-32-4, HPLC of Formula: C7H10N2O2

(1) Ethyl 4-methyl-1H-imidazole-5-carboxylate (7.5 g, 48.7 mmol) was dissolved in acetonitrile (120 mL), N-bromosuccinimide (10.4 g, 58.4 mmol) was added thereto, and the mixture was stirred at room temperature for 3 hours. After the reaction, saturated aqueous sodium hydrogen carbonate was added and the mixture was extracted twice with ethyl acetate. After washing the organic layer with saturated aqueous sodium chloride, it was dried over anhydrous sodium sulfate. After concentrating the organic layer, the residue was purified by column chromatography to obtain ethyl 2-bromo-4-methyl-1H-imidazole-5-carboxylate (3.6 g): 1H-NMR (CDCl3) delta: 4.35 (2H, q, J=7.1 Hz), 2.51 (3H, s), 1.37 (3H, t, J=7.1 Hz).

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:
Patent; TEIJIN PHARMA LIMITED; MIYAMOTO, Hidetoshi; NOZATO, Hisae; MARUYAMA, Akinobu; (16 pag.)US2017/144987; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 50995-95-4, 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. 50995-95-4, name is 2-Propylimidazole, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 16 8-(2-n-Propyl-1H-imidazol-1-yl)-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione The title compound was prepared from 8-fluoro-7-nitro[1,2,4]triazolo[4,3-a]quinoxaline-1,4(2H,5H)-dione and 2-n-propylimidazole by a method analogous to the method described in example 11. M.p. 260C decomp. 1-NMR (DMSO-d6: delta 13.3 (1H, s), 12.3 (1H, s), 8.50 (1H, s), 8.05 (1H, s), 7.25 (1H, d), 7.00 (1H, d), 2.35 (2H, t), 1.55 (2H, q), 0.85 (3H, t).

The chemical industry reduces the impact on the environment during synthesis 2-Propylimidazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVO NORDISK A/S; EP698024; (1997); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 614-97-1, name is 5-Methyl-1H-benzo[d]imidazole, molecular formula is C8H8N2, 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. HPLC of Formula: C8H8N2

Step B – Synthesis of Compounds 26C and 26D; To a solution of compound 26B (24.5 mmol) in CH3CN (65 mL) was added di- tertbutyl dicarbonate (5.89 g, 27.0 mmol), triethylamine (3.76 mL, 27.0 mmol) and 4- dimethylamino pyridine (300 mg, 2.45 mmol) and the resulting reaction was heated to 80 0C and allowed to stir at this temperature for 1.5 hours. The reaction mixture was cooled to room temperature, concentrated in vacuo, and the residue obtained was purified using flash column chromatography (silica gel, EtOAc/Hexanes 5-20%) to provide a mixture of isomeric compounds 26C and 26D (5.38 g, 94.3% yield over steps A and B).; Step B – Synthesis of Compounds 3OC and 3OD; To a solution of compound 3OB (24.5 mmol) in CH3CN (65 mL) was added di- tertbutyl dicarbonate (5.89 g, 27.0 mmol), triethylamine (3.76 mL, 27.0 mmol) and 4- dimethylamino pyridine (300 mg, 2.45 mmol) and the resulting reaction was heated to 80 0C and allowed to stir at this temperature for 1.5 hours. The reaction mixture was cooled to room temperature, concentrated in vacuo, and the residue obtained was purified using flash column chromatography (silica gel, EtOAc/Hexanes 5-20%) to provide a mixture of isomeric compounds 3OC and 3OD (5.38 g, 94.3% yield over steps A and B).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 614-97-1, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2009/32124; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 41716-18-1, 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. 41716-18-1, name is 1-Methyl-1H-imidazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

tert-butyl{1-[4-(5-{2-[(1-methyl-1H-imidazol-4-yl)carbonyl]hydrazino}-3-phenyl-1,6-naphthyridin-2-yl)phenyl]cyclobutyl}carbamate (1-7) To a round bottom flask was added tert-butyl{1-[4-(5-hydrazino-3-phenyl-1,6-naphthyridin-2-yl)phenyl]cyclobutyl}carbamate (1-6) (3.94 g, 8.18 mmol), EDC (1.34 g, 10.6 mmol), HOBt (1.44 g, 10.6 mmol), 1-methyl-1H-imidazole-4carboxylic acid (1.34 g, 10.6 mmol), and DMF (40 mL). The reaction mixture was heated to 60¡ã C. while stirring under an atmosphere of nitrogen in a hot oil bath. After 45 minutes the reaction mixture was permitted to cool to room temperature, suspended in ethyl acetate, washed with a saturated solution of sodium bicarbonate, followed by water, brine, dried over sodium sulfate, filtered, and concentrated in vacuo to give tert-butyl{1-[4-(5-{2-[(1-methyl-1H-imidazol-4-yl)carbonyl]hydrazino}-3-phenyl-1,6-naphthyridin-2-yl)phenyl]cyclobutyl}carbamate (1-7) as red foam. MS (M+H)+: observed=590.3, calculated=590.69.

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-imidazole-4-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kelly, Michael J.; Layton, Mark E.; Sanderson, Philip E.; US2008/161317; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 17325-26-7, name is Methyl 1H-imidazole-5-carboxylate, 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 17325-26-7, Quality Control of Methyl 1H-imidazole-5-carboxylate

/V-chlorosuccinimide (0.318 g, 2.4 mmol) was added to a stirred solution of methyl 1 H-imidazole-4-carboxylate (0.300 g, 2.4 mmol) in CH3CN (16 mL). The reaction mixture was stirred for 12 h in the dark and then concentrated. The white residue was taken up in EtOAc, satd. aqueous Na2S (10 mL) was added and the solution was stirred for 15 min. The organic layer was isolated, dried (Na2SO4), concentrated and the crude product was purified by column chromatography (20-70% EtOAc/hexanes) to afford the title compound (0.061 g, 16%) as a white solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 11.05 (br. s., 1 H), 7.85 (s, 1 H), 3.81 (s, 3 H). ES-LCMS: m/z 160.9, 162.9 (M+1 ).

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:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 20485-43-2, 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. 20485-43-2, name is 1-Methyl-1H-imidazole-2-carboxylic acid belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 101-4; N- [3- ( {2- [ (cyclopropylcarbonyl) amino] [1,3] thiazolo [5, 4-b] pyridin- 5-yl } oxy) phenyl] -l-methyl-lH-imidazole-2-carboxamide; A mixture of N- [5- (3-aminophenoxy) [1, 3] thiazolo [5, 4- b]pyridin-2-yl] cyclopropanecarboxamide (175 mg, 0.536 mmol) , 1- methyl-lH-imidazole-2-carboxylic acid (101 mg, 0.804 mmol), HATU (367 mg, 0.965 mmol), N,N-diisopropylethylamine (420 muL, 2.41 mmol) and N,N-dimethylformamide (5 mL) was stirred at room temperature for 15 hr. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by column chromatography (silica gel, hexane/ethyl acetate=50/50->0/100) and recrystallized from ethyl acetate-tetrahydrofuran to give the title compound (152 mg, 65%) as a white solid. 1H-NMR (DMSO-d6, 300 MHz) delta 0.94 – 1.01 (4H, m) , 1.95 – 2.04 (IH, m) , 3.97 (3H, s) , 6.86 – 6.91 (IH, m) , 7.07 – 7.15 (2H, m) , 7.38 (IH, t, J = 8.1 Hz), 7.44 (IH, d, J = 0.3 Hz), 7.67 – 7.74 (2H, m), 8.18 (IH, d, J = 9.0 Hz), 10.47 (IH, s) , 12.70 (IH, s) .

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, 1-Methyl-1H-imidazole-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2008/150015; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, 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 33543-78-1, category: imidazoles-derivatives

SEMCI (1.519 ml_, 8.56 mmol) was added to a DMF (10 mL) suspension of K2C03 (1.972 g, 14.27 mmol) and ethyl imidazole-2-carboxylate (CAS 33543-78-1 ) (1 g, 7.14 mmol). After the mildly exothermic reaction subsided, the mixture was allowed to stir one hour at room temperature and was quenched with the addition of water and ethyl acetate. The organic phase was washed with water, brine, dried (sodium sulfate), filtered and concentrated. Purification of the residue by FCC (100percent Heptane to 50percent ethyl acetate/Heptane) afforded the title compound. MS (ESI+) m/z 271.4 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-imidazole-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; BELANGER, David B.; FLOHR, Stefanie; GELIN, Christine Fang; JENDZA, Keith; JI, Nan; LIU, Donglei; LORTHIOIS, Edwige Liliane Jeanne; KARKI, Rajeshri Ganesh; MAINOLFI, Nello; POWERS, James J.; RANDL, Stefan Andreas; ROGEL, Olivier; VULPETTI, Anna; YOON, Taeyoung; WO2015/9977; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem