Tag: M.W=100-200

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. 66247-84-5, name is (1H-Imidazol-4-yl)methanamine hydrochloride belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 66247-84-5

78-2 Methyl (S)-2-[3-(1H-imidazol-4-yl-methyl)ureido]-3-(4-methoxyphenyl)- propanoate; 1 .1 g (0.37 mmol) of methyl (S)-3-(4-methoxyphenyl)-2-(4-nitrophenoxycarbonyl- amino)propanoate (cf. preparation 2-2) and 0.7 mL (0.37 mmol) of diisopropyl- ethylamine in 5 mL of dimethylformamide are added at 800C to a solution of 500 mg (0.37 mmol) of C-(1 H-imidazol-4-yl)methylamine dihydrochloride in 15 mL of dimethylformamide. The reaction mixture is stirred for 2 hours at 800C. The reaction is stopped by adding 30 ml. of water and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (eluent: 80/20 dichloromethane/methanol). 279 mg of methyl (S)-2-[3-(1 H-imidazol-4-yl-methyl)- ureido]-3-(4-methoxyphenyl)propanoate in the form of a yellow oil are obtained in a yield of 63percent.

The synthetic route of 66247-84-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; BOUIX-PETER, Claire; SUZUKI, Itaru; PELISSON, Isabelle; COLLETTE, Pascal; TABET, Samuel; LAFITTE, Guillaume; WO2010/52255; (2010); A1;,
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Imidazole | C3H4N2 – PubChem

Application of 13750-81-7, 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. 13750-81-7, name is 1-Methyl-1H-imidazole-2-carbaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

First, 1-methylimidazole-2-carboxaldehyde was prepared according to the literature procedure[23]. The synthesis procedure then followed that of Im2COOH (1b) above and the yield was also quantitative after the removal of water under high vacuum (no washing with diethylether/water was necessary). Note: heating causes decarboxylation. Yield: 100%. Mp=99-101C. deltaH (400MHz, D2O): 7.42, 7.39 (2H, s, Im-H) and 4.08ppm (3H, s, NCH3); deltaC (400MHz, D2O): 158.67, 139.68, 125.83, 118.46, 36.73ppm. IR nu (KBr): 3347(m) 3119(m), 2663(w), 1641(s), 1683(m), 1507(s), 1449(m), 1388(s), 1338(s), 1285(s), 1173(m), 1123(s), 961(m) 910(m), 776(s), 685(s) cm-1. Anal. Calc. for C5H8N2O3 (144.12); C, 41.67; H, 5.59; N, 19.44%. Found: C, 41.28; H, 5.23; N, 19.12%.

The chemical industry reduces the impact on the environment during synthesis 1-Methyl-1H-imidazole-2-carbaldehyde. I believe this compound will play a more active role in future production and life.

Reference:
Article; Gundhla, Isaac Z.; Walmsley, Ryan S.; Ugirinema, Vital; Mnonopi, Nandipha O.; Hosten, Eric; Betz, Richard; Frost, Carminita L.; Tshentu, Zenixole R.; Journal of Inorganic Biochemistry; vol. 145; (2015); p. 11 – 18;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 20271-20-9, 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. 20271-20-9, name is Methyl 5-nitro-1H-imidazole-4-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of Description 17 (1.24g, 7. 25 mmol) in1 : 1 ethanol : methanol (60 ml) was hydrogenated using 10 % palladium on carbon catalyst under a balloon of hydrogen. After 4 h the reaction mixture was filtered, the filtrate condensed and azeotroped with ethanol. The product was triturated with ethyl acetate and dried to give the title compound as a white solid (0.98 g, 96%).’H NMR (400 MHz, DMSO)8 12.0(1H, brs), 7.32(1H, s), 5.56 (2H, s), 3.70 (3H, s). Mlz (ES+) 142 (M+H+).

The synthetic route of Methyl 5-nitro-1H-imidazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; HOLLINGWORTH, Gregory, John; JONES, A., Brian; SPAREY, Timothy, Jason; WO2005/49613; (2005); 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. 2080-75-3, name is 5-Methoxy-1H-benzo[d]imidazol-2(3H)-one, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Methoxy-1H-benzo[d]imidazol-2(3H)-one

To 5-methoxy-1H-benzo[d]imidazol-2(3H)-one (164 mg, 1 mmol, Lancaster) in DCM (2 mL) was added 1 M solution of aluminium trichloride in nitrobenzene (1 mL, 1 mmol, Aldrich). The reaction mixture was stirred at room temperature for 4 days and evaporated in vacuo. The residue was filtered through Celite, and the filter cake was washed with DCM. The DCM washings were discarded and the filter cake was washed with MeOH. The dark brown MeOH washings were collected and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (gradient: 5-20% MeOH/CH2Cl2) to give the title compound as a pale-yellow solid. MS (ESI, pos. ion.) m/z: 151 (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; Wang, Hui-Ling; Balan, Chenera; Doherty, Elizabeth M.; Falsey, James R.; Gore, Vijay Keshav; Katon, Jodie; Norman, Mark H.; US2005/176726; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 39811-07-9, These common heterocyclic compound, 39811-07-9, name is (5-Fluoro-1H-benzo[d]imidazol-2-yl)methanol, 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.

N-Methyl-2-methanol-5-flourobenzimidazole 51 was prepared according to using the procedure by Harisha et al. [28]. A solution of (5-fluoro-1H-benzimidazole-2-yl) methanol 29 (0.42 g, 2.5 mmol), and sodium hydroxide (0.1 g, 2.5 mmol) were stirred in dry acetone (8 mL) for 30 min. Then, iodomethane (0.35 g, 2.5 mmol) was added and the mixture was stirred for 24 h. The reaction mixture was concentrated to a quarter and then poured into ice-cold water. The solid was filtered and washed with 50% HCl to neutralize the excess potassium carbonate. The solid was washed with cold water (25 mL) and aqueous ethanol. The desired product 51 was dried and recrystallized from ethanol to give pale cream crystals Yield 53%.

The synthetic route of 39811-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Alasmary, Fatmah A.S.; Snelling, Anna M.; Zain, Mohammed E.; Alafeefy, Ahmed M.; Awaad, Amani S.; Karodia, Nazira; Molecules; vol. 20; 8; (2015); p. 15206 – 15223;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 14003-66-8, name is 4-Methyl-5-nitro-1H-imidazole, 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 14003-66-8, Computed Properties of C4H5N3O2

To a stirred suspension of 4(5)-methyl-5(4)-nitroimidazole (5 g, 0.04 mol) in benzaldehyde was added piperidine (3.95 g, 0.04 mol). The mixture was heated to 110 C for 2.5 h. When the reaction was complete and solid started separating, 100 mL ethanol was added to the reaction mixture. The mixture was allowed to cool to room temperature and filtered to obtain a yellow solid which was washed with ethanol and dried to get a pure compound. Yield 6.5 g, 77%; mp: 258-260 C; 1H NMR (DMSO-d6) delta 7.90 (s, 1H, Imid-H), 7.68-7.36 (m, 7H, CH=CH, Ar-H); 13C NMR (DMSO-d6) delta 143.73, 136.33, 136.10, 135.30, 130.93, 129.76, 129.65, 127.54, 114.64; HRMS (FAB), Calcd for C11H9N3O2: 216.0767 (MH+); obsd m/z 216.0769.

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; Tantravedi, Saritha; Chakraborty, Saibal; Shah, Niti H.; Fishbein, James C.; Hosmane, Ramachandra S.; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 4893 – 4903;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 177760-04-2, 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. 177760-04-2, name is Ethyl 2-amino-1-methyl-1H-imidazole-5-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Aminoimidazole (0.700 g, 4.14 mmol) in acetic acid (7.3 mL) was added dropwise to an aqueous solution of sodium nitrite (3.6 mL, 11 M). The solution was stirred at room temperature for 4 h until no more N2 was formed. The reaction mixture was extracted with CH2Cl2 (1 x 20 mL), washed with brine (1 x 20 mL) and a saturated aqueous solution of Na2SO3 (1 x 20 mL). The organic layer was then dried over Na2SO4, filtered and concentrated to afford a crude yellow solid. Purification by flash chromatography using a prepacked 25 g silica column [solvent A: EtOAc; solvent B: hexanes; gradient: 7%A / 93%B (4 CV), 7%A / 93%B ? 60%A / 40%B (10 CV), 60%A / 40%B (2 CV); flow rate: 70 mL/min; monitored at 254 and 280 nm] afforded the nitroimidazole analogue 27 (0.510 g, 2.60 mmol, 63%) as a yellow solid.1H NMR (600 MHz, CDCl3) delta 7.74 (1H, s), 4.40 (2H, q, J = 7.1 Hz), 4.35 (3H, s), 1.41 (3H, t, J = 7.1 Hz).13C NMR (151 MHz, CDCl3) delta 159.08, 147.46, 134.67, 126.29, 61.84, 35.39, 14.18.

The synthetic route of Ethyl 2-amino-1-methyl-1H-imidazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Winn, Blake A.; Shi, Zhe; Carlson, Graham J.; Wang, Yifan; Nguyen, Benson L.; Kelly, Evan M.; Ross, R. David; Hamel, Ernest; Chaplin, David J.; Trawick, Mary L.; Pinney, Kevin G.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 3; (2017); p. 636 – 641;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 29518-68-1, 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. 29518-68-1, name is 2-(1H-Benzo[d]imidazol-2-yl)ethanamine belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

(a) 1 -[2-(I H-B enzimidazol-2-y) ethyl] thiourea; {2-(lH-Benzimidazol-2-yl)ethylamine was made as the dihydrochloride salt according to a procedure described by Nicolaou etaJ. Bioorg. Med. Chem., 1998, 6, 1185-1208 and pretreated with DIPEA (2.07 mL, 11.86 mmol) for 5 minutes.} To a suspension of 2-(1H- benzimidazol-2-yl)ethylarnine (1.39 g, 5.93 mmol) in dichloromethane (20 mL) was added benzoyl isothiocyanate (0.88 mL, 6.52 mmol). After 1 h, the reaction mixture was concentrated in vacuo. Ammonia in methanol (7N, 30 mL) was then added and the reaction stirred another 4 h. The excess ammonia and methanol were removed in vacuo and dichloromethane (15 mL) was added. The solid was removed by filtration and the filtrate concentrated in vacuo and purified by flash chromatography (methanol/dichloromethane, 5% thenltheta%) to give the title compound as a solid (1.12 g, 86% yield). 1H NMR (DMSO-de) delta ppm 12.28 (IH), 7.85-7.62 (2H), 7.49 (2H), 7.15-7.10 (2H), 7.05 (IH), 3.86 (2H), 3.04 (2H); MS (ESI) m/z 221 (M+l).

The synthetic route of 2-(1H-Benzo[d]imidazol-2-yl)ethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2007/120098; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 37619-25-3, The chemical industry reduces the impact on the environment during synthesis 37619-25-3, name is Methyl 1H-benzo[d]imidazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Into a 100-mL round-bottom flask, was placed a solution of methyl 1H-1,3- benzodiazole-4-carboxylate (500 mg, 2.84 mmol, 1.00 equiv) in N,N-dimethylformamide (60 mL), potassium carbonate (1.1 g, 7.96 mmol, 3.00 equiv), and (2-chloroethyl)dimethylamine hydrochloride (523.6 mg, 3.64 mmol, 1.00 equiv). The resulting solution was stirred overnight at 60 oC in an oil bath then allowed to cool and diluted with 40 mL of sodium chloride (aq). The resulting mixture was extracted with 2×40 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate then concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:2). This resulted in 100 mg (14%) of methyl 1-[2-(dimethylamino)ethyl]-1H-1,3- benzodiazole-4-carboxylate as a solid

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, Methyl 1H-benzo[d]imidazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LYCERA CORPORATION; AICHER, Thomas, Daniel; PADILLA, Fernando; TOOGOOD, Peter, L.; CHEN, Shoujun; (331 pag.)WO2016/138335; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 29518-68-1, 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. 29518-68-1 name is 2-(1H-Benzo[d]imidazol-2-yl)ethanamine, 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.

To a 20 mL scintillation vial was added isoxazolidine 60 (20 mg) and 1-H-benzimidazole-2-ethanamine (72.1 mg) followed by 0.35 M 2-hydroxypyridine solution (0.7 mL). The solution was heated to 50 C. for 19 h and then diluted with ethyl acetate (10 mL) and water (10 mL). The organic layer was separated and concentrated in vacuo. The title compound was purified by preparative TLC (1000 microns, silica) eluting with 95:5 ethyl acetate/methanol to yield 12.7 mg of the desired product as a solid. MS (ESI(+)) m/e 539.0 (M+H)+.

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

Reference:
Patent; Infinity Pharmaceuticals, Inc.; US2006/20004; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem