Imidazoles-derivatives

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

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;,
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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

Adding a certain compound to certain chemical reactions, such as: 53525-60-3, name is Ethyl 1-trityl-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 53525-60-3, name: Ethyl 1-trityl-1H-imidazole-4-carboxylate

To a stirred solution of acetonitrile (0.32 g; 7.80 mmol) in tetrahydrofuran (20 ml) was addedsodium bis(trimethylsilyl)amide (15.7m1, 1.OM in THF, 15.69 mmol at 0C. The stirring wascontinued for 30 minutes and then a solution of ethyl 1 -trityl- 1 H-imidazole-4-carboxylate (XLV; 2 g; 5.23 mmol) in THF (20 ml) was added. The reaction mixture was stirred at 80C for 12 h. The reaction mixture was cooled, concentrated at reduced pressure and diluted with ice cold water. The aqueous layer was extracted with ethyl acetate, and the resulting organiclayer washed with brine, dried over Na2504, filtered and concentrated under vacuum to afford3-oxo-3-(1-trityl-1H-imidazol-4-yl)propanenitrile as a brown solid (XLVI; 1 g, 50% yield). MS (M+1) 378.34.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1-trityl-1H-imidazole-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; NORGINE B.V.; BAKTHAVATCHALAM, Rajagopal; BASU, Manas Kumar; BEHERA, Ajit Kumar; VENKATESHAPPA, Chandregowda; HEWSON, Christopher Alexander; KADNUR, Sanjay Venkatachalapathi; KALINDJIAN, Sarkis Barret; KULKARNI, Bheemashankar; SAXENA, Rohit; SURESH, Juluri; VISWANATHAN, Vellarkad; ZAINUDDIN, Mohd; DHARSHINIS, Akila Parvathy; KRISTAM, Rajenda; WO2015/97122; (2015); A1;,
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

Synthetic Route of 92807-02-8, The chemical industry reduces the impact on the environment during synthesis 92807-02-8, name is Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Example 42: [2- (4-ACETYLAMINO-BENZVLSULFANYL)-1 H-BENZIMIDAZOLE-4-CARBOXYLIC ACID] amide (42) (a) [2- (4-ACETYLAMINO-BENZYLSULFANYL)-1 M-BENZIMIDAZOLE-4-CARBOXYLIC ACID METHYL] ester [0135] A solution containing 85 mg of [2-MERCAPTO-1 H-BENZIMIDAZOLE-4-CARBOXYLIC] acid methyl ester (0.40 [MMOL)] in 4 mL DMF was cooled to 0 [C.] To this was added 130 mg CsCO3 (0.40 [MMOL)] followed by 91 mg of [4-ACETAMIDOBENZYL] chloride (0.49 [MMOL).] The reaction was stirred overnight, allowing it to warm to 23 C, and then concentrated in vacuo. The resulting crude material was suspended in pH 7 buffer and extracted with EtOAc (x3). The combined organic layers were dried [(MGS04),] filtered and concentrated. Purification by flash silica gel chromatography using a gradient solvent system (80% EtOAc/Hex to 100% EtOAc) gave 112 mg of product (0.31 mmol, 77%) as a colorless oil that crystallized upon standing. [0136] IR (KBr) 3283,3196, 1732,1709, 1666,1602, 1547,1514, 1448,1431, 1412, 1350,1302, 1297,1203, 1145,1124, [754 CM-1. 1H NMR (CDCL3) No. 2. ] 16 (s, 3H), 3.97 (s, [3H),] 4.56 (s, 2H), 7.23-7. 29 (m, 1 H), 7.36-7. 47 (m, 4H), 7.82 (d, [1 H, J = 7.] 7 Hz), 7.87 (d, 1 H, J = 7.7 Hz), 10.16 (br s, 1 H), not seen 1 H (NH). HPLC Rt = 5.643 min. [ANAL. (C18HL 7N303S)] C, H, N, 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, Methyl 2-mercapto-1H-benzo[d]imidazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; WO2003/106430; (2003); A1;,
Imidazole – Wikipedia,
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

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;,
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. 914306-50-6, name is 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 914306-50-6

A 50 mL Schlenk tube flask was charged with N-(2,6-diisopropyl phenyl)-2- phenylimidazole (7.60 g, 25 mmol), tris(acetylacetonate)iridium(III) (2.45 g, 5.0 mmol) and tridecane (1 mL). The reaction mixture was stirred under a nitrogen atmosphere and heated at EPO 240 C for 48 hours. After cooling, the solidified mixture was washed first with absolute ethanol followed by hexane. The residue was further purified by a silica gel column to give fac-mc6 (1.5 g). The product was further purified by vacuum sublimation. 1H and MS results confirmed the desired compound. lambdamax of emission = 476, 504 nm (CH2Cl2 solution at room temperature), CIE = (0.22, 0.43).

The synthetic route of 914306-50-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; WO2008/54584; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

37619-25-3, name is Methyl 1H-benzo[d]imidazole-4-carboxylate, 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. COA of Formula: C9H8N2O2

Ste AG2: (1 H-Benzoimidazol-4-yl)-methanolTo a solution of 1 H-Benzoimidazole-4-carboxylic acid methyl ester (Step AG3, 1.0 g, 5.68 mmol) in THF (56.8 mL) under argon was added LiAIH4 (1 M in THF) (6.24 mL, 6.24 mmol), dropwise, causing a yellow coloration and a slight gas evolution. The reaction mixture was stirred at rt for 75 min. The medium was carefully quenched by addition of saturated aqueous NH4CI solution (50 mL). The slurry of aluminium salts was stirred for an hour at rt. The organic supernatant was decanted and the insoluble aluminium salts suspension was extracted with AcOEt (3 x 100 mL). The combined organic layers were dried over Na2S04, filtered and concentrated under reduced pressure to give a colorless oil (600 mg, 71 %). HPLC/MS (Method A) tR0.64 minute, M+H 149.0 . 1 H NMR (DMSO- cfe) Ppm 4.85 (br. s., 2 H) 5.19 (br. s., 1 H) 7.07 – 7.26 (m, 2 H) 7.48 (d, J=7.34 Hz, 1 H) 8.19 (s, 1 H) 12.35 – 12.64 (m, 1 H).

The synthetic route of 37619-25-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BERST, Frederic; FURET, Pascal; MARZINZIK, Andreas; WO2011/157787; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem