Category: imidazoles-derivatives

These common heterocyclic compound, 29518-68-1, name is 2-(1H-Benzo[d]imidazol-2-yl)ethanamine, 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: 29518-68-1

Step 2; N3-[4-[2-(Benzimidazol-2-yl)ethyl)aminomethylbenzoyl)-N2-Cbz-L-2,3-diaminopropionic acid on 2-chlorotrityl resin; [Show Image] Shake the resin (Preparation 4, Step 1) (0.8 g, 0.4 mmol) and 2-[2-(aminoethyl)]benzimidazole (3.25 g) in DMF (25 mL) in a sealed vial for 44 hours. Transfer resin to funnel apparatus, and wash the resin with DMF (25 mL x 5) and then CH2Cl2 (20 mL x 5) to give the title resin.

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; SCHERING CORPORATION; EP1135374; (2006); B1;,
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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., Computed Properties of C4H4N2O

General procedure: To a mixture of formylimidazole 1 and K2CO3 in DMF, the required bromide or mesylate was added and the reaction mixture was stirred overnight under atmosphere of nitrogen at rt. The resulting suspension was cooled to room temperature (rt) and filtered. Water was added to the filtrate and the resulting solution was extracted with Et20 (3 x 25 mL). The organic layer was dried over MgS04 and evaporated to give the corresponding alkylimidazole-2- carbaldehyde. l-(3-Azidopropyl) imidazole-2-carbaldehyde oxime (RS138B). Prepared according to the general method A using formylimidazole 1 (0.50 g, 5.2 mmol), K2CO3 (0.72 g, 5.2 mmol), and 3-azidopropyl methanesulfonate (1.1 g, 6.2 mmol) in DMF (20 10 mL). Yellow oil 2f (0.62 g, 67 %).

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; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; THE SCRIPPS RESEARCH INSTITUTE; TAYLOR, Palmer; RADIC, Zoran; FOKIN, Valery; WO2015/57822; (2015); 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. 930-62-1, name is 2,4-Dimethylimidazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H8N2

Preparation 14 Ethyl N-trifluoroacetyl-N-(2-nitro-5-[2,4-dimethylimidazol-1-yl]benzyl)glycinate STR36 A mixture of 2,4-dimethylimidazole (6.25 g), ethyl N-trifluoroacetyl-N-(5-fluoro-2-nitrobenzyl)glycinate (22.0 g) and sodium carbonate (6.62 g) was stirred and heated at 130 for 2 hours. Volatile material was removed from the cooled mixture in vacuo and the residue was partitioned between ethyl acetate (200 cm3) and water (100 cm3). The organic phase was washed with water (2*25 cm3), dried (MgSO4), and evaporated in vacuo to give an oil which was chromatographed on silica (Merck “MK 60.9385” [Trade Mark]) eluding with ethyl acetate:methanol, 1:19. Combination and evaporation of the appropriate fractions gave an oil which crystallized on trituration with ether to afford the title compound, m.p. 172.5-176 (3.1 g). Analysis %: Found: C,50.7; H,4.8; N,12.7; Calculated for C18 H19 F3 N4 O5: C,50.5; H,4.5; N,13.1.

The synthetic route of 930-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4783467; (1988); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 150058-27-8, name is Methyl 2-ethoxy-1H-benzo[d]imidazole-7-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. HPLC of Formula: C11H12N2O3

BIM (20 g, 1 eq) was dissolved in dimethylacetamide:methanol [(1:4), (100 mL, 5 vol)], potassium carbonate (18.8 g, 1.5 eq) was added thereto, and the mixture was stirred at 25°C – 30°C for 15 min. Furthermore, BCL (34.4 g, 1.05 eq) and tetrabutylammonium iodide (1.67 g, 0.05 eq) were added thereto, and the mixture was stirred at the same temperature for 26 hr. Using TLC (TLC: 40percent ethyl acetate/hexane, detection method: UV), complete consumption of BIM was confirmed. To the reaction mixture was added water (200 mL, 10 vol), the mixture was stirred for 2 hr, and the precipitated pink solid was filtered. The obtained solid was washed with water (40 mL, 2 vol), dried with suction for 15 min, and blast dried at 50°C – 55°C for 4 hr to give a mixture of crude CBME and compound 37 (49 g, CBME:compound 37=6:1 (molar ratio)). The crude product was directly used for the next step (4).

The synthetic route of Methyl 2-ethoxy-1H-benzo[d]imidazole-7-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; API Corporation; SEKI, Masahiko; EP2891650; (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. 1467-16-9, name is 1H-Imidazole hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Formula: C3H5ClN2

Step D Preparation of 4-[(4-Chloro-phenyl)-imidazol-1-yl-methyl]-2-fluoro-benzonitrile To a solution of (4-cyano-3-fluoro-phenyl)-(4-chloro-phenyl)-methanol (2.2 g, 8.79 mmol) in acetonitrile (30 mL) was added CDI (4.28 g, 8.79 mmol) and imidazole hydrochloride (2.75 g, 8.79 mmol) and the mixture was heated at reflux for 3 hr. The acetonitrile was removed in uacuo and the residue was partitioned with EtOAc and saturated NaHCO3 solution. The EtOAc layer was washed with H2O, brine, and dried (MgSO4). Filtration and concentration in vacuo gave the title compound.

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 1467-16-9.

Reference:
Patent; Merck & Co., Inc.; US6297239; (2001); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1402838-08-7, The chemical industry reduces the impact on the environment during synthesis 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, I believe this compound will play a more active role in future production and life.

Compound 4 (210 mg, 0.51 mmol) was dissolved in 10 mL of anhydrous tetrahydrofuran, 30.5 mg of sodium hydride was added under ice-cooling, and the mixture was warmed to room temperature and stirred for 1 hour. Compound 4a (211 mg, 0.51 mmol) was dissolved in 5 mL of anhydrous tetrahydrofuran in an ice bathAdd to the reaction flask. Warm to room temperature and stir overnight. Quench with saturated ammonium chloride. Add 100 mL water. Use dichloromethane.(50 mL x 3) extraction, and the combined extracts were washed with saturated brine, dried over anhydrous sodium sulfate and evaporated to dryness under reduced pressure. Crude product chromatographyThe product Compound 5 (128 mg, yield 36.0%) was obtained.

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, 2-(1-Trityl-4-imidazolyl)benzaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Zhang Guimin; (92 pag.)CN107488179; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 2302-25-2, The chemical industry reduces the impact on the environment during synthesis 2302-25-2, name is 4-Bromo-1H-imidazole, I believe this compound will play a more active role in future production and life.

To a mixture of 4-bromo-1 H-imidazole (1.0 g, 6.8 mmol) in THF (15 ml) was added NaH(327 mg, 8.16 mmol) at 0C. The mixture was stirred at ooc to RT for 0.5 h. SEMCI (1.45 ml, 8.165 mmol) was added dropwise and the reaction mixture was stirred at RT for 2 h. The reaction mixturewas quenched with water and extracted with DCM. The organic layer was dried (Na2S04), filteredand concentrated in vacuo to give the crude product which was purified by silica gelchromatography (10-100% EtOAc/Heptane, then 0-15%MeOH/DCM) to afford 4-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1 H-imidazole (1.36 g, MS: 279.3 [M+H+]).

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, 4-Bromo-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; CHEUNG, Atwood; CHIN, Donovan Noel; DALES, Natalie; FAZAL, Aleem; HURLEY, Timothy Brian; KERRIGAN, John; O’BRIEN, Gary; SHU, Lei; SUN, Robert; SUNG, Moo; WO2014/28459; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 71759-89-2,Some common heterocyclic compound, 71759-89-2, name is 5-Iodo-1H-imidazole, molecular formula is C3H3IN2, 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: Method B: In a20 mL microwave Biotage tube, a 1M Na2CO3 aqueous solution(5 mL) purged with argon were introduced into a mixture purged with argon of 4-iodo-1H-imidazole (1a) (0.194 g, 1.0 mmol), a boronicacid 2 (1.6 mmol) and Pd(PPh3)4 (0.80 g, 0.05 mmol) in DMF (15 mL). The mixture washeated under microwaveirradiation. When the reaction was complete, the mixture was cooled toroom temperature and concentrated under reduced pressure. The residue waspurified by flash chromatography on silica gel to provide compounds 3j and 3p-3u in yields ranging from 30 to 95%. Time and temperaturereactions were collected in Table 1.

The synthetic route of 71759-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vichier-Guerre, Sophie; Dugue, Laurence; Pochet, Sylvie; Tetrahedron Letters; vol. 55; 46; (2014); p. 6347 – 6350;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 104619-51-4 as follows. Formula: C7H7N5

Example 2: r4-(5-Amino-M ,3,41oxadiazol-2-yl)-pyridin-3-v?-(2-fluoro-4-iodo- phenvD-amine; To a solution of 3-(2-Fluoro-4-iodo-phenylamino)-isoniotacotiniotac acid hydrazide (1g, 2.68mmol) in DMSO (6mL) were added 1 ,1 -di-1 H-imidazol-1-yl-methyleneamine (864mg, 5.36mmol). The reaction mixture was stirred at RT for 18h. Quenching of the reaction by adding water (6OmL). A solid precipitated out. The solid was filtered, washed with water and cold methanol. Yield: white solid 1.Og. LC-MS (Method A) [4.66min; 398(M+1)].

According to the analysis of related databases, 104619-51-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/123936; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 3034-41-1, A common heterocyclic compound, 3034-41-1, name is 1-Methyl-4-nitroimidazole, molecular formula is C4H5N3O2, 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.

Intermediate 10; 2-Chloro-N-(l-methyl-lH-imidazol-4-v?-7-r(4-methylphenyl)sulfonyl1-7H-pyrrolor2.3- J1pyrimidin-4-aminel-Methyl-4-nitro-lH-imidazole (Intermediate 1, 50 mg, 0.39 mmol) was dissolved in ethanol (5 mL) and Pd/C (5 wt%, Degussa, 20.93 mg, 9.83 mumol) was added. The reaction mixture stirred under 1 atm of hydrogen at r.t. for 3 hours and was then filtered through diatomaceous earth (Celite brand) to give 1 -methyl- lH-imidazol-4-amine. 2,4-Dichloro-7-[(4- methylphenyl)sulfonyl]-7H-pyrrolo[2,3-Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem