Tag: M.W=0-100

These common heterocyclic compound, 57090-88-7, name is 1H-Imidazole-4-carbonitrile, 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. category: imidazoles-derivatives

4-Cyanoimidazole (2.4 g, 25.9 mmol), KF-alumina (8 g), and iodomethane (15 mL, 240 mmol) were mixed and stirred at room temperature for 24 hours. After adding acetone (45 mL), it is stirred for 30 minutes and the solid is filtered off. After collecting the filtrate and blowing the solvent, the organic layer obtained by extraction with ethyl acetate and water is dehydrated with sodium sulfate, the solid is filtered off and the organic solvent is blown off. The reaction mixture was purified using silica gel column chromatography to obtain compound (3) (1.9 g, 17.7 mmol)This is obtained in 30% yield.

The synthetic route of 1H-Imidazole-4-carbonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Cheil Industries Inc.; Pusan National University Institute for Research & Industry Cooperation; Noh Chang-ho; Yoon Ung-chan; Kwon O-hyeon; Choi Byeong-gi; (23 pag.)KR102046153; (2019); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 7720-39-0, name is 1H-Imidazol-2-amine, 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 7720-39-0, Quality Control of 1H-Imidazol-2-amine

Example 19 5-(S)-Thioacetamidomethyl-3-[4′-(imidazole-2″-yl)aminocarbonyl-3′-fluoro-phenyl]-oxazolidine-2-one A solution of 5-(S)-thioacetamidomethyl-3-[4′-(pentafluorophenoxy)carbonyl-3′-fluorophenyl]oxazolidine-2-one (0.162 g, 0.34 mmol) and 2-aminoimidazole (0.083 mg, 1.0 mmol) in THF (5.0 mL) was stirred at r.t. for 0.5 h and then at 45 C. overnight. Solvent was removed under vacuum and the residue purified by PTLC (10% MeOH in DCM) to give the pure product as a white solid (0.058 g, 45%). MS (m/z): [M+H]+=378.

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Reference:
Patent; Pharmacia & Upjohn Company; US6441005; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

3034-50-2, name is Imidazole-4-carbaldehyde, 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. Quality Control of Imidazole-4-carbaldehyde

Intermediate 18:l-trityl-lH-imidazole-4-carbaldehyde[00417 ] Triethylamine (3.05 ml, 21.86 mmol) was added to a solution of lH-imidazole-4- carbaldehyde (2 g, 20.82 mmol) and triphenylmethyl chloride (5.80 g, 20.82 mmol) in N5N- dimethylformamide (20 ml). The reaction mixture was stirred at room temperature for 18 hours. The crude mixture was concentrated in vacuo and partitioned between ethyl acetate and water. The organic phase was washed dried over sodium sulfate, filtered and concentrated in vacuo. The residue was recrystallised from dichloromethane and hexanes to afford the title compound as a cream solid (4.7 g, 67% yield).[00418] 1H NMR (DMSO-d6, 400 MHz) delta 7.10-7.16 (6H, m), 7.36-7.57 (9H, m), 7.63 (IH, s), 7.64 (IH, s), 9.91 (IH, s).

The synthetic route of 3034-50-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/94992; (2008); A2;,
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. 930-62-1, name is 2,4-Dimethylimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H8N2

2, 4-dimethylimidazole (1.58 g, 16.45 mmol) was dissolved in N, N-dimethylamine (60 mE). In an ice bath, to the solution was added sodium hydride (60% in mineral oil) (1.05 g, 26.3 mmol) slowly. The reaction mixture was reacted for 30 minutes in an ice bath, and then in an ice bath the reaction solution was added dropwise to a solution of compound 1-c (5.0 g, 17.6 mmol) in N, N-dimethylformamide (100 mE) slowly. The reaction mixture was reacted at 0 C. for 10 minutes, and then diluted with ethyl acetate (300 mE). The organic layer was separated, washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure, to obtain 20-d (4.0 g, 71.0%). EC-MS (ESI): mlz=342.9, 344.9 (M+H7.

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

Reference:
Patent; SHANGHAI YINGLI PHARMACEUTICAL CO., LTD; XU, Zusheng; (174 pag.)US2016/214994; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1739-84-0, A common heterocyclic compound, 1739-84-0, name is 1,2-Dimethyl-1H-imidazole, molecular formula is C5H8N2, 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.

To a solution of 1,2-dimethyl-1H-imidazole (1a) (96 mg, 1 mmol) in DMF (5 mL), was added NBS (169 mg, 0,95 mmol) and the resulting reaction mixture was stirred in the dark at room temperature for 3 h. The orange-yellowish solution thus obtained was diluted with EtOAc (50 mL), washed with a 10% aqueous solution of NaOH (2 x 50 mL), water (50 mL) and brine (50 mL). The aqueous phases were back-extracted with EtOAc (50 mL) and the combined organic phases dried over Na2SO4 and filtered. The solvent was removed at reduced pressure, affording the title compound as colorless crystals (3.78 g, 76%).

The synthetic route of 1739-84-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bellina, Fabio; Lessi, Marco; Marianetti, Giulia; Panattoni, Alessandro; Tetrahedron Letters; vol. 56; 25; (2015); p. 3855 – 3857;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 10111-08-7, These common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, 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.

Compound 234.1. lH-Imidazole-2-carbonitrile. Into a 1-L round-bottom flask, was placed a solution of lH-imidazole-2-carbaldehyde (5 g, 52.04 mmol) in NN- dimethylformamide (200 mL). Triethylamine (10.8 mL, 77.97 mmol), hydroxylamine hydrochloride (3.95 g, 56.84 mmol, 1.10 equiv), 1-propanephosphonic anhydride solution and 2,4,6-tripropyl-l,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide solution (T3P) (36.4 g, 114.40 mmol) were added to the reaction. The reaction mixture was stirred for 4h at 100 C, cooled and then quenched with 500 mL of water/ice. The aqueous phase was extracted with 3 x 1L of ethyl acetate, then the combined organic layers was washed with 2 x 1L of brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1/2) as eluent to furnish 2 g (41%) of the title compound as an off-white solid.

Statistics shows that Imidazole-2-carboxaldehyde is playing an increasingly important role. we look forward to future research findings about 10111-08-7.

Reference:
Patent; 3-V BIOSCIENCES, INC.; HEUER, Timothy Sean; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2015/95767; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

288-32-4, name is 1H-Imidazole, 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: C3H4N2

(2)Take a concentration of 20% sodium hydride in DMF, under icecooling,to 2ml / s Was added dropwise with stirring speedof 20% of the concentration of imidazole in DMF, the reaction was stirred at 60 C 60min, after cooling in an ice salt bathmethod, was slowly added to the intermediate product 1, the sodium hydride Of DMF, imidazole in DMF and the weight ratioof the intermediate product as a 7: 7: 5 stirred at 60 C in 120min reaction mix, after cooling in an ice salt bath method, areaction solution adding to said reaction mixture 25% by weight of nhexanewas accounted for the reaction, at a speed of 3rev / sec After stirring for 15min, plus The reaction solution into account the 350% by weight of the ice, with 3 rev / sec stirreduntil evolution ceased Shen After the precipitate was filtered, the filter cake with accounting for 1/3 times the weight of thefilter cake was washed with water once, in order to speed 2830r / min Conditions centrifugal drying 60min, with the centrifugalaccounted for 2.5 times the weight of the resulting product was dried and 0.05 Times with ethyl acetate and activated carbon,was allowed to stand at 5 C was recrystallized from 13 hours, 50 C and By recrystallization of the obtained product wasdried to obtain intermediate 2 detected by HPLC. Intermediate 2 71.5% yield, wherein the desired product 1(2hydroxy4(4chlorophenyl)butanoic Yl) 1Hydrogen imidazolecontent was 99.31 percent

The synthetic route of 288-32-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; zhuzhou qianjin Pharmaceutical Co., Ltd.; Li, fu Jun; Peng, Kaifeng; wen, fengqiu; li, yonggen; li, sanxin; gong, yun; (16 pag.)CN105218455; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 7098-07-9, 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. 7098-07-9, name is 1-Ethyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A solution of N-alkylimidazole (10 mmol, 2 equivalents) and Dibromoalkane (5 mmol, 1 equivalent) was refluxed in toluene (20 mL) for 24?30 h. The reaction mixture was allowed to cool and toluene was decanted leaving a sticky solid behind. The sticky solid was washed three times with dry THF and finally with diethyl ether once. Solvent was removed under vacuum to get a white amorphous hygroscopic powder (88?94 percent yield). NMR spectra were recorded in D2O and/or DMSO-d6.

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

Reference:
Article; Aher, Sainath Babaji; Bhagat, Pundlik Rambhau; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5587 – 5596;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, 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: 10111-08-7

To a solution of tert-butyl 2-bromoacetate (19.5 g, 100 mmol), 1H-imidazole-2-carbaldehyde (9.6 g, 100 mmol) in anhydrous DMF (50 mL) was added KI (4.98 g, 30 mmol) and DIPEA (26 mL, 150 mmol). The reaction mixture was stirred at 80 ?C under nitrogen for 5 h. After the solvent was evaporated under reduced pressure, the reaction mixture was diluted with DCM, washed with water and dried. Solvent was evaporated under reduce pressure to afford a residue, which was purified using a Biotage SP4 over silica gel and eluted with DCM to 6% methanol in DCM to 3a (17.30 g, 82%). 1H NMR (400 MHz, CDCl3) ? 9.78 (s, 1 H), 7.31 (s, 1 H), 7.12 (s, 1 H), 5.01 (s, 2 H), 1.46 (s, 9 H); MS (ESI), 211 (M+H)+.

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

Reference:
Article; Lu, Genliang; Maresca, Kevin P.; Hillier, Shawn M.; Zimmerman, Craig N.; Eckelman, William C.; Joyal, John L.; Babich, John W.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1557 – 1563;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 288-32-4, name is 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 288-32-4, Application In Synthesis of 1H-Imidazole

General procedure: A THF solution of imidazole (1 equivalent) is added to a suspension of NaH (1.1 equivalents) (60 % in paraffin oil) previously stirred in n-hexane for 15 min. The imidazole solution is added dropwise over a period of 25-30 min at 5-10 C to avoid vigorous liberation of H2 gas. Once H2 gas evolution ceased, the suspension of imidazole sodium is stirred at RT for 2-3 h to favor complete formation of NaIm salt. To this suspension, corresponding R-Br (0.90 equivalents), was added dropwise over a period of 30 min and further stirred for 3 h or longer to achieve uniform mixing indicated by vertex formation. The thoroughly stirred reaction mixture then was refluxed overnight at 60-65 C. The reaction mass was then allowed to cool and filtered to remove NaBr salt. THF is removed under a rotary evaporator and DCM is added to the resultant brownish liquid followed by the addition of activated charcoal and anhydrous Na2SO4, stirred for 2-3 h and filtered over Celite. A Celite bed was washed with DCM and DCM removed under vacuum leading to a pale yellowish liquid. The NMR spectra checked in CDCl3 and matches with literature reports [20].

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; Aher, Sainath Babaji; Bhagat, Pundlik Rambhau; Research on Chemical Intermediates; vol. 42; 6; (2016); p. 5587 – 5596;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem