Tag: M.W=0-100

Synthetic Route of 10111-08-7, 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. 10111-08-7, name is Imidazole-2-carboxaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Potassium carbonate (0.863 g, 6.24 mmol) and 2-iodopropane (0.614 mL, 6.24 mmol) were added to a solution of 1H-imidazole-2-carbaldehyde (0.500 g, 5.20 mmol) in N,N-dimethyl formamide (5.2 mL) at room temperature. The reaction liquid was stirred at 60 C. for 4 hours. The reaction liquid was cooled to room temperature. Ethyl acetate and distilled water were added to the reaction liquid and the reaction liquid was extracted with ethyl acetate. The organic layer was washed with a 10% aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, n-hexane/ethyl acetate) to obtain 1-isopropyl-1H-imidazole-2-carbaldehyde (0.355 g, 2.57 mmol, 49%) as a colorless oil. (0145) 1H-NMR (400 MHz, CDCl 3) delta: 1.48 (3H, d, J=6.4 Hz), 1.48 (3H, d, J=6.4 Hz), 5.48 (1H, quint, J=6.4 Hz), 7.30 (1H, s), 7.33 (1H, s), 9.83 (1H, s). (0146) ESI-MS: m/z=139 (M+H)+.

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

Reference:
Patent; Toray Industries, Inc.; Osada, Yuji; Izumimoto, Naoki; Morita, Yasuhiro; Udagawa, Shuji; Iseki, Katsuhiko; Miyoshi, Tomoya; Iwano, Shunsuke; (38 pag.)US2018/72701; (2018); 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. 288-32-4, name is 1H-Imidazole, A new synthetic method of this compound is introduced below., name: 1H-Imidazole

(1) will nitroiodobenzene 0.248g (1.0mmol), imidazole 0.069g (1.0mmol), Cu (OAc)2·H2O 0.030g (0.15mmol), 2,2- biimidazole 0.022g (0.15mmol), cesium carbonate 0.652g (2mmol), DMSO (2mL) was added the reaction tube with a piston, was heated to 80 deg.] C with stirring for 48 hours reaction.(2) TLC until the reaction was complete the reaction was followed ends.After the reaction was cooled to room temperature, diluted with water, extracted with ethyl acetate 3-4 was added, and the combined organic phases were dried over anhydrous sodium sulfate, filtered and concentrated to give the crude product.After the end of (3) to obtain the crude product was purified by column chromatography (petroleum ether / ethyl acetate elution) to give the desired product 13 (yield 86%).

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

Reference:
Patent; Soochow University (Suzhou); Zeng Runsheng; Zhou Chunmei; Zou Jianping; (15 pag.)CN104447557; (2017); B;,
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., COA of Formula: C4H4N2O

A reaction mixture with 3-amino-lH-pyrrole-2-carboxylic acid ethyl ester (0.2 g, 1.30 mmol), 2-imidazolecarboxaldehyde (0.15 g, 1.53 mmol), NaCNBH3 (0.082 g, 1.30 mmol) EPO and OHAc (0.15 mL, 2.60 mmol) in methanol (5 mL) was stirred at r.t. for 2 h. The solvent was evaporated in vacuo and the residue was dissolved in ethyl acetate. Washed with water and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and concentrated. The crude product was purified by flash column chromatography (CH2Cl2/methanol gradient; 0 to 20% methanol), obtaining 0.30 g (99%) of the title compound.1H NMR (DMSO-d6) delta ppm 10.84 (IH, br s), 7.03 (2H, s), 6.79 – 6.64 (IH, m), 5.76 (IH, br s), 5.68 – 5.57 (IH, m), 4.29 (2H, d, J=5.8 Hz), 4.19 (2H, q, J=7.1 Hz), 3.16 (IH, s), 1.26 (3H, t, J=7.1 Hz); MS (ESI) m/z 235 (M +1).

The synthetic route of 10111-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2006/62465; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

10111-08-7, name is Imidazole-2-carboxaldehyde, 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. Safety of Imidazole-2-carboxaldehyde

To a suspension of NaH (60% in mineral oil, 1.45 g, 36.2 mmol) in DMF (30 mL) was added 2-imidazolecarboxaldehyde (3.00 g, 30.3 mmol) portionwise, and the mixture was stirred at RT for 1 h, then treated with 2-(trimethylsilyl)ethoxymethyl chloride (5.91 mL, 33.3 mmol). The mixture was stirred at RT overnight, then treated with sat. aq. NH4C1 and extracted with EtOAc (3 X 45 mL). The combined organic layers were washed with sat. aq. NaC1 (6 X 30 mL), dried over Na2 SO4, and concentrated under reduced pressure. The residue was purified by Si02 gel chromatography (0/o to 25% EtOAc in CH2C12) to give the title compound as a colorless oil (2.18 g, 32%). ?HNMR (400 MHz. CDC13) oe 9.86 (s, 1H), 7.39 (s, 1H), 7.36 (s, 1H), 5.80 (s, 2H), 3.66-3.47 (m, 2H), 0.98-0.90 (m, 2H), 0.01 (s, 9H).

The synthetic route of 10111-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOARD OF REGENTS, UNIVERSITY OF TEXAS SYSTEM; SOTH, Michael, J.; JONES, Philip; RAY, James; LIU, Gang; LE, Kang; CROSS, Jason; (141 pag.)WO2018/44808; (2018); 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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., Application In Synthesis of Imidazole-2-carboxaldehyde

To a solution of 4-fluoronitrobenzene (7.87 g) and 2-imidazole-carboxaldehyde (5.90 g) in DMF (60 mL) was added K2CO3 (9.26 g). The mixture was heated at 80 C. under N2 for 16 h. The mixture was poured into water, and the precipitate was filtered to give 6.70 g of yellow solid. The filtrate was then extracted with EtOAc, and the organic layer was washed brine, dried over MgSO4, and concentrated to a yellow solid (5.40 g). Both batch were identified as the 4-[(2′-carboxaldehyde)imidazol-1′-yl]nitrobenzene. ESI mass spectrum z (rel. intensity) 218 (M+H, 100).

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; DuPont Pharmaceuticals Company; US6339099; (2002); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 288-32-4, 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. 288-32-4, name is 1H-Imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a 100 mL RB flask, polymer supported Cu(II) catalyst (50 mg,0.0098 mmol), arylboronic acid (1 mmol), N-H heterocycles (1.2 mmol), and 10 ml methanol were stirred under nitrogen atmosphere, at 40 C. The reaction mixtures were collected at different time intervals and identified by GCMS and quantified by GC. After the completion of the reaction, the catalyst was filtered off and washed with water followed by acetone and dried in oven. The filtrate was extracted with ethyl acetate (3 x 20 mL) and the combined organic layers were dried with anhydrous Na2SO4 byvacuum. The filtrate was concentrated by vacuum and the resulting residue was purified by column chromatography on silica gel to provide the desired product.

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, 1H-Imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Islam, Sk.Manirul; Mondal, Sanchita; Mondal, Paramita; Roy, Anupam Singha; Tuhina; Salam, Noor; Mobarak, Manir; Journal of Organometallic Chemistry; vol. 696; 26; (2012); p. 4264 – 4274;,
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. 693-98-1, name is 2-Methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Quality Control of 2-Methyl-1H-imidazole

General procedure: Compounds 1-18 were synthesized using the following generalprocedure reported by Salvio et al. [41]. A mixture of potassium carbonate(2.0 g, 14.4 mmol), imidazole derivatives 27-28 (32.9 mmol)and compounds 29-37 (4.7 mmol) in dry acetonitrile (50 ml) was heatedunder reflux and the progress of the reaction was monitored byTLC. Then the solvent was evaporated under the vacuum and the residuewas dissolved in DCM (100 ml) *. The organic layer was washedwith saturated sodium bicarbonate aqueous solution (2×50 ml),passed through diatomaceous earth, dried over sodium sulfate, evaporatedunder the vacuum, and purified by flash column chromatography(ethyl acetate-hexane 0-100%)** to give the products 1-18.*Note 1: Ethyl acetate (200 ml) was used for compounds 17 and 18.**Note 2: Compounds 17 and 18 (ethyl acetate-methanol 0-100%).

The synthetic route of 693-98-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khalili Arjomandi, Omid; Kavoosi, Mahboubeh; Adibi, Hadi; Bioorganic Chemistry; vol. 92; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 822-36-6, name is 4-Methyl-1H-imidazole, 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. Application In Synthesis of 4-Methyl-1H-imidazole

In a pressure tube with one end sealed, add 190 mg CuI (1 mmol), 1.64 g 4-methyl-1H-imidazole (20 mmol), 3.25 g Cs2CO3 (10 mmol), and after Nitrogen replacement, add 2.40 g 3-bromo-5-(trifluoromethyl)aniline (10 mmol), 350 mg 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethanone (2 mmol) and 30 mL DMF was added into a flask. The mixture was stirred at 110 C. for 18 h under sealing. After cooling to room temperature, the solvent was removed under vacuum and the residue was purified by column chromatography to afford 2.19 g desired product (91%). 1H NMR (400 MHz, d-DMSO), delta 8.06 (s, 1H), 7.35 (s, 1H), 6.97 (s, 1H), 6.93 (s, 1H), 6.81 (s, 1H), 5.87 (br, 2H), 2.15 (s, 3H). MS (ESI), m/z: 242 (M++H+).

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

Reference:
Patent; Guangzzhou Institute of Biomedicine and Health, Chineses Academy of Sciences; Ding, Ke; Wang, Deping; Pei, Duanqing; Zhang, Zhang; Shen, Mengjie; Luo, Kun; Feng, Yubing; US2013/196985; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 57090-88-7, The chemical industry reduces the impact on the environment during synthesis 57090-88-7, name is 1H-Imidazole-4-carbonitrile, I believe this compound will play a more active role in future production and life.

Step A. 1-((6-(trifluoromethyl)pyridin-3-yl)methyl)-1H-imidazole-4-carbonitrile 1H-imidazole-4-carbonitrile (300 mg, 3.22 mmol) and 5-(chloromethyl)-2-(trifluoromethyl)pyridine (662 mg, 3.385 mmol) were taken into anhydrous DMF (5 ml) and cooled to 0 C. Sodium hydride (150 mg, 3.7 mmol) was added to the solution portionwise and stirred at room temperature for 2 hours. The reaction was quenched with saturated ammonium chloride (10 ml) followed by evaporation of the solvent in vacuo. The residue was suspended in dichloromethane (20 ml) and water (20 ml). The aqueous layer was extracted further with dichloromethane (20 ml). The organic layers were combined, washed with water and brine, dried over anhydrous sodium sulfate, filtered, and evaporated in vacuo to provide the crude product which was purified by column chromatography (SiO2) eluting with a gradient of heptanes to 100% ethyl acetate to provide the title product as a white solid (79 mg, 9.7% yield). 1 H NMR (300 MHz, CDCl3) delta H NMR (300 MHz, (m, 1H), 8.79-8.57 (m, 1H), 8.50-8.23 (m, 1H), 8.02-7.83 (m, 2H), 7.84-7.72 (m, 1H), 5.56 (s, 2H).

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, 1H-Imidazole-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Lauffer, David J.; Bemis, Guy; Boyd, Michael; Deininger, David; Deng, Hongbo; Dorsch, Warren; Gu, Wenxin; Hoover, Russell R.; Johnson, JR., Mac Arthur; Ledeboer, Mark Willem; Ledford, Brian; Maltais, Francois; Penney, Marina; Takemoto, Darin; Waal, Nathan D.; Weng, Tiansheng; (667 pag.)US2019/322673; (2019); A1;,
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, Recommanded Product: 288-32-4

General procedure: To a solution of Cu(OAc)2·H2O (0.01 mmol) in DMF (2 mL) were added aryl iodide (1.2 mmol), nitrogen-containing heterocycle (1.0 mmol), and Cs2CO3 (2 mmol) under nitrogen atmosphere. The mixture was stirred at 110 C for 24 h. After cooling to ambient temperature, the mixture was partitioned between water and ethyl acetate. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel.

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

Reference:
Article; Xu, Zhong-Lin; Li, Hong-Xi; Ren, Zhi-Gang; Du, Wei-Yuan; Xu, Wei-Chang; Lang, Jian-Ping; Tetrahedron; vol. 67; 29; (2011); p. 5282 – 5288;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem