Tag: M.W=0-100

Electric Literature of 31722-49-3, 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. 31722-49-3, name is 1H-Imidazole-2-carbonitrile belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

SYNTHESIS EXAMPLE 1 Synthesis of 2-cyano-1-dimethylsulfamoylimidazole (Compound No. 1) Thirty grams of 2-cyanoimidazole, 53.4 g of anhydrous potassium carbonate and 600 ml of acetonitrile were mixed at room temperature. After reacting for 2 hours at the refluxing temperature, the reaction mixture was cooled, and 55.6 g of dimethylsulfamoyl chloride was added thereto. The mixture was reacted again at the refluxing temperature for 2 hours. After completion of the reaction, the reaction mixture was poured into water. Extraction with methylene chloride was carried out. After washing with water, the extract was dried over anhydrous sodium sulfate. The solvent was removed by distillation. The obtained residue was purified by silica gel column chromatography (developing solvent: methylene chloride) to give 28.0 g of 2-cyano-1-dimethylsulfamoylimidazole (Compound No. 1) having a melting point of from 74 to 76 C.

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-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ishihara Sangyo Kaisha, Ltd.; US4995898; (1991); A;,
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. 616-47-7, name is 1-Methyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 616-47-7

General procedure: n-BuLi (1.67 M solution in hexane, 1.32 mL, 2.2 mmol) was added dropwise into a solution of p-bromochlorobenzene (383 mg, 2.0 mmol) in THF (3 mL) at -78 C for 30 min. Then, ethyl formate (1.6 mL, 20 mmol) was added to the mixture and the obtained mixture was stirred at -78 C. After 3 h at the same temperature, I2 (1523 mg, 6 mmol), K2CO3 (1382 mg, 10 mmol) and EtOH (3 mL) were added at -78 C and the mixture was stirred for 14 h at rt. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3¡Á20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide ethyl 4-chlorobenzoate in 77% yield. If necessary, the product was purified by short column chromatography (SiO2:hexane:EtOAc=9:1) to give pure ethyl 4-chloro-1-benzoate as a colorless oil.

The synthetic route of 616-47-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; 24; (2012); p. 4701 – 4709;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 1072-62-4, name is 2-Ethyl-1H-imidazole, molecular formula is C5H8N2, 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: 1072-62-4

2-Ethylimidazole (0.756 g, 7.9 mmol) dissolvedin acetonitrile (15 mL) was combined with potassium hydroxide (0.550 g, 9.8mmol) and stirred at 80C for 30 minutes. 2-(Chloromethyl)quinolinehydrochloride (1.45 g, 6.8 mmol) and potassium hydroxide (0.440 g, 7.8 mmol)were added and the mixture was stirred and heated at 80C overnight. Thereaction mixture was filtered to remove a white solid (presumed be potassiumchloride) and the volatiles were removed from the filtrate to yield a yellowoil. The oil was suspended with dichloromethane (25 mL) and washed with a basicaqueous solution (4 x 25 mL) and water (2 x 25 mL). The organic layers weredried with magnesium sulfate and concentrated to a yellow oil. The oil wasresuspended in acetonitrile and 2-(bromomethyl)naphthalene (1.50 g, 6.8 mmol)was added to the solution. The mixture was stirred and heated at 80Covernight. A solid precipitated from the hot acetonitrile. The white solid wasfiltered, washed with acetonitrile, and dried in air to yield 4-Br (.715 g, 23% yield). MP =215-216C. HRMS (ESI+) calcdfor C26H24N3+ [M-Br] of m/z =378.1965, found m/z = 378.1942. 1H NMR (500 MHz, DMSO- d6) delta = 8.48 (1H, d, Ar, J =8.3 Hz), 8.03 (2H, t, Ar, J = 8.8 Hz), 7.98 (1H, m, Ar), 7.93 (1H, m, Ar), 7.90(3H, m, Ar), 7.76 (2H, m, Ar), 7.61 (4H, m, Ar), 7.50 (1H, m, Ar), 5.88 (2H, s,CH2), 5.74 (2H, s, CH2), 3.17 (2H, q, CH2, J= 7.6 Hz) 0.94 (3H, t, CH3, J = 7.6 Hz). 13C NMR (125MHz, DMSO- d6) delta = 154.2(Ar), 149.1 (Ar), 146.7 (Ar), 137.4 (Ar), 132.7 (Ar), 132.5 (Ar), 132.4 (Ar),130.1 (Ar), 128.7 (Ar), 128.3 (Ar), 128.0 (Ar), 127.7 (Ar), 127.7 (Ar), 127.1(Ar), 126.9 (Ar), 126.7 (Ar), 126.6 (Ar), 126.4 (Ar), 125.0 (Ar), 123.1 (Ar),122.1 (Ar), 119.8 (Ar), 52.3 (CH2), 50.8 (CH2), 16.6 (CH2),11.2 (CH3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1072-62-4, its application will become more common.

Reference:
Article; DeBord, Michael A.; Wagers, Patrick O.; Crabtree, Steven R.; Tessier, Claire A.; Panzner, Matthew J.; Youngs, Wiley J.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 2; (2017); p. 196 – 202;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 57090-88-7, 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.

General procedure: A solution of 4-cyano-1H-imidazole (1000 mg, 10.74 mmol), 4-iodo -2-(trifluoromethyl)pyridine (3800 mg,14 mmol), (1R,2R)-N1,N2-dimethyl cyclohexane -1,2-diamine (150 mg, 1.07 mmol), CuI (200 mg, 1.07 mmol) and Cs2CO3 (7000 mg, 21.5 mmol) in 20 mL anhydrous DMF was stirred at 100 oC for 2 hours. The reaction mixture was cooled to room temperature and poured into 200 mL water. The mixture was extracted with ethyl acetate (80 mL*3). The organic layer were combined, washed by brine, dried by Na2SO4 and evaporated. The crude product was purified by silica flash column to afford compound 2 as white solid(1.5 g, 59percent yield).

Statistics shows that 1H-Imidazole-4-carbonitrile is playing an increasingly important role. we look forward to future research findings about 57090-88-7.

Reference:
Article; Zheng, Qiangang; Chen, Ziqi; Wan, Huixin; Tang, Shuai; Ye, Yan; Xu, Yuan; Jiang, Lei; Ding, Jian; Geng, Meiyu; Huang, Min; Huang, Ying; Bioorganic and Medicinal Chemistry Letters; vol. 28; 23-24; (2018); p. 3808 – 3812;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 288-32-4, A common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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.

General procedure: To a stirred solution of 10 (1.00g, 4.00mmol) and K2CO3 (1.66g, 12.00mmol) in acetonitrile (20mL) was added dropwise diethylamine solution (1.20g, 16.00mmol) at room temperature for 2h. The solvent was evaporated in vacuo and the residue was then dissolved in EtOAc (50mL) and washed with water (20mL¡Á3), the organic layers were washed with brine, and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure to provide the 11a (0.83g, 84.7% yield) as an off-white liquid. (0041) Then, a mixture of 11a (0.83g, 3.43mmol), bis(pinacolato)diboron (0.96g, 3.77mmol), PdCl2(dppf)-CH2Cl2 (0.084g, 0.103mmol) and potassium acetate (0.67g, 6.86mmol) in anhydrous 1,4-dioxane (15mL) was purged with argon and heated at 100C for 2.5h. The reaction was then treated with 6 (1.20g, 3.60mmol), 2.0M aqueous Na2CO3 (5mL) and another portion of PdCl2(dppf)-CH2Cl2 (0.084g, 0.103mmol), then heated at 110C for 12h under argon. The reaction mixture was cooled to room temperature, filtered, and concentrated. The final compound was purified by MPLC (ISCO CombiFlash purification system) (MeOH/DCM, eluted from 0% to 10%), The fractions were collected, concentrated to afford 12a (0.72g, 57.2% yield).

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

Reference:
Article; Han, Jinsong; Chen, Ying; Yang, Chao; Liu, Ting; Wang, Mingping; Xu, Haojie; Zhang, Ling; Zheng, Canhui; Song, Yunlong; Zhu, Ju; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 684 – 701;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 288-32-4, 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. 288-32-4, name is 1H-Imidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a 25 cm3 round bottomed flask, 0.20 mol% of ruthenium(II) catalyst, 2 mmol of alcohol and amine substrates, 15 mol% of potassium tert-butoxide (KtBuO) were placed and dissolved in 2.0 cm3 of toluene. The reaction flask was kept at 120 C for 12 h in an oil bath. Upon completion of reaction (monitored by TLC), the solvent was removed under vacuum and the resulting residue was purified by column chromatography on silica gel using ethylacetate/n-hexane. The amide products were dried overnight under vacuum. The resulting amides were identified by comparison of the 1H and 13C NMR data with those previously reported (ESI? )

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

Reference:
Article; Selvamurugan, Sellappan; Ramachandran, Rangasamy; Prakash, Govindan; Nirmala, Muthukumaran; Viswanathamurthi, Periasamy; Fujiwara, Shoji; Endo, Akira; Inorganica Chimica Acta; vol. 454; (2017); p. 46 – 53;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 288-32-4,Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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: A mixture of aryl iodide (1.0 mmol), Het-NH (1.2 mmol), KOH (2 mmol), nanomagnetic Fe3O4-TiO2/Cu2O (0.010 g equal to 1.4 mol% Cu2O) and anhydrous DMSO (2 mL) was stirred at 100 C. After completion of the reaction as indicated by TLC, the reaction mixture was cooled to room temperature and diluted by ethyl acetate and the catalyst was separated by an external magnet from the mixture, washed with acetone, dried in an oven at 80 C for 3 h and re-used for a consecutive run under the same reaction conditions. The combined ethyl acetate layer was washed with water and dried over anhydrous MgSO4. The residue was purified by recrystallization or short column chromatography on silica gel to afford the target products in excellent yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Imidazole, its application will become more common.

Reference:
Article; Nemati, Firouzeh; Elhampour, Ali; Research on Chemical Intermediates; vol. 42; 10; (2016); p. 7611 – 7624;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 288-32-4,Some common heterocyclic compound, 288-32-4, name is 1H-Imidazole, molecular formula is C3H4N2, 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: A mixture of imidazole (1 mmol), phenylboronic acid (2 mmol), K2CO3 (2 mmol), Cu(CH3COO)2H2O (1 mol %, 1.99 mg) and L1 (1 mol %, 5.7 mg) in ethanol (5 mL) was stirred at room temperature in a 50 mL oven dried round bottomed flask. After the completion of the reaction (as monitored by TLC), conventional workup of the reaction mixture was done with ethyl acetate (3 ¡Á 15 mL) and water (10 mL). The organic layer was separated, dried over anhydrous Na2SO4, filtered and the solvent was evaporated in a rotary evaporator under reduced pressure to get the crude product. The crude product was purified by column chromatography on silica gel (DCM: Methanol = 9:1) to afford the pure product.

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

Reference:
Article; Baruah, Jayantajit; Gogoi, Kongkona; Dewan, Anindita; Borah, Geetika; Bora, Utpal; Bulletin of the Korean Chemical Society; vol. 38; 10; (2017); p. 1203 – 1208;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 930-62-1, The chemical industry reduces the impact on the environment during synthesis 930-62-1, name is 2,4-Dimethylimidazole, I believe this compound will play a more active role in future production and life.

Intermediate 18: step a 1-(2,4-Dimethyl-imidazol-1-yl)-ethanone The title compound was prepared according to the procedure described in J. Org. Chem. 1983, 48, 897: To a solution of 2,4-dimethylimidazole (4.00 g, 41.6 mmol) in toluene/chloroform (1/1, v/v, 50 mL) at room temperature was added acetyl chloride (1.48 mL, 20.8 mmol) dropwise over several minutes. The reaction was stirred at room temperature for 2 hours and filtered. The filtrate was evaporated, ethyl acetate was added and the solution was filtered again. The filtrate was evaporated to give the title compound.

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, 2,4-Dimethylimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JACKSON, Paul Francis; Manthey, Carl; Rhodes, Kenneth; Scannevin, Robert; Leonard, Kristi Anne; Barbay, Joseph Kent; Todd, Matthew; Springer, Barry A.; US2012/302573; (2012); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 616-47-7, A common heterocyclic compound, 616-47-7, name is 1-Methyl-1H-imidazole, molecular formula is C4H6N2, 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.

General procedure: The ionic liquids used in this study (Fig. 1) were synthesized as described in the literature [23,24]. IL-1, for example, was prepared as follows: 1-methylimidazole (16.4g, 0.2mol) and 1, 4-butanesultone (27.28g, 0.2mol) were mixed in a 100mL round bottom flask. The mixture was stirred at 42-45C for 17h. The white solid zwitterion was washed repeatedly with ether to remove non-ionic residues, filtrated through a Buchner funnel, and dried in vacuum for 4h. A stoichiometric amount of trifluoroacetic acid (22.8g, 0.2mol) was added dropwise, and the mixture was stirred for 6h at 80C. The viscous liquid was washed three times with ether and dried in vacuum to form IL-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:
Article; Tao, Fu-Rong; Zhuang, Chen; Cui, Yue-Zhi; Xu, Jing; Chinese Chemical Letters; vol. 25; 5; (2014); p. 757 – 761;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem