Tag: M.W=0-100

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., Quality Control of 1H-Imidazole

General procedure: A mixture of CuatCu2O NPs nanocomposite (5 mol% ofCu), Cs2CO3(1.5 mmol), N-heterocycle (1.0 mmol), aryl halide(1.0 mmol), and DMSO (2 mL) under air was stirred for 1 h at 110 C.After completion of the reaction as indicated by TLC, the heterogeneous mixture was cooled to room temperature and diluted with ethyl acetate (10 mL). The mixture was filtered through a pad of celite. The filtrate was concentrated and then residue was purified by column chromatography (SiO2, ethyl acetate and n-hexane) to yield pure product. The catalysts were recovered by simple filtration and washed extensively with acetone and deionized water and then drying in the air.

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 288-32-4.

Reference:
Article; Movahed, Siyavash Kazemi; Dabiri, Minoo; Bazgir, Ayoob; Applied Catalysis A: General; vol. 481; (2014); p. 79 – 88;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 288-32-4, These common heterocyclic compound, 288-32-4, name is 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.

General procedure: Heterocycle (0.1 mol) was added into a solution of EtONa (8.16 g, 0.24 mol) in EtOH (30 mL) heated to reflux. After the solution was stirred for 30 min, 2-chloroethanol (8 g, 0.2 mol) was added dropwise. The resulting suspension was filtered, and the residue was concentrated by vacuum. The crude product was purified by column chromatography on silica gel to yield the desired product. (Rf = 0.3 (EA/ CH3OH= 5:1). The esterification procedure was the same as that in the synthesis of N series.

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

Reference:
Article; Hong, Fengying; Xia, Zhengce; Zhu, Dezhao; Wu, Hongxiang; Liu, Jianhui; Zeng, Zhuo; Tetrahedron; vol. 72; 10; (2016); p. 1285 – 1292;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 57090-88-7, name is 1H-Imidazole-4-carbonitrile, molecular formula is C4H3N3, 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. Computed Properties of C4H3N3

lH-imidazole-4-carbonitrile (1 g, 10.74 mmol) and potassium carbonate (2.97 g, 21.49 mmol) were added to a round bottomed flask and placed under an atmosphere of nitrogen by evacuation-refill. Acetone (10 mL) was added, evacuation-refill of the vessel repeated, and the mixture stirred prior to addition of (2- (chloromethoxy)ethyl)trimethylsilane (2.091 mL, 11.82 mmol). The reaction vessel was placed under an atmosphere of nitrogen and stirred at RT for 48 h. The solvent was removed under reduced pressure, and the residue redissolved in 30 mL EtOAc and washed sequentially with 20 mL water and 20 mL brine. The combined aqueous layers were extracted with further EtOAc (2 x 30 mL). The organic layers were combined and passed through a hydrophobic frit, and the solvent was removed under reduced pressure. The sample was dissolved in DCM and purified by column chromatography using a silica cartridge (120 g) with an ethyl acetate-cyclohexane solvent system [3CV, 10-20percent; 3CV, 20percent; 5CV, 20-50percent; 9CV, 50percent]. The appropriate fractions were combined and the solvent removed in vacuo to afford the title compound in a 2: 1 ratio of the l-((2-(trimethylsilyl)ethoxy)methyl)-lH-imidazole-4-carbonitrile and l-((2- (trimethylsilyl)ethoxy)methyl)-lH-imidazole-5-carbonitrile regioisomers, as a pale yellow oil (1.71 g, 7.66 mmol, 71percent). LCMS (System B): tRET = 1.08 min; MH+ 224 (both regioisomers). l-((2-(Trimethylsilyl)ethoxy)methyl)-lH-imidazole-4-carbonitrile (for an example preparation, see Intermediate 15, 1.68 g, 7.52 mmol (2: 1 ratio of l-((2- (trimethylsilyl)ethoxy)methyl)-lH-imidazole-4-carbonitrile and H(2- (trimethylsilyl)ethoxy)methyl)-lH-imidazole-5-carbonitrile)) was added to a round bottomed flask containing THF (40 mL). Once dissolved, /V-bromosuccinimide (1.473 g, 8.27 mmol) was added, and the flask placed under an atmosphere of nitrogen. The reaction mixture was stirred at 60 °C overnight. Further 0.2 equivalents of /V-bromosuccinimide (0.268 g, 1.504 mmol) was added to the reaction mixture and the reaction left stirring at 60 °C for a further 8h. The reaction mixture was quenched with saturated sodium hydrogencarbonate solution (40 mL) and brine (40 mL) and extracted with EtOAc (3 x 40 mL). The combined organic layers were passed through a hydrophobic frit and the solvent removed under reduced pressure. The sample was loaded as a neat liquid and purified by column chromatography using a silica cartridge (80 g) with an ethyl acetate-cyclohexane solvent system [3CV, 0percent; 7CV, 0-10percent; 3CV, 10percent]. The appropriate fractions were combined and the solvent removed in vacuo to give the crude product. The crude product was dissolved in diethyl ether and filtered through Celite®, the solvent was removed from the filtrate under reduced pressure to afford the title compound as a pale yellow oil, (1.24 g, 4.10 mmol, 55percent). LCMS (System A): tRET = 1.23 min; MH+ 302, 304.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57090-88-7, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; BAXTER, Andrew; BIT, Rino, Antonio; BROWN, John, Alexander; HIRST, David; HUMPHREYS, Philip; JONES, Katherine, Louise; PATEL, Vipulkumar, Kantibhai; (124 pag.)WO2018/41964; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 57090-88-7, name is 1H-Imidazole-4-carbonitrile, 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 57090-88-7, Formula: C4H3N3

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).

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; 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

Related Products of 1072-63-5, These common heterocyclic compound, 1072-63-5, name is 1-Vinyl-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.

1-Vinylimidazole (5 g, 53.1 mmol) was taken in a 100-mL round-bottomedflask. To this, n-bromoethane (6.947 g, 63.7 mmol) was added andheated at 60 C for 3 h to produce 1-vinyl 3-ethylimidazolium bromide[ViEIm]Br in quantitative yields.

Statistics shows that 1-Vinyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 1072-63-5.

Reference:
Article; Pothanagandhi, Nellepalli; Sivaramakrishna, Akella; Vijayakrishna, Kari; Reactive and functional polymers; vol. 106; (2016); p. 132 – 136;,
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 288-32-4 as follows. name: 1H-Imidazole

General procedure: General Procedure for Ultrasound-Promoted Iodination of Aromaticand Heteroaromatic Compounds: Hydrogen peroxide 30% (m/v) (4-8 mmol) was added to a suspension of theappropriate aromatic or heteroaromatic compound (1a-q) (2 mmol) and moleculariodine (2-4 mmol) in distilled water (10 mL). The mixture was sonicated and the progressof reaction was monitored by thin-layer chromatography (TLC). Afterward, asaturated sodium thiosulfate aqueous solution (10 mL) was added to the mixture,which was extracted with ethyl acetate (320mL). The organic phase was dried overMgSO4. After filtration, the solvent was evaporated under reduced pressure. The residuewas purified by column chromatography on silica gel using an appropriate eluent,affording the desired product (2a-q).

According to the analysis of related databases, 288-32-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ferreira, Irlon M.; Casagrande, Gleison A.; Pizzuti, Lucas; Raminelli, Cristiano; Synthetic Communications; vol. 44; 14; (2014); p. 2094 – 2102;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 57090-88-7,Some common heterocyclic compound, 57090-88-7, name is 1H-Imidazole-4-carbonitrile, molecular formula is C4H3N3, 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).

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-4-carbonitrile, its application will become more common.

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

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. 1072-62-4, name is 2-Ethyl-1H-imidazole, A new synthetic method of this compound is introduced below., Formula: C5H8N2

(a) 3-[3-(2-Ethylimidazol-l-ylmethyl)phenyl]-5-z^o-butyl-7V-fe7Y-butylthiophene- 2-sulfonamide; To a solution of 3-(3-bromomethylphenyl)-5-ziO-butyl-7V-fe7t-butylthiophene-2- sulfonamide (70 mg, 0.158 mmol; see Example l(e)) in dioxane (2.0 mL) was added 2-ethylimidazole (45.4 mg, 0.473 mmol) and the reaction mixture was stirred for 1 h at 80C. The reaction mixture was concentrated in vacuo and the residue was purified by flash chromatography using MeOH:CH2Cl2 (6:94) as EPO eluent to give the sub-title compound in 85% yield as a colourless syrup (61.2 mg, 0.134 mmol).1H NMR delta (CDCl3): 0.95(s, 9H)5 0.96 (d, J= 6.5 Hz5 6H), 1.29 (t, J= 7.3 Hz5 3H)5 1.80-1.98(m, IH), 2.58-2.72 (m, 4H)5 4.11 (br s, IH)5 5.08 (s, 2H)5 6.70 (s, IH), 6.88 (s5 IH)5 6.98 (s, IH)5 7.08 (d, J – 7.7 Hz5 IH)5 7.39 (apparent t, J = 7.7Hz, IH)5 7.42 (s5 IH)5 7.51 (d, J= 7.7 Hz5 IH).13C NMR delta (CDCl3): 11.9, 20.2, 22.1, 29.4, 30.5, 39.1, 49.1, 54.5, 119.6, 126.7, 127.5, 127.7, 128.5, 128.7, 129.0, 135.5, 136.6, 136.9, 142.3, 148.5, 149.4. IR v (neat, cm”1): 3283, 3053, 2966, 2870, 1493, 1465, 1430, 1313. MS (ESI) m/z: 460 (M+H)+.Anal. Calcd. for C24H33N3O2S2- 1/2H2O: C, 61.50; H, 7.31; N, 8.97. Found: C, 61.53; H, 7.36; N5 8.99.

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; VICORE PHARMA AB; WO2006/109048; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 930-62-1, 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 930-62-1 as follows.

Intermediate 27: 2,4-Dimethyl-1-trityl-1H-imidazole; A solution of trityl chloride (15 g, 55 mmol) in dichloromethane (50 mL) was added drop wise over 45 minutes to a solution of 2,4-dimethyl imidazole (5 g, 52 mmol) in a mixture of dichloromethane (100 mL) and triethylamine (11.3 mL, 81 mmol) at room temperature. The mixture was stirred over night, then quenched with methanol (4 mL) and stirred for additional 30 minutes. The solvent was evaporated, the residue taken up in toluene (600 mL), washed with potassium phosphate buffer (pH 7, 1M, 2x 200 mL) and with water (200 mL). The organic phase was diluted with dichloromethane (200 mL), dried over sodium sulfate, and concentrated under reduced pressure to -100 mL. Hexanes (100 mL) were added and the precipitated was collected by filtration and washed with hexanes (2x 50 mL) to give 14.76 g (84 %) of the product as a colourless solid. ¹H-NMR (CDCl3) 5: 1.62 (s, 3H); 2.16 (s, 3H); 6.40 (s, 2H); 7.10-7.40 (m, 15H).

According to the analysis of related databases, 930-62-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/116022; (2005); 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. 1072-62-4, name is 2-Ethyl-1H-imidazole, A new synthetic method of this compound is introduced below., COA of Formula: C5H8N2

2-Ethyl imidazole (1.01 g, 10.5 mmol) dissolvedin acetonitrile (25 mL) was combined with potassium hydroxide (0.58 g, 10.3mmol) and stirred for 30 minutes at 80C. 2-(Bromomethyl)naphthalene (1.73 g, 7.8 mmol) was added and the mixture wasstirred and heated at 80C overnight. The reaction mixture was filtered toremove a white solid (presumed to be potassium bromide) and the volatiles wereremoved from the filtrate to yield a yellow oil. The oil was suspended withdichloromethane (40 mL) and washed with a basic aqueous solution (1 x 30 mL)and water (3 x 30 mL). The organic layers were dried with magnesium sulfate andconcentrated to a yellow oil. The oil was resuspended in acetonitrile (7 mL)and 2-(chloromethyl)quinoline (1.59 g, 9.0 mmol) was added to the solution. Themixture was stirred and heated at 80C overnight. A white solid precipitatedfrom the hot acetonitrile and was filtered, washed with acetonitrile, and driedin air to yield 4-Cl (0.850 yield). MP = 204-207C. HRMS (ESI+) calcd for C26H24N3+[M-Cl] of m/z = 378.1965, found m/z = 378.2000. 1H NMR (500 MHz,DMSO- d6) delta = 8.48 (1H, d,Ar, J = 8.8 Hz), 8.03 (2H, t, Ar, J = 8.3 Hz), 7.98 (1H, m, Ar), 7.93 (3H, m,Ar), 7.90 (1H, m, Ar), 7.76 (2H, m, Ar), 7.64 (2H, m, Ar), 7.58 (2H, m, Ar),7.50 (1H, m, Ar), 5.90 (2H, s, CH2), 5.76 (2H, s, CH2),3.17 (2H, q, CH2, J = 7.6 Hz) 0.93 (3H, t, CH3, J = 7.6Hz). 13C NMR (125 MHz, DMSO- d6)delta = 154.2 (Ar), 149.1 (Ar), 146.7 (Ar), 137.4 (Ar), 132.7 (Ar), 132.5 (Ar),132.5 (Ar), 130.1 (Ar), 128.7 (Ar), 128.3 (Ar), 128.0 (Ar), 127.7 (Ar), 127.7(Ar), 127.2 (Ar), 126.9 (Ar), 126.7 (Ar), 126.6 (Ar), 126.4 (Ar), 125.0 (Ar),123.1 (Ar), 122.2 (Ar), 119.9 (Ar), 52.2 (CH2), 50.8 (CH2),16.6 (CH2), 11.2 (CH3). Crystal data for 4-Cl?H2O: C26H26N3O1Cl1,M = 431.95, Monoclinic, a =34.6333(13) A, b = 9.5796(4) A, c = 13.6475(5) A, beta = 92.286(2), V = 4524.8(3) A3, T = 100(2) K, space group C2/c, Z= 8, 16910 reflections measured, 4589 [R(int) = 0.0411]. The final R1 values were 0.0475 (I > 2sigma(I)). The final wR(F2)values were 0.1118 (I > 2sigma(I)).The final R1 values were0.0650 (all data). The final wR(F2) values were 0.1215 (alldata).

The synthetic route of 1072-62-4 has been constantly updated, and we look forward to future research findings.

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