Tag: M.W=0-100

Related Products 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: A mixture of Cu(OAc)2 (3.6 mg, 0.020 mmol), ligand II (21.6 mg, 0.020 mmol), and F-PEG (0.25 g, 0.10 mmol) in MeOH (1 mL) was heated to dissolve all the reagents added completely and MeOH was removed under the reduced pressure. H2O (6 mL) was added to the residue and then 4-methoxyphenylboroic acid (1a, 60.8 mg, 0.40 mmol) and imidazole (2a, 13.6 mg, 0.20 mmol) were added. The whole reaction mixture was stirred under an O2 atmosphere at room temperature for 24 h. The mixture was diluted with brine and extracted with AcOEt (30 mL×3). The organic layer was washed with H2O (10 mL×3) and dried over MgSO4. The solvent was removed under the reduced pressure and the residue was purified by SiO2 column chromatography using AcOEt to give N-(4-methoxyphenyl)imidazole (3aa) (26.4 mg, 78%).

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; Inamoto, Kiyofumi; Nozawa, Kanako; Kadokawa, Jun; Kondo, Yoshinori; Tetrahedron; vol. 68; 38; (2012); p. 7794 – 7798;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 3034-50-2, These common heterocyclic compound, 3034-50-2, name is Imidazole-4-carbaldehyde, 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.

a) (3H-Imidazol-4-ylmethyl)-(4-trifluoromethoxy-phenyl) -amine; To a solution of 4-trifluoromethoxyaniline (0.89 g, 5 mmol) in methanol (5 ml) was added 4-formylimidazole (0.48 g, 5 mmol). After stirring the mixture overnight at 600C the solution was cooled and sodium borohydride (0.28 g, 7.5 mmol) were added. The reaction mixture was stirred at room temperature for 4 hours. Then water was added and the mixture was extracted with ethyl acetate. The organic layer was separated, washed with water, dried over magnesium sulfate and evaporated. The residue was purified by column filtration (heptane/ ethyl acetate= 1:1) to yield a light yellow liquid ( 1.0 g, 78%) ; MS (ISP): 258.1 ((MH-H)+-).

Statistics shows that Imidazole-4-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 3034-50-2.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/46757; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1072-62-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1072-62-4 name is 2-Ethyl-1H-imidazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Taking 2 – ethyl imidazole 9.6g (0.1 muM), KOH 8.4g (0.15 muM), K2CO313 . 8g (0.1 muM) and tetrabutyl ammonium bromide 1.6g (0.005 muM) dissolved in 75 ml dichloromethane in, room temperature stirring 0.5h after, slow instillment bromine ethyl acetate 0.1 muM (11.2 ml), dropwise, 39 C reflow 8h, filtering, saturated salt water washed filtrate three times, dried with anhydrous sodium sulfate, 25 C distilling the organic phase to liquid droplet not to trickle out, obtaining oil object, i.e. the compound III intermediate 1

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Ethyl-1H-imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Atomic Medical Institute; Qiu Ling; Lin Jianguo; Lv Gaochao; Li Ke; Peng Ying; Luo Shineng; Wang Shanshan; Zhao Xueyu; (27 pag.)CN106749406; (2017); A;,
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. 288-32-4, name is 1H-Imidazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C3H4N2

General procedure: CuCl (0.04mmol), L2 (0.08mmol), aryl idione or bromide (0.5mmol), imidazole or 1H-benzo[d]imidazole (0.75mmol), NaOH (1mmol), and DMSO (1mL) was added to a 5mL tube, then sealed. The mixture was stirred at 100C for certain time. After cooling to room temperature, the mixture was quenched with 10mL H2O and extracted with EtOAc (3×20mL). The combined EtOAc extracts were dried with anhydrous Na2SO4 and filtrated and the solvent was removed under reduced pressure. The residue was purified by flash column chromatography on silica gel with PE/EtOAc (from 2:1 (v/v) to pure EtOAc) as the eluent to afford the desired products.

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; Liu, Ya-Shuai; Liu, Yan; Ma, Xiao-Wei; Liu, Ping; Xie, Jian-Wei; Dai, Bin; Chinese Chemical Letters; vol. 25; 5; (2014); p. 775 – 778;,
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., Safety of 1H-Imidazole

The starting material was prepared as follows : 1-Methoxymethyl-imidazole To a solution of imidazole (1. 00 g, 14. 7 MMOL) in anhydrous THF (30 ML) AT-78 C was added in portions sodium hydride (0. 88 g of a 60% dispersion in oil, 22. 0 MMOL). The mixture was avowed to warm to room temperature, stirred for 30 minutes, then cooled to- 78 C, and chloromethyl methyl ether (1. 06 ML, 14. 0 MMOL) SLOWLY added. After 2 hours at- 78 C, sat. NAHC03 was added to quench the reaction. The solvent was removed and a solution of the resultant residue in ethyl acetate was washed with sat. NAHC03, dried over MgS04, filtered, and concentrated to give 1. 3 G OF an oil, which contained the NaH dispersion oil, displayed AN 1H NMR that matched previous (Zhao, et AL., J. Med. CHEM., VOL. 40, pp. 216-225 (1997)), and was used without further purification

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; PFIZER INC.; WO2004/74283; (2004); A1;,
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: Arylhalide (1.0 mM), nitrogen-containing heterocycle (1.2 mM), KOH (2 mM), and the catalyst (0.75 M%) were stirred in dimethyl sulfoxide (DMSO) (4 mL) at 110 C for 10 h. After completion of the reaction, the mixture was cooled to room temperature, diluted with ethyl acetate (10 mL) and filtered. The filtrate was concentrated and the residue was purified by column chromatography on silica gel using hexane/ethyl acetate(70 : 30) as eluent to afford the desired product. The products have been characterized by 1H NMR spectroscopy.

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; Anitha, Panneerselvam; Manikandan, Rajendran; Viswanathamurthi, Periasamy; Journal of Coordination Chemistry; vol. 68; 19; (2015); p. 3537 – 3550;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 3718-04-5,Some common heterocyclic compound, 3718-04-5, name is 5-Vinyl-1H-imidazole, molecular formula is C5H6N2, 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.

Example 35 (E)-2-(4-fluorophenyl)- 1 -methyl- 1 -(4-(2-( 1 -propyl- lH-imidazol-4-yl)vinyl)phenyl)- 1.2.3.4- tetrahvdroisoquinolin-6-ol To a 30 mL vial, 4-vinyl-lH-imidazole (400 mg, 4.25 mmol) was dissolved in THF (2 mL) and the solution was cooled to 0 C. The reaction vial was charged with 60% sodium hydride in mineral oil (170 mg, 4.25 mmol) and the reaction mixture stirred for 10 min at 0 C. To the mixture was added 1-iodopropane (0.415 mL, 4.25 mmol) and the reaction was stirred overnight at room temperature. The reaction was quenched with saturated ammonium chloride (15 mL) and diluted with dichloromethane (25 mL). The organic phases were combined, passed through a phase separator and concentrated to afford the crude product. The crude material was purified by column chromatography (1-10% dichloromethane/methanol) to afford a mixture of l-propyl-4-vinyl-lH-imidazole and l-propyl-5-vinyl-lH-imidazole (511 mg, 3.72: 1). l-propyl-4-vinyl-lH-imidazole: NMR (400 MHz, CHLOROFORM-^ delta 0.83 – 0.91 (m, 3 H), 1.66 – 1.82 (m, 2 H), 3.74 – 3.90 (m, 2 H), 5.11 (dd, J=11.12, 1.52 Hz, 1 H), 5.73 – 5.87 (m, 1 H), 6.52 (dd, J=17.18, 11.12 Hz, 1 H), 6.80 (s, 1 H), 7.58 (s, 1 H). l-propyl-5-vinyl-lH-imidazole: NMR (400 MHz, CHLOROFORM-^ delta 0.78 – 0.93 (m, 3 H), 1.63 – 1.82 (m, 2 H), 3.76 – 3.90 (m, 2 H), 5.22 (d, J=11.12 Hz, 1 H), 5.57 (d, J=17.18 Hz, 1 H), 6.41 (dd, J=17.43, 11.37 Hz, 1 H), 7.17 (s, 1 H), 7.63 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Vinyl-1H-imidazole, its application will become more common.

Reference:
Patent; NOVARTIS AG; BURKS, Heather Elizabeth; KARKI, Rajeshri Ganesh; KIRBY, Christina Ann; NUNEZ, Jill; PEUKERT, Stefan; SPRINGER, Clayton; SUN, Yingchuan; THOMSEN, Noel Marie-france; WO2015/92634; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 4919-03-3,Some common heterocyclic compound, 4919-03-3, name is 1H-Imidazol-4-amine, molecular formula is C3H5N3, 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.

A method for the synthesis of 4-nitroimidazole by oxidation with 4-aminoimidazole is described in detail below: Step S1, Oxidation: 83 g of 4-aminoimidazole were added to the flask, followed by 750 g of waterAnd 700 g of potassium peroxymonosulfate at 35 C for 16 hours; Step S2, extraction:The reaction solution was extracted with methylene chloride to give a methylene chloride layer; in Step S3,The dichloromethane layer was subjected to distillation under reduced pressure at a temperature of 30 C and a degree of vacuum of 0.07 MPa, and dichloromethaneMethane evaporated, the remaining material is 4-nitroimidazole. The content of 4-nitroimidazole was detected94.8%, and the yield was 92.4%.

The synthetic route of 4919-03-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anhui National Star Biochemical Co; Wei, Yongfei; Liang, Xichen; Fang, Hongxin; Huang, Chengqiang; Wu, Zongming; Wang, Xiaosheng; (6 pag.)CN106008353; (2016); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 3718-04-5, name is 5-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. Computed Properties of C5H6N2

Example 20 (E)-2-(4-fluorophenyl)- 1 -methyl- 1 -(4-(2-(l -methyl- 1 H-imidazol-4-yl)vinyl)phenyl)- 1.2.3.4- tetrahvdroisoquinolin-6-ol and (EN)-2-(4-fluorophenvn-l-methyl-l-(4-(2-(l -methyl-lH-imidazol- 5-yl)vinyl)phenyl)-1.2.3.4-tetrahvdroisoquinolin-6-ol To a 30 mL vial, 4-vinyl-lH-imidazole (357 mg, 3.79 mmol) was dissolved in tetrahydrofuran (2 mL) and the solution was cooled to 0C. Sodium hydride (60% dispersion in mineral oil, 152 mg, 3.79 mmol) was added and the mixture was stirred for 10 min at 0C. The reaction mixture was charged with iodomethane (237 mu^, 3.79 mmol) and stirred overnight at room temperature. The reaction was quenched with saturated ammonium chloride (15 mL) and dichloromethane (25 mL) was added. The organic phase was collected, passed through a phase separator and concentrated to give crude product. Crude material was purified by silica gel chromatography (0-20% methanol/dichloromethane) to afford a mixture of 1 -methyl -4-vinyl-lH- imidazole and l-methyl-5 -vinyl- lH-imidazole (290 mg, 71% yield) as a yellow oil. NMR (400 MHz, CHLOROFORM-^ delta 3.51 (s, 3 H), 3.49 (s, 3 H), 4.97 (dd, J=11.12, 1.52 Hz, 1 H), 5.09 (dd, J=11.12, 1.01 Hz, 1 H), 5.44 (dd, J=17.68, 1.01 Hz, 1 H), 5.67 (dd, J=17.43, 1.77 Hz, 1 H), 6.25 – 6.49 (m, 2 H), 6.62 – 6.73 (m, 1 H), 7.04 (s, 1 H), 7.25 (d, J=7.58 Hz, 2 H).

The synthetic route of 5-Vinyl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BURKS, Heather Elizabeth; KARKI, Rajeshri Ganesh; KIRBY, Christina Ann; NUNEZ, Jill; PEUKERT, Stefan; SPRINGER, Clayton; SUN, Yingchuan; THOMSEN, Noel Marie-france; WO2015/92634; (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. 3718-04-5, name is 5-Vinyl-1H-imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 3718-04-5

To a stirred solution of salen ligand (0.23 g, 0.9 mmol, 0.05 eq.) in i-PrOH (15 mL) was added MnCl2 (0.11 g, 0.9 mmol, 0.05 eq.) in anopened flask. After stirring with air bubbling at rt for 10 min, a solutionof SG1 nitroxide (5.09 g, 17 mmol, 1.0 eq.) and 4-vinyl-1H-imidazole 29(1.87 g, 20 mmol, 1.2 eq.) in i-PrOH (25 mL) was added, followed bysolid NaBH4 (0.75 g, 20 mmol, 1.2 eq.) added in small portions below25 C. The mixture was stirred at rt for 5.5 h, and the solvent was removedin vacuo. Then sat. NaHCO3 and CH2Cl2 were added and extractedwith CH2Cl2. The combined organic phase was washed withbrine, dried with MgSO4, and concentrated to afford a crude product asa 1: 1 mixture of diastereoisomers (31P-NMR ratio). The crude was separatedby flash column chromatography (CH2Cl2: MeOH=100: 0 to9: 1) to afford (RR/SS)-4a (1.29 g, 19%) and (RS/SR)-4a (1.38 g, 20%).(RR/SS)-4a: pale yellow solid; m.p.: 36-38 C; Rf=0.35 (CH2Cl2:MeOH=9: 1); 1H NMR (CDCl3, 400 MHz): delta 1.05 (s, 9H), 1.19 (t,J=7.1 Hz, 3H), 1.25 (s, 9H), 1.34 (t, J=7.1 Hz, 3H), 1.70 (d,J=6.6 Hz, 3H), 3.37 (d, J=27.4 Hz, 1H), 3.73-3.87 (m, 1H),3.93-4.07 (m, 2H), 4.07-4.20 (m, 1H), 5.13 (q, J=6.6 Hz, 1H), 6.91 (s,1H), 7.56 (s, 1H); 13C{1H}-NMR (CDCl3, 75 MHz): delta 16.0 (d,J=6.6 Hz), 16.2 (d, J=6.6 Hz), 20.2 (s), 27.5 (s), 30.5 (d, J=6.1 Hz),35.1 (d, J=4.4 Hz), 59.0 (d, J=7.2 Hz), 61.27 (d, J=6.0 Hz), 61.30(s), 69.5 (d, J=139.7 Hz), 73.7 (s), 121.2 (br. s), 134.6 (br. s), 136.2(br. s); 31P{1H}-NMR (CDCl3, 162 MHz): delta 26.45; HRMS (ESI-TOF) m/z:[M+H]+ Calcd for C18H37N3O4P 390.2516; Found 390.2514. (RS/SR)-4a: pale yellow solid; m.p.: 100-102 C; Rf=0.47 (CH2Cl2:MeOH=9: 1); 1H NMR (CDCl3, 400 MHz): delta 1.14 (s, 9H), 1.17 (s, 9H),1.20 (t, J=7.1 Hz, 3H), 1.36 (t, J=7.1 Hz, 3H), 1.62 (d, J=6.6 Hz,3H), 3.48 (d, J=27.9 Hz, 1H), 3.73-3.85 (m, 1H), 3.92-4.09 (m, 2H),4.09-4.21 (m, 1H), 5.11 (q, J=6.6 Hz, 1H), 7.01 (s, 1H), 7.54 (s, 1H);13C{1H}-NMR (CDCl3, 75 MHz): delta 15.9 (d, J=3.3 Hz), 16.0 (d,J=2.8 Hz), 17.6 (s), 27.8 (s), 30.7 (d, J=5.5 Hz), 35.0 (d, J=5.0 Hz),59.4 (d, J=7.7 Hz), 60.8 (s), 61.6 (d, J=6.6 Hz), 69.0 (d,J=138.6 Hz), 70.4 (s), 125.7 (br. s), 130.9 (br. s), 134.8 (s); 31P{1H}-NMR (CDCl3, 162 MHz): delta 27.59; HRMS (ESI-TOF) m/z: [M+H]+Calcd for C18H37N3O4P 390.2516; Found 390.2515.

The synthetic route of 3718-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamasaki, Toshihide; Buric, Duje; Chacon, Christine; Audran, Gerard; Braguer, Diane; Marque, Sylvain R.A.; Carre, Manon; Bremond, Paul; Bioorganic and Medicinal Chemistry; vol. 27; 10; (2019); p. 1942 – 1951;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem