Category: 36947-68-9

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. 36947-68-9, name is 2-Isopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Safety of 2-Isopropyl-1H-imidazole

A mixture of 4-chloro-1-fluoro-2-nitrobenzene 1.01 g, 2-isopropylimidazole 634 mg, N,N-diisopropylethylamine, 1.46 mL and acetonitrile 12 mL was heated under reflux for 15 hours. The solvent was distilled off and water was added to the residue which was then rendred acidic with diluted hydrochloric acid. After washing the same with diethyl ether, the aqueous layer was rendered alkaline with aqueous sodium hydroxide solution and extracted twice with chloroform. The organic layer was washed with water, dried over magnesium sulfate, and removed of the solvent by distillation to provide 0.98 g of the title compound. 1H-NMR(CDCl3, delta): 1.22(6H, d, J=6.9Hz), 2.5-2.8(1H, m), 6.81(1H, d, J=1.2Hz), 7.09(1H, d, J=1.5Hz), 7.39(1H, d, J=8.5Hz), 7.71(1H, dd, J=2.3, 8.5Hz), 8.05(1H, d, J=2.7Hz). MS(m/z): 267(M++2), 265(M+).

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; ASKA Pharmaceutical Co., Ltd.; EP2103613; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 36947-68-9, 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. 36947-68-9 name is 2-Isopropyl-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.

A mixture of Example 29b (1.3 g, 6.8 mmol), 2-isopropyl-lH-imidazole (0.9 g, 8.2 mmol), CuBr (0.14g, 1.0 mmol), L-proline (0.12g, l .Ommol) and Cs2C03 (4.3 g, 13.6 mmol) was stirred in 40 mL toluene under reflux with the protection of nitrogen for 16 hrs. The solvent was then removed under vacuum, the residue was then washed by water (35 mL), extracted with EtOAc (55 mL) twice, the organic phase was combined, washed with brine, dried over Na2S04, and concentrated under vacuum to give brown oil, which was further purified by combined-flash (EA / PE =70%-95%) to give the desired product Example 29c (120 mg, yield 9%) as yellow solid. LCMS [M+1]+=220.1

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

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (212 pag.)WO2017/218960; (2017); A1;,
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 36947-68-9 as follows. name: 2-Isopropyl-1H-imidazole

To a slightly yellow homogeneous solution of 2-isopropylimidazole (10.000 g; 90.778 mmol) in dioxane (155 ml) and distilled water (155 ml) was added successively, at rt (in one portion), sodium carbonate (28.865 g; 272.333 mmol), and iodine (50.688 g; 199.711 mmol). The resulting brown heterogeneous reaction mixture was further stirred at rt, under nitrogen, for 24h. EA (450 ml) was then added followed by an aq. solution of sodium thiosulfate (27 g Na2S2O3 in 270 ml of water). The yellow homogeneous organic layer was separated and additionally washed with an aq. solution of sodium thiosulfate (18 g Na2S2O3 in 180 ml of water), and finally with brine (130 ml). The yellow organic layer was then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure to give the pure product 4, 5-diiodo-2-isopropyl-1 /-/-imidazole as a yellow solid which was further dried under HV (31.810 g; 97%). LC-MS: tR = 0.62 min.; [M+H]+ = 363.19 g/mol.

According to the analysis of related databases, 36947-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; WO2008/78291; (2008); 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. 36947-68-9, name is 2-Isopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H10N2

To 2-isopropylimidazole (28mg) in dry N,N-dimethylformamide (ImI) was added sodium hydride (lOmg, 60% dispersion in mineral oil). After 30 minutes, 2-chloro-6- (4-methanesulfonyl-piperazin-l-ylmethyl)-4-morpholin-4-yl-thieno[3,2-d]pyrimidine, prepared via General Procedure B-3, was added and the reaction mixture was heated in the microwave for 45 minutes at 12O0C. The reaction mixture was diluted with ethyl acetate, washed with water, dried (MgSO4) and the solvent removed in vacuo and the residue purified using flash chromatography to yield 176. NMR (400MHz CDC13): 1.19(lH,s,CH), 1.30(6H,d(J=6.84), 2.61-2.63(4H,m,CH2), 2.74(3H,s,CH3), 3.23-3.25(4H,m,CH2), 3.79- 3.82(6H,m,CH2), 3.92-3.94(4H,m,CH2), 6.92(lH,s,ar), 7.18(lH,s,ar), 7.66(lH,d(J=1.49),ar). MH+ 506.30

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; PIRAMED LIMITED; GENENTECH, INC.; BAYLISS, Tracy; CHUCKOWREE, Irina; FOLKES, Adrian; OXENFORD, Sally; WAN, Nan, Chi; CASTANEDO, Georgette; GOLDSMITH, Richard; GUNZNER, Janet; HEFFRON, Tim; MATHIEU, Simon; OLIVERO, Alan; STABEN, Steven; SUTHERLIN, Daniel, P.; ZHU, Bing-Yan; WO2008/70740; (2008); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 36947-68-9, These common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-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.

A mixture of ethyl 4-fluoro-3-nitrobenzoate 4.26 g, 2-isopropylimidazole 2.20 g, N,N-diisopropylethylamine 5.2 mL and acetonitrile 40 mL was heated under reflux for 24 hours. After distilling the solvent off, water was added to the residue and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and removed of the solvent by distillation, to provide 4.95 g of the title compound. 1H-NMR(CDCl3, delta): 1.23(6H, d, J=6.9Hz), 1.44(3H, t, J=7.1Hz), 2.6-2.8(1H, m), 4.47(2H, q, J=7.2Hz), 6.85(1H, d, J=1.5Hz), 7.13(1H, d, J=1.5Hz), 7.53(1H, d, J=8.5Hz), 8.39(1H, dd, J=1.7, 8.3Hz), 8.67(1H, d, J=1.9Hz). MS(m/z): 303(M+).

Statistics shows that 2-Isopropyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 36947-68-9.

Reference:
Patent; ASKA Pharmaceutical Co., Ltd.; EP2103613; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-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. SDS of cas: 36947-68-9

EXAMPLE 11 2-Isopropyl-1-(6-methylergolin-8beta-ylmethyl)imidazole 0.9 g of 50% sodium hydride in an oil was added to a mixture of 4.0 g of 2-isopropylimidazole and 40 ml of dimethylformamide, and the mixture was stirred for 30 minutes. 2.0 g of 6-methylergolin-8beta-ylmethyl tosylate was added to the mixture which was then heated on a water bath for 2 hours. The solvent was distilled off under reduced pressure, and water was added to the residue. The precipitated crystals were filtered, washed with water and purified by silica gel column chromatography (eluted with acetone). The crystals thus obtained were dissolved in methanol, and isopropyl alcohol was added thereto. The mixture was concentrated and allowed to cool to obtain 0.6 g of the titled compound as colorless needles having a melting point of 283-288 C. (with decomposition). NMR (CDCl3) delta: 1.18 (1H, q, J=11.7 Hz), 1.34 (3H, d, J=6.7 Hz), 1.35 (3H, d, J=6.7 Hz), 1.80-3.09 (7H, m), 2.43 (3H, s), 3.37 (1H, dd, J=14.3, 4.4 Hz), 3.80 (2H, d, J=6.8 Hz), 6.65-7.25 (6H, m). Elementary Analysis for C22 H28 N4: Calc’d: C. 75.82; H, 8.10; N, 16.03. Found: C, 76.15; H, 8.39; N, 16.25.

The synthetic route of 2-Isopropyl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Maruko Seiyaku Co., Ltd.; US4713457; (1987); 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. 36947-68-9, name is 2-Isopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Safety of 2-Isopropyl-1H-imidazole

General procedure: Using the synthetic procedure of 2-phenyl-1H-imidazole-5-carbaldehyde (17j) as an example. 2-Phenyl-1H-imidazole (2.8 g, 19.42 mmol) was added to a suspension of 60% NaH (2.33 g, 58.26 mmol) in DMF 20 ml at 0 deg. C and the mixture was stirred for 0.5 h. Then N,N-dimethylsulfamoylchloride (3.34 g, 23.3 mmol) were added dropwise and the reaction mixture was stirred for 2 h at room temperature. Saturated NH4Cl solution was added and the resulting mixture as extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum.The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:4) as eluent to furnish (2.4 g,49.2%) of the title compound as a dark yellow solid. 1H NMR(400 MHz, CDCl3) d: 7.72e7.66 (m, 2H), 7.48e7.40 (m, 4H), 7.10 (d,J 1.6 Hz, 1H), 2.48 (s, 6H). 13C NMR (126 MHz, CDCl3) d: 147.63,130.39, 130.12, 129.87, 127.94, 127.74, 122.08, 37.52. In a 250 ml three neck round-bottomed flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide(2.3 g, 9.16 mmol) in THF 30 ml. This was followed by the addition of n-butyllithium (4.4 mL, 10.99 mmol) dropwise at -78 deg.C over a period of 30 min. To this mixture was added DMF (4.58 mL,59.54 mmol). The resulting solution was stirred at -50 deg. C for30 min, then hydrogen chloride (23 mL, 22.9 mmol, 1M) was added.The reaction mixture was stirred for 2 h at room temperature.The pH of the solution was adjusted to 7-8 with saturated sodium bicarbonate solution. The resulting solution was extracted with 3 x15 ml of ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether =1:4) to furnish the title compound (1.37 g, 87.3%) as yellow solid. Total yield: 43.0%. 1H NMR(400 MHz, CDCl3) d: 11.34 (s, 1H), 9.76 (s, 1H), 8.02 (s, 2H), 7.93 (s,1H), 7.46 (s, 3H). LC/MS (ESI) m/z: [M 1] calcd for C10H8N2O,173.06; found, 173.1. Other imidazolecarbaldehydes were prepared as described in the procedure for synthesizing 17j.

The synthetic route of 36947-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dong, Jianghong; Chen, Shengwei; Li, Runfeng; Cui, Wei; Jiang, Haiming; Ling, Yixia; Yang, Zifeng; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 605 – 615;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-1H-imidazole, molecular formula is C6H10N2, 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. Quality Control of 2-Isopropyl-1H-imidazole

General procedure: Compound 4 0.2 g (0.41 mmol) and 25 muL piperdine (0.82 mmol) was added to the 1.0 mL dried CH2Cl2.Anhydrous Na2CO3 20 mg was then added to the mixture, which was stirred for 12 h. The mixturewas washed with the distilled water, the organic phase was separated and dried over anhydrousNa2SO4, and then concentrated viarotary evaporation. The crude product was purified by silica gelchromatography with petroleum ether-acetone-strong ammonia water (v/v/v, 8/1/0.1) as the eluentto gain 0.18 g yellow solid compound 5a in 90% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36947-68-9, its application will become more common.

Reference:
Article; Feng, Xiu E.; Wang, Qin Jin; Gao, Jie; Ban, Shu Rong; Li, Qing Shan; Molecules; vol. 22; 12; (2017);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 36947-68-9, These common heterocyclic compound, 36947-68-9, name is 2-Isopropyl-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: A solution of imidazole 4-13, benzimidazole 40, 41, pyridoimidazole 42 or benzotriazole 43 (23 mmol) in dry DMF (15 mL) and K2CO3 (11.5 mmol) was stirred for 10 min at 0-5 C, under nitrogen atmosphere. After this time, appropriate 1-aryl-2-bromo-ethanone 18-21 (23 mmol) was added and the mixture was stirred for 1.5 h then poured into ice water. The resulting crude material was extracted with dichloromethane (3 × 50 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure; the obtained residue were purified by means of flash chromatography performed using silica gel 60 (230-400 mesh) and a mixture of ethyl acetate/methanol 8:2 v/v or dichloromethane/methanol 9.5/0.5 v/v (only for purification of 25 and 26, 49 and 51, 50 and 52, respectively) as eluent.

Statistics shows that 2-Isopropyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 36947-68-9.

Reference:
Article; Salerno, Loredana; Modica, Maria N.; Romeo, Giuseppe; Pittala, Valeria; Siracusa, Maria A.; Amato, Maria E.; Acquaviva, Rosaria; Di Giacomo, Claudia; Sorrenti, Valeria; European Journal of Medicinal Chemistry; vol. 49; (2012); p. 118 – 126;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 36947-68-9, 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. 36947-68-9, name is 2-Isopropyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of corresponding 2-chloro-N-phenylacetamide (1 mmol), imidazole (1.5 mmol), N,N-diisopropylethylamine (0.35 ml, 2 mmol) in dimethylformamide (7mL) was stirred for 16 hours at 60C. Then the reaction mixture was cooled to roomtemperature and treated with water (35 ml). The crude product was filtered andpurified by recrystallization from acetonitrile or by HPLC chromatography (methanol/water). Yield: 15-70 % depending on the structures of the starting materials.

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

Reference:
Patent; MAYO FOUNDATION FOR MEDICAL EDUCATION AND RESEARCH; SPRINGER, Wolfdieter; FIESEL, Fabienne C.; CAULFIELD, Thomas R.; (172 pag.)WO2018/23029; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem