Tag: M.W=300-400

Application of 760212-58-6, 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 760212-58-6 as follows.

Under nitrogen protection,In a 1000ml three-neck bottle,30 g (85.96 mmol, 1 eq) of the compound 1- (4-bromophenyl) -2-phenyl-1H-benzo [d] imidazole was added to 300 mL of tetrahydrofuran,Cooling down to minus 78 degrees,39.4 mL (94.56 mmol, 1.1 eq) of n-BuLi was slowly added dropwise to the above reaction solution,Incubation reaction for 1.5h,Subsequently, 32.3 g (171.92 mmol, 2 eq) of triisopropyl borate was slowly added dropwise to the above reaction solution,Naturally warmed to room temperature and stirred overnight to stop the reaction,Add 100 mL of a 1 mol / L dilute hydrochloric acid solution and stir at room temperature for 1 h.The layers were separated, and the aqueous phase was extracted with 200 mL of dichloromethane * 1. The organic phases were combined.Spin-drying gave 21.67 g of a white solid with a yield of 80%.

According to the analysis of related databases, 760212-58-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Tsinghua University; Duan Lian; Gao Wenzheng; Shao Shuang; (32 pag.)CN110818687; (2020); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 15469-97-3, These common heterocyclic compound, 15469-97-3, name is 1-Trityl-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.

2-CARBOMETHOXY-1-TRITYLIMIDAZOLE To a stirred solution of 12.4 g (40 mmol.) of 1-tritylimidazole in 250 mL of tetrahydrofuran, under argon, at 0° C. was added 20 mL (48 mmol.) of a solution of n-butyl-lithium in hexane. After the solution was allowed to warm to ambient temperature, it was stirred for 1 hour and then 3.4 mL (50 mmol.) of methyl chloroformate was added dropwise. The mixture was stirred for 20 hours at 25° C., 100 mL of water was added and then the mixture was concentrated in vacuo. The residue was extracted with ether. After the extracts were dried (MgSO4) and concentrated, the residue was chromatographed on 200 g of silica using 1:3 ethyl acetate: hexane, followed by 1:1 ethyl acetate: hexane, and finally ethyl acetate to give 3.2 g of colorless product.

The synthetic route of 15469-97-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Marion Merrell Dow Inc.; US5039691; (1991); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 152628-02-9, These common heterocyclic compound, 152628-02-9, name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]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.

Under the stream of nitrogen, the 4-methyl-6-(1-methyl-1H- benzimidazole-2-yl)-2-propyl-1H-benzimidazole of 50g was added to and stirred in isopropanol of 150ml and dimethyl sulfoxide of 50ml and potassium t-butoxide of 20.28g were added thereto, slowly heated, and stirred at 40~45C for 1 hour. The reaction mixture was cooled to 30~35C and the methyl 2-[4-(bromomethyl) phenyl] benzoate of 55.14g was added into the reaction mixture, which was stirred for 6 hours. The purified water of 250ml was added into the mixture and stirred at 20~25C for 1 hour. The resulting crystals were filtered and sequentially washed with purified water of 50ml and acetone of 50ml and dried to obtain the methyl 2-(4-{[4-methyl-6-(1-methyl-1H- benzimidazole-2-yl)-2-propyl-1H- benzimidazole-1-yl]methyl}phenyl)benzoate of 82.58g (yield of 95.1%).[88] m/e 528.6(parent ion); 1H NMR(DMSO-d6) delta0.99(t, 3H, J=7.24Hz), 1.73~1.88(m, 2H), 2.64(s, 3H), 2.92(t, 2H, J=7.42Hz), 3.50(s, 3H), 3.84(s, 3H), 5.64(s, 2H), 7.12~7.32(m, 6H), 7.33~7.82(m, 8H)

The synthetic route of 152628-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DONG WHA PHARM. CO., LTD.; OH, Yoon-Seok; LIM, Jae-Kyung; CHOI, Jung-Uk; KWON, O-Jin; LEE, Jun-Sang; WO2011/102645; (2011); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 760212-58-6,Some common heterocyclic compound, 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, molecular formula is C19H13BrN2, 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.

Synthesis of Intermediate 5-D: In a 250ml three-necked round flask, added was Intermediate 5-C(11.5g, 0.03mol), and 120ml dried THF that underwent treatment with Na /Benzophenone. Liquid nitrogen was used to cool reaction to -78C. While stirring, slowly added dropwise 14.5ml of n-butyllithium (0.036mol, 2.5mol·L-1), and Triisopropyl borate 9.96ml (8.12g, 0.043mol). After the addition was completed, stirred to room temperature. Adding an appropriate amount of dilute hydrochloric acid, hydrolysis, extraction with ethyl acetate, the combined organic phases. The organic solvent was removed by rotary evaporation to give the crude product. After recrystallization from ethanol to give a white solid 7.23g, yield 76.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole, its application will become more common.

Reference:
Patent; Kunshan Visionox Display Co., Ltd.; Tsinghua University; Beijing Weixinnuo Science And Technology Co., Ltd.; Qiu, Yong; Liu, Fei; Li, Yinkui; (36 pag.)CN102977129; (2016); 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. 15469-97-3, name is 1-Trityl-1H-imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 15469-97-3

To a THF solution (80 mL) of 1-tritylimidazol (3.10 g), n-butyllithium (1.6M hexane solution, 6.9 ml) was added dropwise in an argon atmosphere with ice-cooling. After stirring at the same temperature for 30 minutes, (R)-2-[(benzyloxy)methyl]oxirane (1.52 mL) was added thereto. After stirring for 1.5 hours with ice-cooling and stirring at room temperature for 1 hour, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, dried over magnesium sulfate and then concentrated under reduced pressure. The residue was purified by subjecting to silica gel chromatography (eluent; ethyl acetate:hexane = 1:1) to obtain the title compound (1.402 g) as a pale yellow oily product. 1H-NMR (CDCl3) delta: 2.06 (2H, dd, J = 2.8Hz, 18.0Hz), 3.08 (1H, dd, J = 5.4Hz, 9.8Hz), 3.21 (1H, dd, J = 5.4Hz, 9.8Hz), 3.55-3.7 (1H, m), 4.36 (2H, s), 6.73 (1H, d, J = 1.4Hz), 6.93 (1H, d, J = 1.4Hz), 7.0-7.4 (20H, 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; Takeda Chemical Industries, Ltd.; EP1350793; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 2620-76-0, The chemical industry reduces the impact on the environment during synthesis 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, I believe this compound will play a more active role in future production and life.

[122] 1 -phenyl-2-(4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)phenyl)-1 H-benzo[d]imidazole (5): A mixture of Compound 4 (0.70 g, 2 mmol), bis(pinacolate)diborane (0.533g, 2.1 mmol), bis(diphenylphosphino)ferrocene]dichloropalladium (Pd(dppf)CI2) (0.060 g, 0.08 mmol) and anhydrous potassium acetate (KOAc) (0.393 g, 4mmol) in 1 ,4-dioxane (20 ml) was heated at about 80 C under argon overnight. After cooling to RT, the whole was diluted with ethyl acetate (80 ml) then filtered. The solution was absorbed on silica gel, then purified by column chromatography (hexanes/ethyl acetate 5:1 to 3: 1 ) to give a white solid 5 (0.64 g, in 81 % yield).

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-Bromophenyl)-1-phenyl-1H-benzoimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NITTO DENKO CORPORATION; ZHENG, Shijun; WO2014/93353; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 1003-91-4, 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. 1003-91-4, name is 2,4,5-Tribromo-1-methylimidazole, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: [M(PPh3)4] (1.0 equiv.) was added as a solid to a toluene solution (15mL) of 1 or 2 (1.0 equiv.) in a Schlenk flask and was stirred overnight at room temperature. The solvent was removed under the vacuum. The resulted yellow residue was dissolved in DCM (2mL) and was precipitated by addition of n-pentane (15mL), filtered and dried in vacuum to afford the product as yellow powder.

The chemical industry reduces the impact on the environment during synthesis 2,4,5-Tribromo-1-methylimidazole. I believe this compound will play a more active role in future production and life.

Reference:
Article; Avinash, Iruthayaraj; Gupta, Vivek; Karthik, Vedhagiri; Anantharaman, Ganapathi; Journal of Organometallic Chemistry; vol. 851; (2017); p. 104 – 114;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 31250-80-3, 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. 31250-80-3, name is 1-Benzyl-2,4,5-tribromo-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: PdCl2(dppf), PdCl2(tbpf) and (A.caPhos)PdCl2. A mixture of the halogenated heterocycle (0.66 mmol) in anhydrous THF (13.2 mL) was degassed by bubbling argon for few minutes. Then, PdCl2(dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and finally NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were introduced in sequence. The mixture was stirred at room temperature under argon for the proper time and then worked up as described above.

The synthetic route of 1-Benzyl-2,4,5-tribromo-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chelucci, Giorgio; Figus, Susanna; Journal of Molecular Catalysis A: Chemical; vol. 393; (2014); p. 191 – 209;,
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. 914306-50-6, name is 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole, A new synthetic method of this compound is introduced below., name: 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole

(Step 3) Into a three-head flask, there were put 2.8 g of the intermediate body C obtained in Step 2, 1.6 g of an intermediate body D, and 50 ml of ethylene glycol, and this mixture was heated and stirred for 7 hours at 150 C. under a nitrogen atmosphere. Precipitated crystals were obtained by filtration, and the crystals obtained by the filtration were washed by methanol, and thereafter, were separated and purified by silica gel chromatography, whereby 0.7 g of the DP-1 was obtained. A structure of the compound example DP-1 was confirmed by MASS spectrum and 1H-NMR. MASS spectrum (ESI): m/z=1179 [M+] 1H-NMR (CD2CI2, 400 MHz) delta: 7.71 (2H, d, J=28.3 Hz), 7.42 (1H, t, J=28.3 Hz), 7.33-7.57 (6H, m), 7.34 (4H, t, J-33.2 Hz), 6.96 (2H, 5), 6.81-6.86 (6H, m), 6.69 (2H, d, J=33.2 Hz), 6.56-6.60 (2H, m), 6.44 (1H, t, J=23.4 Hz), 6.38 (2H, d, J=17.6 Hz), 6.32 (1H, d, J=23.4 Hz), 6.16 (2H, d, J=44.9 Hz), 2.65-2.80 (3H, m, CH of iso-Pr), 2.29-2.41 (3H, m, CH of iso-Pr), 1.26 (3H, d, J=26.3 Hz, CH3 of iso-Pr), 1.21 (6H, d, J=20.5 Hz, CH3 of iso-Pr), 0.92-1.08 (m, 27H, CH3 of iso-Pr)

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; KONICA MINOLTA ADVANCED LAYERS, INC.; OTSU, Shinya; ONO, Kaori; KATOH, Eisaku; US2013/200340; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 914306-50-6, name is 1-(2,6-Diisopropylphenyl)-2-phenyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C21H24N2

Step 1: Synthesis of di-mu-chloro-tetrakis {2-[1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl-kappaN3]phenyl-kappaC}diiridium(III) (abbreviation: [Ir(iPrpim)2Cl]2) Into a 200-mL three-neck flask were put 2.0 g (6.6 mmol) of 1-(2,6-diisopropylphenyl)-2-phenyl-1H-imidazole (abbreviation: HiPrpim), 1 g (3.2 mmol) of iridium(III) chloride hydrate, 65 mL of 2-ethoxyethanol, and 20 mL of water, and the mixture was heated and stirred at 100 C. under a nitrogen stream for 6.5 hours. After reaction for the predetermined time, the reaction solution was filtered and a precipitate was washed with methanol to give a yellow solid. The yield was 1.9 g (1.1 mmol) and 71%. The synthesis scheme of Step 1 is shown in (f-1).

The synthetic route of 914306-50-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; TSUNOI, Toshiaki; INOUE, Hideko; ISHISONE, Takahiro; WATABE, Takeyoshi; (129 pag.)US2017/213989; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem