Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, 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 33016-47-6, Quality Control of 1-Trityl-1H-imidazole-4-carbaldehyde

Under argon atmosphere, 8.3 ML (4.43 mmol, 1.5 equivalent) of the solution of ethyl bromozincacetate in 2-methyltetrahydrofuran obtained in Example 67 was added dropwise to a solution of 1 g (2.96 mmol) of 1-trityl-1H-imidazol-4-carbaldehyde in 10 ML of THF at 5?8C. The mixture was stirred at 3?6C for 2 hours and 20 minutes.. The mixture was stirred at 20?25C for 1 hour and 15 minutes. 10 ML of 1N hydrochloric acid was added dropwise at 20C or lower, followed by dilution with 15 ML of ethyl acetate.. Then, the layers were separated.. The organic layer was washed successively with 5 ML (*2) of 1N hydrochloric acid, 5 ML of water, 5 ML (*2) of an aqueous saturated sodium bicarbonate solution, and 5 ML (*2) of an aqueous saturated sodium chloride solution.. After washing, the organic layer was dried with anhydrous magnesium sulfate.. After concentration under reduced pressure, recrystallization with 5 ML of IPE afforded 1.04 g of the desired product (yield 83%). 1H NMR was consistent with the compound obtained in Example 46.

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.

Electric Literature of 1003-91-4, The chemical industry reduces the impact on the environment during synthesis 1003-91-4, name is 2,4,5-Tribromo-1-methylimidazole, I believe this compound will play a more active role in future production and life.

To a solution of Example 69b (84 g, 263.3 mmol) in dry THF (2L) was added EtMgBr (88 mL, 263.3 mmol, 3.0M in ether) slowly under N2.The reaction was stirred at r.t. for 2 hours. Then about 2.0L water was added and filtered concentrated and the residue was extracted with EtOAc (50 mL * 2). The combined organic phase was washed with brine, dried over Na2S04, filtrated and concentrated under reduced pressure to give the crude product which was further purified by silica gel chromatography to give the pure product Example 69d (14.0 g) as white solid ‘HNMR (400 MHz, Chloroform- ) delta 7.48 (s, 1H), 3.63 (s, 3H). Example 69c (14.0g) as white solid. NMR (400 MHz, Chloroform- ) delta 6.94 (s, 1H), 3.60 (s, 3H).

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, 2,4,5-Tribromo-1-methylimidazole, other downstream synthetic routes, hurry up and to see.

Electric Literature of 760212-58-6, These common heterocyclic compound, 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[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.

Subsequently, the following reagents and solvents were added into the reaction vessel.2.40 g (5.2 mmol, 1.1 eq) of 2-pinacolate-6,12-dinaphthylchrysene:Intermediate Compound M2: 1.66 g (4.7 mmol, 1.0 eq)Toluene: 75 mLSodium carbonate aqueous solution: 25 mL (3.0 eq)Then, while stirring the reaction solution, the following reagents were further added.Pd (PPh3) 4: 274 mg (0.24 mmol, 0.05 eq)Ethanol: 25 mLSubsequently, the reaction solution was stirred for 2 hours while heating and refluxing. After completion of the reaction, the reaction solution was cooled. Subsequently, liquid separation operation was performed using water, and the organic layer was recovered. Subsequently, the obtained organic layer was concentrated under reduced pressure. Thus, a crude product was obtained. Subsequently, the resulting crude product was purified by silica gel column chromatography (eluent: toluene / ethyl acetate = 10/1), and the separated solution was concentrated under reduced pressure. Thus, a solid was obtained. Then, the resulting solid was subjected to slurry cleaning with methanol, followed by filtration. Thus, 2.82 g of the exemplified compound A11 (yield: 86.8%, HPLC purity: 99.8%) was obtained.

The synthetic route of 760212-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Canon Co., Ltd; Eiwawaki, Hironobu; O.O, Rui Hiroki; Jisina, Yuko; Murachbaki, Masanori; Takahashi, Tetsuro; (23 pag.)KR101489992; (2015); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 2034-22-2,Some common heterocyclic compound, 2034-22-2, name is 2,4,5-Tribromoimidazole, molecular formula is C3HBr3N2, 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.

2,4,5-Tribromo-1H-imidazole (1a) (98.7 g, 324 mmol, 1.0 eq) was dissolved into 1.20 L of DCM and cooled to 0 C. To this was added DIPEA (62 mL, 360 mmol, 1.1 eq) followed by the slow addition of [beta-(trimethylsilyl)ethoxy]methyl chloride (60.2 mL, 340 mmol, 1.05 eq). The solution was slowly warmed to room temperature. After 2 hours the mixture was washed with 1M H3PO4/saturated aqueous NaCl (1:10; 2¡Á600 mL). The organic layer was dried over MgSO4, and evaporated to dryness, yielding intermediate (1b) as faint yellow liquid that solidified on standing (137 g).

The synthetic route of 2034-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fatheree, Paul R.; US2011/218224; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 152628-02-9, 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. 152628-02-9 name is 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]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.

32.24 g of 2-n-propyl-4-methyl-6-(1′-methylbenzimidazol-2′-yl)benzimidazole x H2O is placed in 100 mL of dimethylacetamide (DMA), and 11.8 g of potassium tert-butoxide is added batchwise with stirring at approximately 20 C. and then the mixture is stirred for one hour at about 20 C. The mixture is cooled to 5 C. and then a mixture of 28.6 g of 4-bromomethyl-2′-cyanobiphenyl and 95 mL of DMA (dissolved at approximately 20 C.) is added dropwise over about 30 minutes. The temperature of the reaction mixture is maintained at approximately 5 C.-10 C. by cooling with the ice bath. Then it is rinsed with 5 mL of DMA and stirred for a further 1.5 hours at 5 C. to 10 C. [0045] The solvent is largely distilled off under a water-jet vacuum, during which time the product crystallizes out. The residue is cooled to 60 C., diluted with 230 mL of tert-butylmethylether and stirred for 1 hour without any energy input, then cooled to 15 C. to 20 C. and stirred for another hour at this temperature. The crystals are suction filtered, washed batchwise with 100 mL of tert-butylmethylether, then with 250 mL of water, and then dried in a vacuum drying cupboard at 80 C. Yield: 43.3 g (87.5% of theory); melting point: 196 C.-197 C.; HPLC: >99.9%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,7′-Dimethyl-2′-propyl-1H,1’H-2,5′-bibenzo[d]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2004/236113; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 33016-47-6,Some common heterocyclic compound, 33016-47-6, name is 1-Trityl-1H-imidazole-4-carbaldehyde, molecular formula is C23H18N2O, 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.

3-[2-(aminomethyl)-5-chlorophenyl]propanoic acid hydrochloride a125 (0.54 g, 2.16 mmol), EtbetaN (1.8 ml_, 13.0 mmol), and trimethylorthoformate (0.30 ml_, 2.16 mmol) are added under stirring and prevention from entrance of air moisture to a solution of 1-trityl-1 H- imidazole-4-carbaldehyde (0.73 g, 2.16 mmol) in absolute methanol (76 ml_), and the mixture is stirred at room temperature for 16 h. NaBH4 (0.13 g, 3.45 mmol) is added, and the mixture is stirred for 1 h and quenched by the addition of a saturated NaHCtheta3 solution to pH 5-6. The solvents are removed under reduced pressure, and the obtained mass is subjected to extraction with ethyl acetate. Water is added to the residue, and undissolved residue is separated by filtration and dried to give 3-[5-chloro-2-({[(1-trityl-1 H-imidazol-4- yl)methyl]amino}methyl)phenyl]propanoic acid a128 (0.71 g). The organic extract is dried over anhydrous Na2SO4 and evaporated to give additionally intermediate a128 (0.40 g).The total yield of intermediate a128 is 1.11 g. Yield: 96 %.1 H NMR deltaH (DMSO, ppm): 2.48 (m, 2 H), 2.81 (t, J = 7.6 Hz, 2 H), 3.86 (s, 2 H), 3.93 (s, 2H), 6.96 (s, 1 H), 7.10 (m, 6 H), 7.20-7.48 (m, 13 H).

The synthetic route of 33016-47-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB PHARMA S.A.; WO2008/132139; (2008); A2;,
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. 195053-92-0, name is 2-(1-Trityl-1H-imidazol-4-yl)ethanamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 195053-92-0

To synthesize Limz1 2-(1-trityl-1H-imidazol-4-yl-)ethyl amine (1.00 g, 2.83 mmol), trimethylacetaldehyde(0.62 mL, 5.66 mmol, 2 eq.) and sodium sulfate (10.1 g,70.7 mmol, 25 eq.) were dissolved in dry toluene (15 mL).The mixture was stirred at room temperature for at least3 h. The residue was filtered off and washed twice withdry toluene (2 ¡Á 3 mL). The solvent was removed untila colorless solid precipitated. After 24 h the solid was filtered,washed with acetonitrile and dried in vacuum toafford Limz1 (728 mg, 1.23 mmol, 61 %) as a white powder.Anal. calcd. for C29H31N3: C (82.62 %); H (7.41 %); N(9.97 %); found C (82.56 %); H (7.50 %); N (9.90 %). 1HNMR(CDCl3, 400 MHz): delta = 7.46 (t, J = 1.2 Hz, 1H, imidazoleH-2), 7.37-7.27 (m, 9H, Ar-H), 1.15-7.10 (m, 6H,Ar-H), 6.56 (s, 1H, imidazole H-5), 3.64 (t, J = 7.0 Hz,2H, -CH2-CH2-N-), 2.82 (t, J = 7.0 Hz, 2H, -CH2-CH2-N-), 0.97 (s, 9H, -C(CH3)3) ppm. 13C-NMR (CDCl3,100 MHz): delta = 172.5 (CH, 1C, -N=CH-C(CH3)3), 142.8(C, 3C, phenyl C-1), 139.5 (C, 1C, imidazole C-4), 138.4 (CH, 1C, imidazole C-2), 129.9 (CH, 6C, phenyl C-3, C-5),128.1 (CH, 6C, phenyl C-2, C-6), 128.0 (CH, 3C, phenylC-4), 118.7 (CH, 1C, imidazole C-5), 75.2 (C, 1C, -N-C-(C6H6)3), 60.6 (CH2, 1C, -CH2-CH2-N=), 36.0 (C, 1C,=CH-C(CH3)3), 30.2 (CH2, 1C, -CH2-CH2-N=), 27.1 (C,3C, =CH-C(CH3)3) ppm.

According to the analysis of related databases, 195053-92-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wendt, Franziska; Naether, Christian; Tuczek, Felix; Journal of Biological Inorganic Chemistry; vol. 21; 5-6; (2016); p. 777 – 792;,
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. 1003-91-4, name is 2,4,5-Tribromo-1-methylimidazole, A new synthetic method of this compound is introduced below., Computed Properties of C4H3Br3N2

2,4,5-tribromo-1-methyl-imidazole (1) (0.5g, 1.56mmol) and trimethyloxonium tetrafluoroborate (0.25g, 1.72mmol) in a Schlenk flask was charged with dichloromethane (30mL). The mixture was stirred overnight at room temperature to afford a colorless solid. The volatiles were removed in vacuum and the resulted solid was washed with diethyl ether (2¡Á15mL) and dried under vacuum to give 3 as colorless powder. Yield: 0.60g (91%). Mp: 304C. 1H NMR (DMSO-d6, 500MHz, delta, ppm): 3.78 (s, 6H, N-CH3). 13C NMR (DMSO-d6, 125MHz, delta, ppm): 38.1 (N-CH3), 112.0 (4,5-C-Br), 124.9 (C2-Br). IR (KBr, cm-1): 1637(m), 1554(m), 1504(s), 1445(m), 1396(m), 1329(m), 1295(m), 1056(vs), 1034(vs), 813(w), 641(w), 522(w). ESI MS: m/z 332.8081 [M-(BF4) ]+.

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

Electric Literature of 2620-76-0,Some common heterocyclic compound, 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, 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.

1.02 g (2.20 mmol) of Intermediate 7-6, 0.69 g (2.20 mmol) of 2-(4-bromophenyl)- 1 -phenyl-1 -benzoimidazole (Compound R-6), 0.127 g (0.11 mmol) of Pd(PPh3)4, and 0.45 g (3.3 mmol) of K2C03 were dissolved in 40 ml of a mixed solution of THF and H20 (a volume ratio of 2:1), andthe resultant solution was stirred at 70¡ã C. for 5 hours. The reaction solution was cooled down to room temperature, 30 ml of water was added thereto, and the resultant solution was then extracted three times with 30 ml of ethylethet The obtained organic layer was dried with magnesium sulfateand a solvent was evaporated therefrom to obtain a crude product. The crude product was purified with silicagel colunm chromatography to obtain 1.01 g of Compound 6 (yield: 76percent). The obtained compound was confirmed by ?H nuclear magnetic resonance (NMR) and MS/FAR.?H NMR (CDC13, 400 MHz) D oe: 8.82-8.78 (m, 4H), 8.28(dd, 1H), 7.98-7.96 (m, 1H), 7.85 (d, 1H), 7.73 (d, 1H),7.67-7.59 (m, 6H), 7.53-7.47 (m, 2H), 7.43-7.37 (m, 4H),7.35-7.33 (m, 1H), 1.45 (s, 6H), 1.35 (s, 6H) C45H35N2: calc. 604.28. found 605.33.

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

Reference:
Patent; Samsung Display Co., Ltd.; Jung, Hye-Jin; Hwang, Seok-Hwan; Kim, Young-Kook; Lim, Jin-O; Han, Sang-Hyun; Jeong, Eun-Jae; Kim, Soo-Yon; Park, Jun-Ha; Lee, Eun-Young; Lee, Chang-Ho; Lee, Jong-Hyuk; (73 pag.)US9537104; (2017); B2;,
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. 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, A new synthetic method of this compound is introduced below., HPLC of Formula: C19H13BrN2

General procedure: The solution of n-BuLi in 2.5Mn-hexane (2.64 mL,6.6 mmol)was added dropwise to a solution of 2-(4-bromophenyl)-1-phenyl-1H-benzo[d] imidazole (2.09 g, 6 mmol) in dry THF(30 mL) at 78 C. At temperature of 78 C, the resulting reactionmixture was stirred continuously. Thereafter, we slowly added trimethylchlorosilane(0.76 mL, 6 mmol) to the mixture. Then, thereaction temperature was allowed to warm at room temperatureand stirred overnight. The reaction was quenched by adding water, and the crude product was extracted twice using 100 mL ofdichloromethane. Finally, the crude productwaswashed with brine.The combined organic layer was dried over MgSO4 and subjected tofiltration. The filtrates were dried under reduced pressure, and theresidue was subjected to column chromatography using ethyl acetate/n-hexane (v:v 1:10) as an eluent. Compound 1 was obtainedas a white solid with yield of 78%. We could not perform train sublimationof compound 1 due to its poor thermal stability.

The synthetic route of 2620-76-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yi, Seungjun; Kim, Jin-Hyoung; Bae, Woo-Ri; Lee, Jiwon; Han, Won-Sik; Son, Ho-Jin; Kang, Sang Ook; Organic electronics; vol. 27; (2015); p. 126 – 132;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem