Month: August 2021

Related Products of 71759-89-2,Some common heterocyclic compound, 71759-89-2, name is 5-Iodo-1H-imidazole, molecular formula is C3H3IN2, 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: Method A: In a20 mL microwave Biotage tube, a mixture of 4-iodo-1H-imidazole(1a) (0.194 g, 1.0 mmol), a boronic acid 2(2.0 mmol), CsF (0.456 g,3.0 mmol), PdCl2(dppf)(0.041 g, 0.05 mmol) and BnEt3NCl(0.011 g, 0.05 mmol) in toluene(7 mL) and water (7 mL)was purged with argon andheated under microwaveirradiation. When the reaction was complete, the mixture was cooled toroom temperature and concentrated under reduced pressure. The residue waspurified by flash chromatography on silica gel to provide compounds 3a-3i and 3k-3o in yields ranging from 40 to 91%. Time and temperaturereactions were collected in Table 1.

The synthetic route of 71759-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Vichier-Guerre, Sophie; Dugue, Laurence; Pochet, Sylvie; Tetrahedron Letters; vol. 55; 46; (2014); p. 6347 – 6350;,
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

Electric Literature of 7098-07-9, 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. 7098-07-9, name is 1-Ethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

As a general procedure for preparing Bronsted acidic ILs, the synthesis of 1-(4-butylsulfonic)-3-ethylimidazolium hydrogensulfate ([EImC4SO3H][HSO4]) is given as an example. To 1-ethylimidazole (10 g, 0.104 mol) in 50 mL of toluene, 1,4-butanesultone (14.2 g, 0.104 mol) dissolved in 50 mL of toluene was added dropwise under a dry nitrogen gas atmosphere. The resulting solution was refluxed with stirring at 60 °C for 24 h.After removing toluene, the product was washed thrice with 100 mL of diethyl ether to yield 1-(4-butylsulfonate)-3-ethylimidazol([EImC4SO3]) as a white powder. After dissolving [EImC4SO3] (20 g, 8.6102 mol) in 50 mL of methanol, sulfuric acid (0.84 g, 8.6102 mol) was added dropwise in an ice bath. The resulting solution was refluxed with stirring at 60 °C for 24 h. Following the reaction, methanol was removed by evaporation and then under reduced pressure, giving1-(4-butylsulfonic)-3-ethylimidazolium hydrogen sulfate ([EImC4SO3H][HSO4]) as a viscous liquid.

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

Reference:
Article; Kakibe, Takeshi; Nakamura, Satoshi; Amakuni, Kiyokazu; Kishi, Hajime; Australian Journal of Chemistry; vol. 72; 2; (2019); p. 101 – 105;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 32673-41-9,Some common heterocyclic compound, 32673-41-9, name is 4-Imidazolemethanol hydrochloride, molecular formula is C4H7ClN2O, 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.

To 0.5 g (3.7 millimoles) of 4-hydroxymethylimidazole hydrochloride was added 3 ml of thionyl chloride and reaction was carried out at 50 C. for 2 hours. The excess of thionyl chloride was removed by distillation under reduced pressure. The residue was dissolved in 10 ml of DMF and a solution of 1.1 g (6.3 millimoles) of 2,2,4-trimethyl-1,2,3,4-tetrahydroquinoline in 5 ml of DMF was added to the above solution at 100 C. Reaction was carried out for 1 hour. DMF was removed from the reaction mixture by distillation under reduced pressure. An aqueous solution of sodium hydrogen-carbonate was added to the residue and the mixture was extracted with dichloromethane. The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure to obtain a light-green oil. The oil was purified by the silica gel column chromatography (developing solvent; ethyl acetate) to obtain 0.35 g (the yield was 39%) of 4-[1-(2,2,4-trimethyl-1,2,3,4-tetrahydroquinolyl)methyl]imidazole in the form of a colorless crystal.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Imidazolemethanol hydrochloride, its application will become more common.

Reference:
Patent; Mitsui Petrochemical Industries, Ltd.; US4962200; (1990); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, 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. category: imidazoles-derivatives

A mixture of 44 (2.3 g, 9.5 mmol) and NaOH (759 mg, 19 mmol) in MeOH/H20 (20/5 mL) was stirred at room temperature overnight. The reaction mixture was concentrated. The residue dissolved in water, acidified to pH 3 with aqueous HCI and extracted with EtOAc twice. The combined organic layers were washed with brine, dried over Na2504 and evaporated under reduced pressure to give 45 (1.9 g, 88%) as a whitesolid. To a solution of this material (48 mg, 0.21 mmol) in NMP (1 mL) was added SOd2 (38 mg, 0.32 mmol). The reaction was heated at 60 C for 1 hour before 3 (50 mg, 0.21 mmol) and Et3N (85 mg, 0.84 mmol) was added. The resulting mixture was stirred at 60 C for 3 hours. The reaction was directly purified by reverse prep-HPLC and then silica gel prep-TLC to give 4-methyl-N-(3-(4-methyl-1 H-imidazol-1 -yl)-5-(trifluoromethyl)phenyl)-3-phenoxybenzamide (27 mg, 29%) as a slightly yellow solid.

The synthetic route of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CARDIO THERAPEUTICS PTY LTD; TREUTLEIN, Herbert; ZENG, Jun; DIXON, Ian; JAMES, Ian; PALMER, James T; (169 pag.)WO2018/165718; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 67085-11-4,Some common heterocyclic compound, 67085-11-4, name is 4-(4-Chlorophenyl)-1-(1H-imidazol-1-yl)butan-2-ol, molecular formula is C13H15ClN2O, 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.

Take 5kg of 1-(2-hydroxy-4-(4-chlorophenyl)butyl)-1-hydro-imidazole,Fully dissolved in 35 kg of methylene chloride and added at a rate of 1.5 ml/s at 20C5kg of thionyl chloride was slowly warmed to 32C and the reaction was incubated for 1 hour.Then reflux at 60 C for 1 hour, slowly cooled to 15 C to obtain the reaction solution;In the reaction solution, 10 C. water was added at a rate of 0.5 ml/s with stirring, the volume ratio of the reaction solution to water was 0.005:1, and anhydrous sodium carbonate was added at 1.0-1.5 kg/L. Suction filtrationSolid, the liquid was concentrated at 55 C until the dichloromethane evaporated, and dried.This yields 1-(2-chloro-4-(4-chlorophenyl)butyl)-1H-imidazole with a purity of 99.17%.

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

Reference:
Patent; Zhuzhou Qianjin Pharmaceutical Co., Ltd.; Li Sanxin; Peng Kaifeng; Ling Yonggen; Wen Fengqiu; Gong Yun; Li Fujun; (13 pag.)CN105198818; (2018); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1402838-08-7, 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. 1402838-08-7, name is 2-(1-Trityl-4-imidazolyl)benzaldehyde, This compound has unique chemical properties. The synthetic route is as follows.

2-(1-trityl-1H-imidazol-5-yl)benzaldehyde (0105-1) (200 mg, 0.483 mmol, 1 eq),Compound ((5-(2-(dimethoxyphosphoryl)acetyl)benzofuran-2-yl)methyl) tert-butyl carbonate (0207-50) (211 mg, 0.531 mmol, 1.1 eq.) withCesium carbonate (314 mg, 0.966 mmol, 2 eq)Mixed in isopropanol (10 ml),The mixture was stirred at room temperature for 16 hours.After the reaction was completed, quenched with water and filtered to give the target product (305 mg, yield: 92.14%) as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 2-(1-Trityl-4-imidazolyl)benzaldehyde. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guangzhou Bi Beite Pharmaceutical Co., Ltd.; Cai Xiong; Qian Changgeng; Weng Yunwo; Qing Yuanhui; Liu Bin; Lin Mingsheng; Wang Yanyan; (126 pag.)CN107383024; (2017); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 1072-62-4, 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. 1072-62-4, name is 2-Ethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2-(2-Ethyl-imidazol-1-yl)-pyrimidine-5-carboxylic acid cyclopropyl-piperidin-4-yl-amide A mixture of 4-[(2-chloro-pyrimidine-5-carbonyl)-cyclopropyl-amino]-piperidine-1-carboxylic acid tert-butyl ester (3.0 g), 2-ethylimidazole (0.73 g) and ethyldiisopropylamine (2.0 mL) in N-methyl-2-pyrrolidinone (10 mL) is stirred for 12 h at 80 C. The solvent is removed in vacuo and the residue is purified by HPLC (C18 RP Sunfire, H2O/MeOH+0.1% TFA) to yield the boc-protected intermediate. The intermediate is dissolved in dichloromethane and dichloromethane/trifluoroacetic acid (1:1, 5% H2O) is added and the mixture is stirred for 5 h at room temperature. After concentration in vacuo the residue is triturated with diethyl ether to afford the title compound as a trifluoroacetic acid salt. LC (method 10): tR=1.56 min; Mass spectrum (ESI+): m/z=341 [M+H]+.

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

Reference:
Patent; Neurocrine Biosciences, Inc.; Boehringer Ingelheim International GmbH; NOSSE, Bernd; ECKHARDT, Matthias; HIMMELSBACH, Frank; LANGKOPF, Elke; ASHWEEK, Neil J.; HARRIOTT, Nicole; US2014/45823; (2014); 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. 71759-89-2, name is 5-Iodo-1H-imidazole, A new synthetic method of this compound is introduced below., Computed Properties of C3H3IN2

4(5)-Monoiodoimidazole (3.8 g, 19.3 mmol) and compound 4 (3.4, (4.1 g, 23.2 mmol) were dissolved in anhydrous CH3CN (150 mL) under inert atmosphere. N,0-bis(trimethylsilyl) acetamide (28.6 ml, 115.8 mmol) was added. The reaction mixture was stirred at rt for 5 h, and then cooled to 0C. Trimethylsilyl triflouromethane sulfonate (5.7 mL, 25.6 mmol) was added slowly and then the solution was heated to 90C and stirred for 12 h. The reaction mixture was quenched by addition of aq. NaHC03 (30 mL) and stirred for 30 min. The solution was separated and the aqueous layer was extracted with CH2CI2 (2 x 50 mL). The organic layers were combined, washed with H20 (3 x 50 mL) and brine (50 mL), and dried over MgS04. The solvent was removed under reduced pressure. The resultant syrup was purified by flash chromatography over silica gel to obtain yellow syrup 18. (346 mg, 6%). 1H NMR (CDC13, 400 MHz): delta 7.38 (1H, d, J = 0.92 Hz), 7.01 (1H, d, J = 0.88 Hz), 5.14 (2H, s), 3.95 (2H, t, J = 4.6 Hz), 3.45 (2H, t, J = 4.6 Hz) 1.84 (3H, s). 13C NMR (CDC13, 100 MHz): delta 170.8, 139.2, 124.6, 82.7, 76.4, 66.8, 62.8, 20.9. NMS calcd for C8HiiIlN203 310.9, found 311.0[M + H+].

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; UNIVERSITY OF MARYLAND, BALTIMORE COUNTY; KATHOLIEK UNIVERSITEIT LEUVEN; LIEDEN UNIVERSITY MEDICAL CENTER; RADTKE, Katherine, L.; PETERS, Hannah, L.; NEYTS, Johan; JOCHMANS, Dirk; SNIJDER, Eric, J.; (33 pag.)WO2016/123318; (2016); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 96797-15-8, name is 4-Iodo-1-trityl-1H-imidazole, 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 96797-15-8, category: imidazoles-derivatives

[270] To a solution of (2-forrnylphenyl)boronic acid (2.0 g, 13.3 rnrnol) in a rnixed solvent of N,N- dirnethylforrnarnide (DMF) (60 rnL) and water (12 rnL) was successively added 4-iodo-1- trityl-1H-irnidazole (6.1 g, 14.0 rnrnol), and potassiurn phosphate (5.6 g, 26.6 rnrnol). After degassing with nitrogen, the resulted rnixture was added tetrakis(triphenylphosphine)palladiurn(0) (Pd(PPh3)4) (300 rng, 0.26 rnrnol). The resulted rnixture was degassed with nitrogen and stirred at 90C for overnight under nitrogen. And then the rnixture was cooled down to roorn ternperature and filtered, the filtrate was added water (60 rnL), extracted with ethyl acetate (100 rnLx2). The cornbined organic phase was washed with brine (25 rnL), dried over sodiurn sulfate, filtered and concentrated. The residue was purifiedby colurnn chrornatography on silica gel (petroleurn ether: ethyl acetate= 6:1) to afford cornpound 1.1 (3.3 g, yield: 60%) as a white solid.[271] rn/z: [M+H]415

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, 4-Iodo-1-trityl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SHANGHAI DE NOVO PHARMATECH CO.,LTD.; LI, Qun; GAO, Daxin; (158 pag.)WO2016/131380; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem