Tag: M.W=300-400

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

6.02.05.01 (2,4,5-tribromo-imidazol-1-yl)-acetic acid methyl ester 5.1 mL methyl bromo acetate was added to 15 g 2,4,5-tribromoimidazole and 20.4 g potassium carbonate in 100 mL DMF. The reaction was stirred 3 h at RT. The mixture was added to water. The precipitate was filtered, washed with water and dried to give 18.1 g desired product. Rt: 0.93 min (method B), ESI+: 375

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

Reference:
Patent; RUDOLF, Klaus; BISCHOFF, Daniel; DAHMANN, Georg; GRAUERT, Matthias; KUELZER, Raimund; US2013/150355; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1219741-19-1, 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. 1219741-19-1 name is 5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[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.

A solution of potassium phosphate, tribasic (2 M solution in water; 21 mL, 42 mmol), Pd(PPh3)4 (0.324 g, 0.280 mmol), 4-biphenylboronic acid (3.94 g, 1 .9 mmol) and 6-chloro-5-iodo-2- (methylsulfonyl)-lH-benzimidazole (Intermediate 1, 5 g, 14 mmol) in dioxane (70 mL) was heated at 100C for 5 h. The aqueous phase was removed and the organic phase wasconcentrated, diluted with EtOAc and DCM, and filtered. The filtrate was concentrated to afford the desired product as a white solid, which was used in the next step without further purification

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-6-iodo-2-(methylsulfonyl)-1H-benzo[d]imidazole, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; JIANG, Jinlong; KASSICK, Andrew, J.; KEKEC, Ahmet; SEBHAT, Iyassu, K.; WO2011/106273; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, 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 2620-76-0, Recommanded Product: 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole

A mixture of 1a (0.70 g , 2.0 mmol), bis(pinacolate)diborane (0.53 g, 2.1 mmol), l,l’-bis(diphenylphosphino)ferrocene]dichloropalladium (Pd(dppf)Cl2) (0.060g,0.08mmol), andanhydrous potassium acetate (0.393 g, 4.0 mmol) in 1,4-dioxane(20 mL) was heated at 80C under nitrogen for 12 h. After cooling to room temperature, the mixture was extracted with ethyl acetate (30 mL*3). The organic extracts were washed with water, brine, and then dried with anhydrous MgSO4. After filtration, the filtrate was pumped dry in vacuo. The crude residue was subjected to column chromatography by eluting with hexanes/EA (8:1) as the eluent to give a white solid (yield: 81%). 1H NMR (400 MHz, acetone-d6): d (ppm ) 7.79 (d, J 7.6 Hz, 1H), 7.71 (d, J=7.6 Hz, 2H), 7.62-7.56 (m,5H), 7.45 (d, J=7.6 Hz, 2H), 7.37-7.23 (m, 3H) and 1.34 (s, 12H); 13C NMR (125 MHz, acetone-d6): d (ppm) 152.9, 144.3, 138.6, 138.2, 135.2, 134.0, 131.0, 129.7, 129.6, 128.6, 124.3, 123.7, 120.7, 111.4, 84.9, 25.3; Mass (FAB ): m/z: 397.1 [M+H]+.

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.

Reference:
Article; Muangpaisal, Rossatorn; Hung, Wei-I.; Lin, Jiann T.; Ting, San-Yu; Chen, Li-Yin; Tetrahedron; vol. 70; 18; (2014); p. 2992 – 2998;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole, 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 2620-76-0, Computed Properties of C19H13BrN2

(4-7) Synthesis of Compound (4); Into a 300 ml three-necked flask, 1.1 g (2.1 mmole) of Intermediate 14, 1.6 g (4.6 mmole) of 2-(4-bromophenyl)-1-phenylbenzimidazole, 0.10 g (0.09 mmole) of tetrakis(triphenylphosphine)palladium(0), 20 ml of 1,2-dimethoxyethane and 6.5 ml (13 mmole) of a 2 M aqueous solution of sodium carbonate were placed under the stream of argon, and the resultant mixture was heated under the refluxing condition for 8 hours. When the reaction was completed, the organic layer was washed with water and dried with magnesium sulfate, and the solvent was removed by distillation using a rotary evaporator. The obtained crude crystals were washed with 50 ml of toluene and 100 ml of methanol, and 1.6 g of a light yellow powder substance was obtained. The obtained substance was identified to be Compound (4) by the measurement of the field desorption mass spectrum (FD-MS) (the yield: 78percent).

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; Idemitsu Kosan Co., Ltd.; US8058450; (2011); B2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 827320-59-2, name is 1-butylsulfonic-3-methylimidazolium hydrogensulfate, 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 827320-59-2, Recommanded Product: 827320-59-2

Weigh the compound obtained in the second step1-sulfobutyl-3-methylimidazole bisulfate ionic liquid (5.06 g, 16.0 mmol)Placed in the reactor;The aqueous hydroxylamine solution 2 obtained in the first step was measured2.9 ml (32.0 mmol as hydroxylamine)Slowly added dropwise to the above ionic liquid,Low temperature (? 0 ) stirring 2h,A colorless transparent reaction liquid;The reaction solution was subjected to rotary evaporation at 70 C,A white solid product was obtained1-sulfobutyl-3-methylimidazole bisulfate ionic liquid-type hydroxylamine salt,The ionic liquid-type hydroxylamine salt was weighed and dried to weigh 4.25 g,The yield was 69.5%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-butylsulfonic-3-methylimidazolium hydrogensulfate, and friends who are interested can also refer to it.

Reference:
Patent; Hebei University of Technology; Wang, Yanji; Li, Zhihui; Qi, Xudong; Zhang, Dongsheng; Xu, Yuanyuan; Yang, Quisheng; Zhao, Xinqiang; (7 pag.)CN104086487; (2016); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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

3- (4,6-diphenyl-1,3,5-triazin-2-yl) phenylboronic acid (10.0g, 0.028mol) in 2- (4-bromophenyl) -1-phenyl-1H-benzo [d] imidazole (8.0g, 0.023mol), Pd (PPh3) 4 (1.3g, 0.0011mol), into the THF in 400ml potassium carbonate (9.5g, 0.069mol) was reacted with stirring for 18 hours at 65 . After the reaction cooled to H20: After layer separation the MC column purification (n-Hexane: MC) to afford 85 12.1g (75percent yield).

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

Reference:
Patent; PH Tech Pvt. Ltd.; Hyeon, Seo Young; Yun, Young Ho; Kim, Tae Hwan; Oh, Hyeon Jin; (36 pag.)KR101593465; (2016); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 103057-10-9, name is 4-(Chloromethyl)-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. Formula: C23H19ClN2

A.1.1.1. triphenyl[[1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]phosphonium chloride 77.7 g (296 mmol) of triphenylphosphine are added to 670 ml of a solution of 105.5 g (294 mmol) of 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole in dimethylformamide. The mixture is heated at 80 C. for 3 hours. The solvent is evaporated and the crude product is taken up in ether and triturated. The precipitate is filtered and dried under vacuum over phosphorus pentoxide. 162 g of product are obtained in the form of yellowish crystals. Melting point=210 C. Yield=89%

The synthetic route of 4-(Chloromethyl)-1-trityl-1H-imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Synthelabo; US5552410; (1996); A;,
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. 2620-76-0, name is 2-(4-Bromophenyl)-1-phenyl-1H-benzoimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C19H13BrN2

[0076] l-phenyl-2-(4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)- lH-benzo[d]imidazole (3): A mixture of compound (2) (0.70 g, 2 mmol), bis(pinacolate)diborane (0.533g, 2.1 mmol), Pd(dppf)Cl2 (0.060 g, 0.08 mmol) and anhydrous potassium acetate (0.393 g, 4mmol) in 1,4-dioxane (20 mL) was heated at about 80 C under argon overnight. After cooling to room temperature, 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 (0.64 g, in 81% yield).

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

Reference:
Patent; NITTO DENKO CORPORATION; ZHENG, Shijun; SISK, David, T.; HARDING, Brett, T.; CAYAS, Jensen; LI, Sheng; MOCHIZUKI, Amane; CHAE, Hyun, Sik; KHAN, Sazzadur, Rahman; MA, Liping; BOTTGER, Rebecca; WO2011/34967; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 87941-55-7, These common heterocyclic compound, 87941-55-7, name is 4-Bromo-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.

To a suspension of 3.00 g (7.71 mmol) of 4-bromo-1-trityl-1H-imidazoie in 30 ml of dioxane1.58 g (9.23 mmol) of 4-methoxymethyi boronic acid, 3.47 g (10.5 mmol) of cesiumcarbonate and 0.121 g (0.131 mmol) of tris-(dibenzylideneaceton)dipalladium are added, followed by 0.315 ml (0.308 ml) of a solution of 5 g of tri-t-buylphosphine in 25 ml of dioxane. The mixture is heated at 80C and stirred for 6.5 hours. After cooling to room temperature the suspension is diluted with dichloromethane and filtered, the filter cake washed with ethyl acetate and the filtrate concentrated to dryness. The residue is purified by flash chromatography on silica (40 – 63 urn particle size) with hexane / ethyl acetate 7:3, yielding 2.805 g of 4-(4-methoxymethyl-phenyl)-1-trityl-1H-imidazole, Rt = 4.659 min by HPLC on a nucleosil C18HD column with acetonitril + 0.05% TFA / water + 0.05% TFA, 20/80 to 100/0 over 6 min, 1.0 ml/min solvent flow. MS (API-ES, pos. scan): e/m = 431 (M+1).

Statistics shows that 4-Bromo-1-trityl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 87941-55-7.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/10591; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 760212-58-6, 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. 760212-58-6, name is 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

1.0 g (2.9 mmol) of 1-(4-bromophenyl)-2-phenyl-1H-benzimidazole, 1.5 g (3.2 mmol) of 9,10-di(2-naphtyl)anthracene-2-boronic acid, and 0.067 g (0.058 mmol) of tetrakis(triphenylphosphine)palladium were dissolved into 20 mL of 1,2-dimethoxyethane. Then, 10 mL of a 2 M aqueous solution of sodium carbonate were added, and the whole was refluxed under heating for 8 hours in an argon atmosphere. After the completion of the reaction, the resultant was filtered, and the resultant solid was washed with water, methanol, and toluene to obtain 1.7g of a greenish white solid (84% yield) . Mass spectral analysis confirmed that the solid was a target product. The solid had an m/e of 698 with respect to a molecular weight of 698.27.

The synthetic route of 1-(4-Bromophenyl)-2-phenyl-1H-benzo[d]imidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IDEMITSU KOSAN CO., LTD.; EP1734038; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem