Imidazoles-derivatives

Adding a certain compound to certain chemical reactions, such as: 5805-52-7, name is 1H-Benzimidazole-2-carboxamide, 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 5805-52-7, SDS of cas: 5805-52-7

To a solution of 9 (3.0 g, 18.6 mmol) in THF (70 mL) wasadded Lawesson?s reagent (7.5 g, 18.6 mmol). The resulting solution was stirred at 66 C for 5 h. Aftercomplete conversion of the starting material, the reaction mixture was concentrated in vacuo and theresidue was redissolved in DCM (500 mL), the solution was washed with saturated NaCl solutionthree times, dried over anhydrous sodium sulfate, concentrated and purified by flash silica gel columnchromatography (DCM:MeOH = 100:1) to obtain 10 as yellow solid in 61.2% yield. LC-MS m/z: 178.2[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; Wang, Shuxiang; Guan, Lihong; Zang, Jie; Xing, Kun; Zhang, Jian; Liu, Dan; Zhao, Linxiang; Molecules; vol. 24; 7; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 72-40-2, name is 5-Amino-1H-imidazole-4-carboxamide hydrochloride, molecular formula is C4H7ClN4O, 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

(e) 4-({[3-Ethoxy-4-(2-ethoxyethoxy)pyridin-2-yl]methyl}amino)-lH-imidazole-5- carboxamide; NaCNBH3 (0.046 g, 0.73 mmol) was added in portions to a stirred solution of 5-amino-4- imidazolecarboxamide hydrochloride (0.150 g, 0.92 mmol) and 3-ethoxy-4-(2- ethoxyethoxy)pyridine-2-carbaldehyde (0.220 g, 0.92 mmol, obtained from Example 4(d)) in MeOH (1.5 mL) at r.t. over 10 minutes. The reaction mixture was stirred at r.t. for 2 days. The mixture was filtrated and the filtrate was evaporated in vacuo to give a crude of the title compound in quantitative yield. MS (ESI) m/z 364 (M +1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 72-40-2, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2007/120098; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1746-25-4,Some common heterocyclic compound, 1746-25-4, name is 2,4,5-Triiodo-1H-imidazole, molecular formula is C3HI3N2, 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 the compound (35 g) obtained from the step a above in ethanol was added a saturated aqueous solution of sodium sulfite. The reaction mixture was refluxed at 80 0C for 24 hours, filtered and the filtrate was evaporated in vacuo to remove ethanol. The residual aqueous layer was extracted with ethyl acetate, dried over anhydrous sodium sulfate. The solvent removal in vacuo yielded the title compound (5.5 g)

The synthetic route of 1746-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2006/38100; (2006); A1;,
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. 37067-95-1, name is 2-Iodo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., category: imidazoles-derivatives

A suspension of compound 38 (1.38g; 3.46mmol), 2-iodo-1 -methyl-1 H-imidazole (0.45g; 2.16mmol) and Et3N (3.0mL; 21.6mmol) in DMSO (25ml_) was degassed under N2. Dichlorobis(triphenylphosphine)-palladium (304mg; 0.43mmol) and copper(l) iodide (41 mg; 0.22mmol) were added and the reaction mixture was stirred at 90C for 1 .5 hours. The reaction mixture was cooled to room temperature, poured onto waterand extracted with EtOAc. The organic layer was decanted, washed with brine, dried (MgS04), filtered and evaporated to dryness. The residue was purified bychromatography over silica gel (Irregular SiOH, 15-40mueta”, 300g MERCK; mobile phase, 0.4% NH4OH, 96% DCM, 4% MeOH). The pure fractions were collected and evaporated to dryness. The residue (780mg) was then purified by achiral super critical fluid chromatography on (2 AMINO 6muetaiota 150×21 .2mm; mobile phase, 0.3% 2-propylamine, 80% C02, 20% MeOH). The pure fractions were collected and evaporated to dryness, yielding 430mg (41 %) of compound 300. This fraction was taken up with CH3CN. The precipitate was filtered off and dried yielding 377mg (36%) of compound 300. MP=192C (DSC).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 37067-95-1.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; SAXTY, Gordon; MURRAY, Christopher William; BERDINI, Valerio; BESONG, Gilbert Ebai; HAMLETT, Christopher Charles Frederick; JOHNSON, Christopher Norbert; WOODHEAD, Steven John; READER, Michael; REES, David Charles; MEVELLEC, Laurence Anne; ANGIBAUD, Patrick Rene; FREYNE, Eddy Jean Edgard; GOVAERTS, Tom Cornelis Hortense; WEERTS, Johan Erwin Edmond; PERERA, Timothy Pietro Suren; GILISSEN, Ronaldus Arnodus Hendrika Joseph; WROBLOWSKI, Berthold; LACRAMPE, Jean Fernand Armand; PAPANIKOS, Alexandra; QUEROLLE, Oliver Alexis Georges; PASQUIER, Elisabeth Therese Jeanne; PILATTE, Isabelle Noelle Constance; BONNET, Pascal Ghislain Andre; EMBRECHTS, Werner Constant Johan; AKKARI, Rhalid; MEERPOEL, Lieven; WO2011/135376; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 930-62-1, The chemical industry reduces the impact on the environment during synthesis 930-62-1, name is 2,4-Dimethylimidazole, I believe this compound will play a more active role in future production and life.

EXAMPLE 42 1-Acetyl-2,4-dimethylimidazole A solution of 9.6 g (0.10 M) of 2,4-dimethylimidazole in 50 ml of chloroform and 50 ml of toluene was stirred at room temperature and 3.6 ml (0.05 M) of acetyl chloride was added via syringe over 1 minute. The mixture was stirred at room temperature for 2 hours, then the mixture was filtered to remove insoluble solids, and the filtrate concentrated leaving 6.9 g (100%) of 1-acetyl-2,4-dimethylimidazole as a white crystalline solid: nmr (CDCl3) (delta): 7.00 (s, 1H); 2.68 (s, 3H); 2.57 (s, 3H); 2.21 (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-Dimethylimidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pfizer Inc.; US4374843; (1983); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 52099-72-6, These common heterocyclic compound, 52099-72-6, name is 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one, 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-Isopropenyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-acetic acid methyl ester N-isopropenyl-2-benzimidazolone (15.0 g, 86.10 mmol), methyl bromoacetate (13.2 g, 86.1 mmol) and potassium carbonate (14.25 g, 103.26 mmol) were stirred in acetonitrile (300 ml) at room temperature overnight. The next day the reaction mixture was filtered and concentrated to give 21.0 g (99% yield) of (3-isopropenyl-2-oxo-2,3-dihydro-benzoimidazol-1-yl)-acetic acid methyl ester as a clear oil: 1H NMR (DMSO-d6) delta 2.13 (s, 3H), 3.69 (s, 3H), 4.74 (s, 2H), 5.17 (s, 1H), 5.38 (s, 1H), 7.05-7.23 (m, 4H); IR (KBr, cm-1) 2955, 1755, 1714, 1493, 757; MS m/e 247 (MH+).

Statistics shows that 1-(Prop-1-en-2-yl)-1H-benzo[d]imidazol-2(3H)-one is playing an increasingly important role. we look forward to future research findings about 52099-72-6.

Reference:
Patent; Yu, Kuo-Long; Wang, Xiangdong; Sun, Yaxiong; Cianci, Christopher; Thuring, Jan Willem; Combrink, Keith; Meanwell, Nicholas; Zhang, Yi; Civiello, Rita L.; US2003/207868; (2003); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 641571-11-1, 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. 641571-11-1, name is 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of chloroanhydride in dry CHCl3 was addedamine R2NH2 (one equivalent) and Et3N (1.5 equivalents). The reaction mixture was stirred atroom temperature. The reaction progress was monitored by TLC. Cold water was added to thereaction mixture. The organic layer was separated from the water. The combined organic layers weredried over Na2SO4, filtered, and concentrated under vacuum. The product was purified by columnchromatography on silica gel.

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, 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kalinichenko, Elena; Faryna, Aliaksandr; Kondrateva, Viktoria; Vlasova, Alena; Shevchenko, Valentina; Melnik, Alla; Avdoshko, Olga; Belko, Alla; Molecules; vol. 24; 19; (2019);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 3012-80-4, name is 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde, 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. Product Details of 3012-80-4

1.00 Mmol of n-methyl benzimidazole-2-formaldehyde (a,0.1700g) adding into a reaction kettle of 15 ml of polytetrafluoroethylene, adding 10 ml of methanol to dissolve, and then adding 0.5 mmol of ferrous chloride (0.0811g), wherein 0.25 mmol of 2-aminomethyl pyridine (b and 26 mu l) is added under the condition of stirring), continuously stirring for 3 minutes, sealing, and putting into a baking oven at the temperature of 140 DEG c for heat preservation for 48 hours, and then slowly cooling to obtain a red blocky crystal (about 10 hours to be reduced to the room temperature)), wherein the yield is 71percent (based on b).

The synthetic route of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangxi Normal University; Zeng Minghua; Zhu Zhonghong; (18 pag.)CN108164566; (2018); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 288-32-4, 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. 288-32-4 name is 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.

This compound was prepared following a literature procedure.22 To a solution of imidazole 19 (1.11 g, 16 mmol) in NaOH (4 M, 60 mL) wasadded a solution of KI (13.3 g, 80 mmol) and I2 (8.88 g, 35 mmol) inH2O (50 mL) dropwise. The resulting mixture stirred at RT for 10 h.After completion monitored by TLC, the mixture was reduced to pH=8with acetic acid, and the resulting white precipitate was filtered andwashed with cold water. The remaining solid was air dried to afford theproduct 20 as a white creamy solid (4.1 g, 80%). m.p. 188-190 C; Rf(hexane/ethyl acetate 1:1): 0.15; 1H NMR (300 MHz, d6-DMSO): delta 7.77(1H, s); 13C NMR (75 MHz, d6-DMSO): delta 141.8, 86.9. The spectroscopicdata matched that reported in the literature.43

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

Reference:
Article; Zhou, Qingqing; Reekie, Tristan A.; Abbassi, Ramzi H.; Indurthi Venkata, Dinesh; Font, Josep S.; Ryan, Renae M.; Munoz, Lenka; Kassiou, Michael; Bioorganic and Medicinal Chemistry; vol. 26; 22; (2018); p. 5852 – 5869;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, molecular formula is C4H6N2S, 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. Recommanded Product: 1-Methyl-1H-imidazole-2(3H)-thione

Dithiafulvalenyl compound 1 (0.2 mmol), mercapto-thiazole 2 (2 mmol, 10 equiv.), and I2 (0.6 mmol, 3 equiv., 152.4 mg) were dissolved in DMSO (3 mL). The reaction mixture was stirred at 25 C for 12 h under N2 atomsphere. Then quenched with a saturated solution of Na2S2O3 and stirred for half an hour, the solution was extracted with dichloromethane (CH2Cl2). The organic layer was separated, and dried over Na2SO4. Then the organic solvent was removed in vacuo to afford the respective thiadiazole-based dithiafulvalene (DTF) derivatives (3), which were purified by column chromatography (silica gel, PE / CH2Cl2) to afford pure substances.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 60-56-0, its application will become more common.

Reference:
Article; Fu, Huimin; Zhao, Bangtun; Zhu, Weimin; Tetrahedron Letters; vol. 60; 2; (2019); p. 124 – 128;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem