Month: July 2021

Synthetic Route of 144690-33-5, 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. 144690-33-5, name is Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Example 5: The reaction part was charged with ethyl 4- (1-hydroxy-1-methylethyl) -2-propyl-1- {4- [2- (trityltetrazol-5-yl) phenyl] 22 g of 5-carboxylate (Formula 4), 3.1 g of sodium hydroxide and 90 mL of ethanol were added and the mixture was stirred at 20 to 25 C for 4 to 5 hours. When the reaction was completed, the reaction solution was concentrated. To the residue were added 50 mL of ethyl acetate and 50 mL of purified water. The mixture was stirred for 1 hour and then layered. The separated organic layer was washed twice with an aqueous solution containing 30 g of salt and 170 mL of purified water. 1 g of activated carbon and 20 g of anhydrous sodium sulfate were added to the organic layer, followed by stirring for 30 minutes to 1 hour, followed by filtration Respectively. After the filtrate was concentrated under reduced pressure, 50 mL of N, N-dimethylacetamide was added to the residue, the temperature was adjusted to 5 to 10 DEG C 4 g of potassium carbonate was added and 6.2 g of 4- (chloromethyl) -5-methyl-1,3-dioxol-2-one (Formula 6) was dissolved in N, N-dimethylacetamide 6 ML was added dropwise, and the mixture was reacted at 45 to 50 C for 4 hours with stirring. When the reaction is completed, the reaction solution is cooled to 20 to 25 After cooling, 220 mL of ethyl acetate, 30 g of salt and 170 mL of purified water were added successively. The organic layer was separated And then washed once more with an aqueous solution containing 30 g of salt and 170 mL of purified water. The organic layer was washed with 1 g of activated carbon, 20 g of sodium was added and stirred for 30 minutes to 1 hour, followed by filtration. The filtrate was concentrated under reduced pressure, and then acetone 100 mL of i-tril was added, and the mixture was stirred at 50 to 55 C for 1 hour. The crystals were cooled to 0 to 5 [deg.] C and stirred for 2 hours. Followed by washing with 50 mL of isopropyl alcohol, followed by drying to obtain 21.6 g (yield: 88%) of tritylolemecanemethoxysilane (formula 1a) Purity 99.97%) was obtained

The chemical industry reduces the impact on the environment during synthesis Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2′-(1-trityl-1H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DONGBANG FTL CO., LTD; Song, Tae Hong; Jung, Hun Suk; Jang, Do Yeon; Moon, Chung Sun; Jung, Hee Jung; (18 pag.)KR101526249; (2015); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 496-46-8, A common heterocyclic compound, 496-46-8, name is Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, molecular formula is C4H6N4O2, 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.

CB[7] was synthesized according to the published procedures[35, 36]. Reaction of glycoluril with formaldehyde in 9 M sulfuric acid at ~ 75 C for 24 h and then at ~ 100 C for12 h yielded a mixture of CB[n]. After the reaction, the mixture was poured into water, acetone was added to produce precipitate. The precipitate was separated by decantation,washed with water/acetone, and filtered. From the acetone/water soluble portion, CB[7] were isolated by fractional crystallization/precipitation and further purified by recrystallizatio.The prepared CB[7] has a purity of 99% and ayield of 24%. Anal. Calc. for C42H42N28O14(M = 1162.96 g/mol): C: 43.34%, H: 3.61%, N: 33.71%, O: 19.26%. Found:C: 42.62%, H: 3.47%, N: 34.47%, O: 18.69%. 1H-NMR(400 MHz, D2O,TMS, ppm): delta5.76(1H, d, H-1 of CB),4.21(1H, d, H-2 of CB), 5.49(1H, s, H-3 of CB).

The synthetic route of 496-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gao, Chuanzhu; Jia, Chunyan; Li, Yamin; Liao, Xiali; Yang, Bo; Zhang, Xinzhong; Zhong, Yunshuang; Journal of Inclusion Phenomena and Macrocyclic Chemistry; (2020);,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, 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. COA of Formula: C4H6N4O

A solution of 5-amino-1H-imidazole-4-carboxamide (35 g, 277 mmol) in MeSO3H (150 mL) and EtOH (560 mL) was stirred at reflux conditions for 2 days, and then concentrated in vacuo. To the resulting residue, water (400 mL) was added and while stirring and cooling (ice/water) sodium hydroxide solution (32 %) was added until pH = 7 was reached. The water layer was saturated with sodium chloride and extracted with DCM (200 mL x 3). The combined organic layers were dried (MgSO4), and filtered. The filtrate was concentrated in vacuo to afford ethyl 5-amino-1H-imidazole-4-carboxylate (13.7 g, 45%) as a white solid.

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

Reference:
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; BOURQUE, Elyse Marie Josee; LANSBURY, Peter, T.; GREENLEE, William, J.; GOOD, Andrew, C.; (309 pag.)WO2017/176961; (2017); A1;,
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Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 39513-26-3, name is 5-Bromo-1,3-dihydrobenzoimidazol-2-one, 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 39513-26-3, HPLC of Formula: C7H5BrN2O

Sodium hydride (60% in mineral oil, 256 mg, 6 4 mmol) was added to a solution of 5- Bromo-1 3-diotahydro-1 ,3-diotahydro-benzoiotarmdazol-2-one (427 mg, 2 mmol) in DMF (20 mL) at room temperature After 10 min, iodomethane (710 mg, 5 mmol) was added dropwise, and the resulting mixture was stirred at room temperature for overnight (15 hrs) The reaction was quenched with water (100 mL) and extracted with ethyl acetate (125 mL x 3) The combined extracts were washed with water (100 mL x2), saturated aqueous NaCI solution (100 mL), dried with MgSO4 After concentration, a pale yellow solid was obtained (539 mg) without further punfication

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, 5-Bromo-1,3-dihydrobenzoimidazol-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; ADAMS, Christopher Michael; CHAMOIN, Sylvie; HU, Qi-Ying; ZHANG, Chun; WO2010/130794; (2010); 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. 2403-66-9, name is 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol

3-(Benzimidazol-2-yl)propan-1-ol (0.40 g, 2.27 mmol) was dissolved in acetonitrile (11 mL) potassium hydroxide (0.15 g, 2.67 mmol) was added, and the mixture was refluxed for 30 min. 2-(Chloromethyl)quinoline (0.40 g, 2.26 mmol) was added, and the mixture was refluxed overnight.

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 2403-66-9.

Reference:
Article; Shelton, Kerri L.; DeBord, Michael A.; Wagers, Patrick O.; Southerland, Marie R.; Williams, Travis M.; Robishaw, Nikki K.; Shriver, Leah P.; Tessier, Claire A.; Panzner, Matthew J.; Youngs, Wiley J.; Bioorganic and Medicinal Chemistry; vol. 25; 1; (2017); p. 421 – 439;,
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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. 1072-63-5, name is 1-Vinyl-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 1072-63-5

[1,1?-(Butane-1,4-diyl)-bis(3-vinylimidazolium)]Br2 ([BVIM]Br2): [BVIM]Br2 was prepared according to the previous report [26]. N-vinylimidazole (18.84 g, 0.20 mol) and 1,4 dibromobutane (0.10 mol) were dissolved in isopropanol (50 mL) at 80 C for 24 h under nitrogen atmosphere. On completion, the white solid of [BVIM]Br2 was obtained after the removing of solvent and washing with THF (yield: 90%). 1H NMR (300 MHz, D2O, TMS) delta (ppm) = 2.00 (s, 2H, -CH2), 4.34 (s, 2H, -CH2), 5.44 (d, 1H, -CH), 5.86 (d, 1H, -CH), 7.18 (m, 1H, -CH), 7.63 (s, 1H, -CH), 7.81 (s, 1H, -CH), 9.11 (s, 1H, -CH).

The synthetic route of 1072-63-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Leng, Yan; Zhang, Weijie; Wang, Jun; Jiang, Pingping; Applied Catalysis A: General; vol. 445-446; (2012); p. 306 – 311;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

5395-50-6, name is 1,3,4,6-Tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 1,3,4,6-Tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione

In a 50 mL flask equipped with a thermometer, 1.31 g (5.0 mmol) of 1,3,4,6-tetrakis (hydroxymethyl) glycoluril,Pyridine 3.90 g (50.0 mmol)And 25 mL of N, N-dimethylformamide.To the resulting mixture was added, under ice cooling,After 5.33 g (50.0 mmol) of methacryloyl chloride was added dropwise,And the mixture was stirred overnight at room temperature.After this,100 mL of water was added to the obtained reaction mixture,Extraction operation was carried out with 100 mL of ethyl acetate.The obtained organic layer was concentrated under reduced pressure,The obtained concentrate was purified by silica gel chromatography (ethyl acetate / hexane = 1/1 (volume ratio)),733 mg of 1,3,4,6-tetrakis (methacryloyloxymethyl) glycoluril was obtained as a colorless liquid.Yield 27%.

The synthetic route of 5395-50-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SHIKOKU CHEMICALS CORPORATION; KUMANO, TAKESHI; TAKEDA, TAKUMA; MIZOBE, NOBORU; (9 pag.)JP2015/57375; (2015); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 57531-37-0, 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. 57531-37-0, name is 2-Chloro-5-nitroimidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 4 Preparation of (S)-2-chloro-1-(2-methyl-2-oxiranylmethyl)-4-nitroimidazole To N,N-dimethylformamide (2.5 ml) solution of (R)-2-methylglycidyl-4-nitrobenzenesulfonate (0.5 g, 96.5percent e.e.) were added 2-chloro-4-nitro-1H-imidazole (0.324 g) and potassium carbonate (0.330 g) at a room temperature. After being stirred the reaction mixture at 50°C for 4 hours, the mixture was cooled to a room temperature, and was poured in water to cease the reaction. Extracted with ethyl acetate, and the extract was washed with water and an aqueous solution being saturated with sodium chloride in this order, then dried over anhydrous magnesium sulfate, and concentrated under a reduced pressure to obtain yellow solid product. The thus obtained yellow solid product was purified by use of a silica gel column chromatography (eluent: n-hexane/ethyl acetate = 7/3), there was obtained (S)-2-chloro-1-(2-methyl-2-oxiranylmethyl)-4-nitroimidazole (0.341 g, yield: 85.6percent) as pale yellow crystals. Melting point: 65.5 – 67.0°C 1H-NMR (CDCl3) delta(ppm): 1.39 (3H, s), 2.62 (1H, d, J=3.6Hz), 2.79 (1H, d, J=3.6Hz), 3.99 (1H, d, J=14.7Hz), 4.38 (1H, d, J=14.7Hz), 7.87 (1H, s). Optical purity: 95.4percent e.e. The optical purity was determined by use of high performance liquid chromatography (HPLC) under the following conditions. Column: CHIRALPAK AD (4.6 mmphi* 250 mm) [manufactured by Daicel Chemical Industries, Ltd.] Moving bed: n-hexane/ethanol = 850/150 Flow velocity: 1.0 ml/minute Detection wave length: 254 nm.

The synthetic route of 2-Chloro-5-nitroimidazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Company, Limited; EP1553088; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 2735-62-8 as follows. category: imidazoles-derivatives

General procedure: 2-(1-Methyl-1H-benzo[d]imidazol-2-yl)acetonitrile (171 mg, 1.0 mmol), t-BuOK (112 mg, 1.0 mmol), and dry THF (5 mL) were stirred for 30 min at room temperature. To the resulting mixture 3-(phenylethynyl)quinoxaline-2-carbonitrile 1a (128 mg, 0.5 mmol) was added by portions. The reaction mixture was stirred for 48 h at room temperature and then evaporated to dryness without heating. The residue was treated with some drops of acetic acid. After evaporation it was mixed with silica gel and purified by flash column chromatography on silica gel (2.5×40 cm) with CHCl3 as the eluent. The first fraction recovered was 1a (32 mg, 25%). The orange fraction was collected and purified additionally by flash column chromatography on Al2O3 (2.5×20 cm) with CHCl3 as the eluent. The orange red fraction with Rf 0.65 gave 5e (48 mg, 24%).

According to the analysis of related databases, 2735-62-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nguyen, Huong T.L.; Gulevskaya, Anna V.; Pozharskii, Alexander F.; Nelina-Nemtseva, Julia I.; Tetrahedron; vol. 70; 31; (2014); p. 4617 – 4625;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 1003-21-0,Some common heterocyclic compound, 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, molecular formula is C4H5BrN2, 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.

Intermediate 43: step b (4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methanone Ethyl magnesium bromide (3.0 M in diethyl ether, 21.5 mL, 64.4 mmol) was added via syringe over a few minutes to a clear colorless solution of 5-bromo-l -methyl- IH-imidazoie (10.4 g, 64.4 nimol) i THF (100 niL) under a. nitrogen atmosphere in an ice bath, A white precipitate formed during the addition. The mixture was removed from the ice bath and was stirred for 20 minutes, then was again cooled i an ice bath before addition of 4-chloro-N-methoxy-A’r-mefhyibenzamide (10.7 g, 53.6 mmol, Intermediate 43: step a). The resulting white suspension was stirred overnight at room temperature. The reaction was quenched by addition of saturated aqueous NH4CI and diluted with water. The mixture was partially concentrated to remove THF and was diluted with DCM. The mixture was acidified to pH 1 with 1 N aqueous HCl, then neutralized with saturated aqueous NaHC(. The phases were separated and the aqueous phase was further extracted with DCM. The organic extracts were washed with water, then were dried (Na2S0 ), filtered, and concentrated, affording a white solid. The crude product was triturated with a mixture of F,tOAc:heptanes (1 : 1 , 150 ml,). The precipitated solid was collected by vacuum filtration, washing with heptanes, to afford the title compound.

The synthetic route of 1003-21-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; LEONARD, Kristi A.; BARBAY, Kent; EDWARDS, James P.; KREUTTER, Kevin D.; KUMMER, David A.; MAHAROOF, Umar; NISHIMURA, Rachel; URBANSKI, Maud; VENKATESAN, Hariharan; WANG, Aihua; WOLIN, Ronald L.; WOODS, Craig R.; FOURIE, Anne; XUE, Xiaohua; CUMMINGS, Maxwell D.; JONES, William Moore; GOLDBERG, Steven; WO2015/57205; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem