Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 3034-38-6, name is 5-Nitro-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 3034-38-6, Product Details of 3034-38-6

Intermediate 1; 1 -Methyl-4-nitro- lH-imidazole4-Nitro-lH-imidazole (2 g, 17.69 mmol) was dissolved in acetonitrile (20 niL) and potassium carbonate (3.67 g, 26.53 mmol) and iodomethane (1.327 mL, 21.22 mmol) were added. The reaction mixture then heated at 650C overnight. The reaction mixture was filtered and the filtrate was concentrated in vacuo leaving a reddish orange solid (3.214 g). This material was purified by ISCO (0-10% MeOEta/DCM). Concentration of the fractions in vacuo provided the title product as a yellow solid (2.071 g). The title product was re-crystalized out of isopropanol leaving an off- white solid (1.564 g). LCMS: 128 [M+Eta]+.

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; CHUAQUI, Claudio, Edmundo; HUANG, Shan; IOANNIDIS, Stephanos; SHI, Jie; SU, Mei; SU, Qibin; WO2010/38060; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 14741-71-0, name is Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate, molecular formula is C11H12N2O2, 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. Quality Control of Ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate

Example 17: Synthesis of Compound 5A [0300] To a suspension of SMI (4.32 g, 25.0 mmol) and SM2 (5.0 g, 25.0 mmol) in ethanol (100 mL) was added SM3 (4.9 g, 50.0mmol) and the mixture was stirred at room temperature for 20 min. The reaction mixture was heated to reflux for 6 h. The mixture was then cooled to 20 C and the precipitate collected by filtration, washed with EtOH, Et20 and dried to give compound 5A (5.0 g, yield=50%, Lot: MC13021-014-03) as a pale yellow solid. LCMS: m/z 390 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14741-71-0, its application will become more common.

Reference:
Patent; HADDACH, Mustapha; WO2015/172123; (2015); 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 705-09-9 as follows. category: imidazoles-derivatives

Step d): 6-(4-chloro-6-(2-(difluoromethyl)-1 H-benzorc l imidazol-1 -yl)-1 ,3,5-triazin-2-yl)-2- oxa-6-azaspiro[3.31 heptane (22).Under nitrogen atmosphere an oven-dried round-bottom flask was charged with compound 21 (73.0 mg, 295 muiotatauiotaomicronIota, 1 .0 eq.) in dry DMF (2 ml_). The solution was cooled down to 0C and potassium carbonate (59.1 mg, 425 muiotatauiotaomicronIota, 1 .4 eq.) and 2-(difluoro- methyl)-1 /-/-benzoimidazole (69.5 mg, 414 muiotatauiotaomicronIota, 1.4 eq.) were added. The reaction mixture was stirred for 30 min at 0C and then for 2 h at RT. The solvent was removed under high vacuum and the remaining residue was purified directly by flash column chromatography (1 % MeOH/DCM) to yield the title compound as a white solid (53.7 mg, 48%). RF: 0.48 (DCM/MeOH, 95:5 v/v); 1H NMR (CDCI3, 400 MHz): delta 8.48 (d, J = 7.6 Hz, 1 H), 7.90 (d, J = 7.2 Hz, 1 H), 7.64 (t, J = 53.6 Hz, 1 H), 7.46-7.44 (m, 2H), 4.90 (s, 4H),4.49 (d, J = 9.6 Hz, 4H).

According to the analysis of related databases, 705-09-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF BASEL; CMILJANOVIC, Vladimir; CMILJANOVIC, Natasa; GIESE, Bernd; WYMANN, Matthias; WO2011/114275; (2011); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 39021-62-0, 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. 39021-62-0, name is 1-Methyl-1H-imidazole-5-carbaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

n-BuLi (2.5 M in hexanes, 0.52 mL, 1.3 mmol) was added dropwise to a solution of 6-bromo-2,4-dichloro-3-(2-chlorophenyl)quinolone (387.5 mg. 1 mmol, Intermediate 2: step c) in dry THF (10 mL) in a 100 mL three necked round bottomed flask at -78 C. under N2. Stirring was continued for 30 minutes then a solution of 1-methyl-1H-imidazole-5-carbaldehyde (110 mg, 1 mmol) in dry THF (10 mL) was added at -78 C. The cooling bath was removed and the mixture was gradually warmed to room temperature and stirred for 2 hours. The mixture was quenched by adding H2O (10 mL) and then extracted with CH2Cl2 (2*50 mL). The combined organic phase was dried over Na2SO4, concentrated to dryness and purified by prep-TLC (developed by CH3OH/CH2Cl2 1:40) to afford the title compound as a white solid. MS (ESI): 418.1 [M+H]+. 1H NMR (300 MHz, CD3OD) delta ppm 8.47 (s, 1H), 8.06 (d, J=8.6 Hz, 1H), 7.98-7.84 (m, 1H), 7.68-7.34 (m, 5H), 6.57 (d, J=3.3 Hz, 1H), 6.17 (s, 1H), 3.71 (s, 3H).

The synthetic route of 1-Methyl-1H-imidazole-5-carbaldehyde 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.; US2015/105372; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 35203-44-2, These common heterocyclic compound, 35203-44-2, name is 1-Propyl-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.

2.2.2 Synthesis of [Ru(eta6-p-cymene)(N-PrIm)Cl2] (2) The [Ru(eta6-p-cymene)(N-PrIm)Cl2] was synthesized following the literature method of Vock et al [10] . To a suspension of [Ru-(eta6-p-cymene)Cl2]2 (0.199?g, 0.326?mmol) in toluene (30?mL), N-Propylimidazole (0.0756?mL, 0.652?mmol) was added at room temperature. The resulting mixture was heated and refluxed for 3?h. After, the mixture was cooled, and the precipitate was filtered. Crystals suitable for X-ray structure analysis were obtained from toluene filtrate (109.5?mg, yield: 40.32percent). Melting point?=?198?°C. Anal. Cal. for C16H24N2Cl2Ru (Mw?=?416.34) C: 46.16, H: 5.81, N: 6.73; found: C: 46.66, H: 5.69, N: 6.58percent. 1HNMR (200?MHz, CDCl3): delta(ppm) 0.93 (t, 3H, 3″-H3), 1.28 (d, 6H, 1-CH(CH3)2), 1.70-1.89 (m, 2H, 2″-H2), 2.19 (s, 3H, 4-CH3), 2.97 (sept, 1H, 1-CH(CH3)2), 3.85 (t, 2H, 1″-H2), 5.24 (d, 2H, 2-H, 6-H), 5.44 (d, 2H, 3-H, 5-H), 6.88 (t, 1H, 4′-H), 7.32 (t, 1H, 5′-H), 7.90 (t, 1H, 2′-H). 13CNMR (50?MHz, CDCl3): delta(ppm) 11.02 (C-3″), 18.51 (4-CH3), 22.28 (1-CH(CH3)2), 23.92 (1-CH(CH3)2), 30.71 (C-2″), 49.89 (C-1″), 81.39 (C-2, C-6), 82.67 (C-3, C-5), 97.36 (C-4), 102.54 (C-1), 119.36 (C-4′), 132.16 (C-5′), 139.78 (C-2′). IR (KBr, pellet): nu (cm-1) 3143, 3110, 3044 (nu=CH), 2958, 2931, 2874 (nuCH), 1618 (nuC=N), 1533, 1520, 1498 (nuC=C). UV-Vis (H2O, C?=?10-4 M): lambdamax/nm (epsilon/L mol-1 cm-1): 254 (3005.21), 307 (1865.98) and 393 (1123.65).

Statistics shows that 1-Propyl-1H-imidazole is playing an increasingly important role. we look forward to future research findings about 35203-44-2.

Reference:
Article; Djuki?, Maja; Jeremi?, Marija S.; Jeli?, Ratomir; Klisuri?, Olivera; Koji?, Vesna; Jakimov, Dimitar; Djurdjevi?, Predrag; Matovi?, Zoran D.; Inorganica Chimica Acta; vol. 483; (2018); p. 359 – 370;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 24134-09-6, 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. 24134-09-6, name is 5-Bromo-1,2-dimethyl-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 2-disubstituted 1-methyl-1H-imidazole 1 (1 mmol) in DMF (5 mL), NBS(169 mg, 0,95 mmol) was added and the resulting reaction mixture was stirred in the dark at room temperature for 3h. Then, Pd(PPh3)2Cl2 (14 mg, 0.02 mmol, 2 mol%), CuI (8 mg, 0.04mmol, 4 mol%), an alkyne 3 (1,1 mmol) and piperidine (300 muL, 255 mg, 3 mmol) were added and the resulting reaction mixture was stirred at 80C (when trimethylsilylacetylene was employed as the alkyne, the reaction was carried out at 50C) for 3 h. The reaction mixture was diluted with EtOAc (100 mL), then saturated aqueous NH4Cl (100 mL) was added. The resulting mixture was stirred for 30 minutes and extracted with EtOAc (3x 25mL). The organic extracts were washed with water (3 x 25 mL) and brine (1 x 25 mL), driedover anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatogaraphy on silica gel. This procedure was employed to prepare compounds 4a-l. GLC analysis showed that all these compounds had chemical purity higherthan 98%.

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-1,2-dimethyl-1H-imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bellina, Fabio; Lessi, Marco; Marianetti, Giulia; Panattoni, Alessandro; Tetrahedron Letters; vol. 56; 25; (2015); p. 3855 – 3857;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 3034-50-2, The chemical industry reduces the impact on the environment during synthesis 3034-50-2, name is Imidazole-4-carbaldehyde, I believe this compound will play a more active role in future production and life.

A 1 litre flask was charged with 1 H-imidazole-4-carbaldehyde (14 g, 146 mmol) and absolute ethanol (240 mL). Then 2-(benzylamino)ethanol (20.8 mL, 146 mmol) wasadded and the white suspension turned slowly into a yellow solution after 3 h The mixture was then cooled in an ice-bath and sodium triacetoxyborohydride (93 g, 437 mmol) was added portionwise. The mixture was then stirred overnight at room temperature. Water was added and the mixture was partially concentrated. After neutralising to pH -7 with 1 M aqueous NaOH, the aqueous phase was rinsed twicewith ethyl acetate, then it was basified further to pH 14. The aqueous layer was then extracted with thrice with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered and evaporated to dryness to give the title compound (26.9 g), which was directly used in the next step.1H NMR (ODd3) 67.52 (s, 1H), 7.37-7.18 (m, 6H), 6.87 (s, 1H), 3.69 (s, 2H), 3.68- 3.58 (m, 5H), 2.70 (t, J = 5.1 Hz, 2H).LC/MS: m/z 232 [M+H].

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, Imidazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE S.A.; DIAZ-FERNANDEZ, Jose Luis; ALMANSA-ROSALES, Carmen; NIECZYPOR, Piotr; WO2015/91795; (2015); 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. 15813-09-9, name is 4,5-Diiodo-1H-imidazole, A new synthetic method of this compound is introduced below., Recommanded Product: 4,5-Diiodo-1H-imidazole

(2) The product of the previous step (4-iodo-1H-imidazole and a little diiodo-substituted imidazole, 78 kg)60 kg of isopropyl alcohol and 240 kg of water were added,Adding 67.5 kg of sodium sulfite,Reflux reaction to raw material disappears.Cooled and filtered (the filtrate used as solvent in the next batch, no emissions)Extraction (using ethyl acetate extraction),Concentration under reduced pressure gave the compound 4-iodo-1H-imidazole (38 kg, purity was 99.2% by high performance liquid phase).

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; Hangzhou Lide Biological Technology Co., Ltd.; Ren Guobao; Wu Yan; Li Chuanbin; (5 pag.)CN106674121; (2017); A;,
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. 312-73-2, name is 2-(Trifluoromethyl)-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., SDS of cas: 312-73-2

General procedure: A flame-dried round-bottomed flask was charged with 3-bromoisocoumarine (0.13 mmol) azole (1.2 eq), Pd2(dba)3 (5mol %), Xantphos (10 mol %) and K2CO3 (2.0 eq) in dry toluene (1.0 mL). The mixture was heated under nitrogen atmosphere at 80 C for 12h. After completion of the reaction as indicated by TLC, the mixture was cooled to room temperature and solvent removed under reduced pressure. The crude residue was purified by flash column chromatography on silica gel to afford the corresponding product.

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; Simic, Milena; Paunovic, Nikola; Boric, Ivan; Randjelovic, Jelena; Vojnovic, Sandra; Nikodinovic-Runic, Jasmina; Pekmezovic, Marina; Savic, Vladimir; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 235 – 239;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 57531-37-0, name is 2-Chloro-5-nitroimidazole, molecular formula is C3H2ClN3O2, 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. SDS of cas: 57531-37-0

A solution of 2,4 ‘ -dibromoacetophenone (5 g, 18 mmol), 2-chloro-4-nitro- lH-imidazole (4 g, 27 mmol, 1.5 equiv.) and K2CO3 (3.73 g, 27 mmol, 1.5 equiv) in CH3CN (180 mL) was stirred at 60 0C for 2h. The reaction mixture was cooled to rt, and the solids precipitates were filtered. The precipitates were washed with water and the filtered mixture of organic solvents and water were separated. The organic layers were concentrated and recrystalized with acetone to provide 5.5 g (15.99 mmol, 89percent) of brown solid. ESI MS m/z 346 (M + H+) with bromine doublet pattern.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57531-37-0, its application will become more common.

Reference:
Patent; GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT; WO2009/120789; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem