Tag: M.W=100-200

68282-53-1, Adding some certain compound to certain chemical reactions, such as: 68282-53-1, name is 5-Methyl-1H-imidazole-4-carbaldehyde, 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 68282-53-1.

COMPOUND 12.1. 20: 4- {5. 8-DIMETHOXY-2-rf4-METHYL-l-IMIDAZOL-5- YL)METHYL]-1,2,3,4-TETRAHYDROISOQUINOLIN-1-YL}-N,N- DIETHYLBENZAMIDE; INTERMEDIATE 5.1. 10 (115 mg, 0.31 mmol) and 4-methyl-5- imidazolecarbaldehyde (108 mg, 0.62 mmol) were dissolved in DCE (5.0 mL). After stirring for 10 min at room temperature, sodium triacetoxyborohydride (197 mg, 0.93 mmol) was added and the mixture was stirred for 18 h at room temperature. DCM and 1 M sodium hydroxide solution were added and the mixture was passed through a Whatman 1PS silicon-treated filter paper. The organic phase was evaporated and the crude product was purified by flash chromatography to yield the product (103 mg, 0. 20 mmol, 65%).’H NMR (500 MHz, CDC13) : 8 0. 99, 1.18 (2 brs, 6H), 2.58-2. 74, 3.17-3. 50 (2 m, 8H), 3.32, 3.35 (2 s, 6H), 3.44, 3.65 (2 d, J 12.0 Hz, 2H), 5.05 (s, 1H), 6.51, 6.63 (2 d, J 9. 0 Hz, 2H), 6.87 (s, 1H), 7.00, 7.14 (m, 4H), 7. 21 (m, 5H), 7.80 (d, J 3. 5 Hz, 2H).

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 68282-53-1.

Reference:
Patent; ASTRAZENECA AB; WO2005/61484; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of 6775-40-2,Some common heterocyclic compound, 6775-40-2, name is 5-Phenyl-1H-imidazol-2-amine, molecular formula is C9H9N3, 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: An equimolar mixture (1.0 mmol) of thecorresponding 2-amino-4-arylimidazole 1, aromatic aldehyde 2and Meldrum?s acid 3 was refluxed in iPrOH (3 mL) for3-5 min. After cooling, the solid products 4 were filtered off,washed with iPrOH and dried on air. 4a: colourless solid, 77%;mp 243-245 C; IR (KBr, cm-1) nu: 3404-2800 (NH2, NH, OH),1684 (C=O); 1H NMR (200 MHz, DMSO-d6) delta 12.27 (br s, 2H,NH, OH), 7.61-7.49 (m, 2H, Harom), 7.48-7.31 (m, 5H, Harom),7.27-7.01 (m, 5H, NH2,, Harom), 5.48 (s, 1H, CH), 1.51 (s, 6H,CH3); 13C NMR (125 MHz, CDCl3) delta 166.8 (C=O), 146.6(C-OH), 144.0, 129.4, 128.9, 128.4, 128.3, 127.5, 127.4, 127.2,125.9, 121.1, 100.6, 76.0 (C=COH), 35.1 (CH), 26.4 (CH3),25.9 (CH3); MS (m/z) (%): 289 (76), (391 [M+?] – 44 -58), 247(53), 159 (36), 104 (19), 77 (8), 44 (39), 43 (100); anal. calcdfor C22H21N3O4 (391.5) C, 67.52; H, 5.37; N, 10.74; found: C,68.77; H, 5.93; N, 10.79.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Phenyl-1H-imidazol-2-amine, its application will become more common.

Reference:
Article; Lipson, Victoria V.; Pavlovska, Tetiana L.; Svetlichnaya, Nataliya V.; Poryvai, Anna A.; Gorobets, Nikolay Yu.; Van Der Eycken, Erik V.; Konovalova, Irina S.; Shiskina, Svetlana V.; Borisov, Alexander V.; Musatov, Vladimir I.; Mazepa, Alexander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1032 – 1045;,
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. 1615-14-1, name is 2-(1H-Imidazol-1-yl)ethanol, A new synthetic method of this compound is introduced below., Computed Properties of C5H8N2O

Add sodium hydride (0.79 g; 1.1 equiv; 19.75 mmoles) slowly to a 0 C. solution of 1H-imidazole-1-ethanol (2.01 g; 1.0 equiv; 17.93 mmoles) in tetrahydrofuran (90 mL). Stir for 1 hour, then add acetic acid, bromo-, 1,1-dimethylethyl ester (4.03 mL; 1.49 equiv; 26.76 mmoles) dropwise at 0 C. Warm the solution to ambient temperature and stir for 3 hours, then add 250 mL saturated aqueous sodium bicarbonate solution. Extract the mixture with dichloromethane (3*150 mL). Wash the combined organic extracts with brine (100 mL), dry over sodium sulfate, filter, and concentrate to afford the crude product. Purify this residue by column chromatography (0 to 20% methanol in dichloromethane) to afford tert-butyl 2-(2-imidazol-1-ylethoxy)acetate (0.85 g; 21%) as a viscous yellow-brown oil: MS (m/z): 227(M+1).

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; Eli Lilly and Company; Beauchamp, Thomas James; Dao, Yen; Jones, Spencer Brian; Norman, Bryan Hurst; Pfeifer, Lance Allen; US2014/200231; (2014); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 35203-44-2,Some common heterocyclic compound, 35203-44-2, name is 1-Propyl-1H-imidazole, molecular formula is C6H10N2, 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 a 100 mL two-necked flask, add N-propyl imidazole (2.17 g, 19.0 mmol), 35 mL toluene,3-Bromopropyldiphenylphosphine oxide (6.46 g, 20.0 mmol) was added dropwise with heating and stirring; the reaction was carried out at 85°C for 8 h and cooled to room temperature. The upper layer of toluene is poured out, and 100 mL of deionized water is added to dissolve the product to obtain an aqueous phase.The aqueous phase was washed with an EtOAc_PE=3:1 organic phase (30 mL x 4) to separate the aqueous phase two;Di(2-ethylhexyl)phosphate (P204) (6.12 g, 19.0 mmol) was refluxed for 23 h under sodium.The resulting sodium salt was dissolved in dichloromethane and the previously separated aqueous phase was stirred at room temperature for 3 h.Add 50 mL of CH2Cl2 and stir to separate the organic phase. Wash the organic phase with deionized water (20 mL x 5)Separate the organic phase two, add anhydrous Na2SO4 to dry the organic phase two, filter,The majority of CH2Cl2 was evaporated under reduced pressure and vacuum dried at 70°C for 3 hours.The pale yellow viscous liquid was 10.93 g (yield 90percent),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Propyl-1H-imidazole, its application will become more common.

Reference:
Patent; Ningbo University; Wang Junping; Liang Hongze; Feng Da; Zhao Jieying; Kang Xinchun; Zhang Xiaozhen; Shen Fei; Huang Feilong; (21 pag.)CN104945435; (2018); B;,
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. 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, A new synthetic method of this compound is introduced below., Formula: C7H5ClN2

Step3: Under nitrogen protection,2-Chlorobenzimidazole (1.41 g, 9.2 mmol) was added to the reaction vessel.Phenylboronic acid (1.02 g, 8.4 mmol),Tetrakistriphenylphosphine palladium (0.09g, 0.08mmol),Potassium carbonate (3.48g, 25.2mmol),Toluene 60mL, ethanol 20mL and distilled water 20mL,Stir at 120 ° C for 3 h.After the end of the reaction, the reaction was quenched with distilled water, ethyl acetate was extracted, and the organic layer was dried over MgSO..The solvent was removed by distillation under reduced pressure.After purification by silica gel column chromatography, Intermediate 75-3 (1.22 g, 75percent) was obtained.

The synthetic route of 4857-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Dong Xiuqin; Cai Hui; (34 pag.)CN108409667; (2018); A;,
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. 1003-21-0, name is 5-Bromo-1-methyl-1H-imidazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Bromo-1-methyl-1H-imidazole

General procedure: To a solution 5-bromo-1-methyl-(1H)-imidazole (180mg, 1.13 mmol) in THF (10 mL) HMPA (Hexamethylphosphoramide)was added (130 mg, 0.75 mmol) followed by t-BuLi (170 mg, 2.6 mmol) at -78oC, the resulted mixture wasallowed to stir at rt for 1 h. Then it was cooled back to -78oCand amidosulphone 4a-4j (0.75 mmol) was added in THF (5mL) slowly. The reaction mixture was slowly allowed to stirat rt for 2 h. Then, the reaction mixture was quenched withNH4Cl and extracted into EtOAc. The combined organiclayers were dried over Na2SO4 and distilled in vacuum to getcrude compounds 5a-5j and were purified by column chromatography using 5 % MeOH in DCM to get the final compounds5a-5j with 59-65 % yield.

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 1003-21-0.

Reference:
Article; Thripuram, Vijaya Durga; Bollikolla, Hari Babu; Mule, Siva Nagi Reddy; Battula, Sailaja Kumari; Ala, Vasu Babu; Letters in Organic Chemistry; vol. 15; 7; (2018); p. 569 – 574;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reference of 4857-06-1,Some common heterocyclic compound, 4857-06-1, name is 2-Chloro-1H-benzo[d]imidazole, molecular formula is C7H5ClN2, 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.

[0267] To a solution of 2-chloro-1H-benzo[d]imidazole (916 mg, 6 mmol) in 10 mL of dry DMF, which was cooled to 0 C., was careffilly added NaH (240 mg, 10.8 mmol) in small portions. The mixture was stirred for 15 minutes at this temperature. Then, methyl iodide (0.41 mL, 6.6 mmol) was added under continuous stirring for an additional 15 minutes. When thin layer chromatography (TLC) showed full conversion, the mixture was poured into 60 mL of water and a white solid precipitated. The precipitate was collected by filtration and dried in vacuo to obtain 2a 650 mg (65%) of pure product as a white solid. ?H NMR (400 MHz, DMSOd 5) oe 7.62-7.54 (m, 2H), 7.34-7.27 (m, 1H), 7.27-7.20 (m, 1H), 3.80 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-1H-benzo[d]imidazole, its application will become more common.

Reference:
Patent; BAYLOR COLLEGE OF MEDICINE; O’Malley, Bert W.; Lonard, David Michael; Wang, Jin; Xu, Jianming; Chen, Jianwei; (47 pag.)US2017/290830; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 57667-50-2, 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. 57667-50-2, name is 1-Propyl-1H-benzo[d]imidazol-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

1 ,3-bis(1 -Propyl-1 H-benzo[d]imidazol-2-yl)urea (1 9a) and 1 0-propyl-3-(1 -propyl-1 H-benzo[d]-imidazol2-yl)benzo[4,5]imidazo[1,2-a][1,3,5]triazine-2,4(3H,1OH)-dione (9b) were obtained in 8% (16.0 mg,0.045 mmol) and 12% (0.027 g, 0.067 mmol) yield respectively via a reaction of 1-propyl-1H- benzo[d]imidazol-2-amine (20a) (0.200 g, 1.141 mmol), 4-nitrophenylchloroformate (0.127 g, 0.628 mmol) and DIPEA (0.258 mL, 1.484 mmol) in CH2CI2 (4.0 mL) at room temperature. Reaction time 16h. 1,3-bis(1-Propyl-1H-benzo[d]imidazol-2-yl)urea (19a) White solid ; m.p. 178 o 1H-NMR (400 MHz, CDCI3): : 7.30-7.29(m, 2H), 7.13-7.09(m, 6H), 4.02(t, 4H, J= 7.20 Hz), 1.78(d, 4H, J= 7.60 Hz),0.88 (t, 6H, J = 7.60 Hz). 1 0-propyl-3-(1 -propyl-1 H-benzo[d]imidazol-2-yl)benzo[4,5]imidazo[1 2- a][1 ,3,5]triazine-2,4(3H,1OH)-dione (9b). Colorless solid; m.p. 222 C. 1H-NMR (400 MHz, DMSO-d6):: 8.01 (d, 1H, J = 7.60 Hz), 7.75 (d, 1H, J = 8.00 Hz), 7.71 -7.67 (m, 2H), 7.54-7.49 (t, 2H, J = 8.00 Hz), 7.41-7.28(m, 3H), 4.21-4.04(m, 4H), 1.91-1.81 (m, 2H), 1.79-1.69(m, 2H), 1.00(t, 3H, J= 7.20 Hz), 0.87 (t, 3H, J = 7.20 Hz).

The chemical industry reduces the impact on the environment during synthesis 1-Propyl-1H-benzo[d]imidazol-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITEIT ANTWERPEN; MAES, Bert; WYBON, Clarence; CHEN, Chen; BHEETER, Charles Beromeo; SERGUEEV, Serguei; (88 pag.)WO2017/46133; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 16042-25-4,Some common heterocyclic compound, 16042-25-4, name is 2-Imidazolecarboxylic acid, molecular formula is C4H4N2O2, 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 0.351 g of imidazole-2-carboxylic acid (3.13 mmol) in 15 ml DMF were added 0.508 g of CDI (3.13 mmol) and 0.43 ml triethylamine (3.13 mmol), and the mixture stirred at ambient temperature for 1 h. Then the mixture was refluxed for 30 min. After cooling to ambient temperature, 0.5 g of 2-methoxy-5-(tetrahydro-pyran-4-yl)-phenylamine (2.4 mmol) was added and the reaction mixture was heated to reflux for 16 h. The mixture was evaporated and the residue taken up in water (40 ml) and extracted 3 times with methylene chloride. The combined organic phases were tried on sodium carbonate, evaporated and the residue was stirred in hot ethyl acetate. After filtration and trying 0.42 g 1H-Imidazole-2-carboxylic acid [2-methoxy-5-(tetrahydro-pyran-4-yl)-phenyl]-amide (57%) were obtained as a yellow solid; M.p.: 227-228 C.

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

Reference:
Patent; Flohr, Alexander; Jakob-Roetne, Roland; Norcross, Roger David; Riemer, Claus; US2004/229862; (2004); A1;,
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. 15965-31-8, name is 5-Chloro-1H-imidazole belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: imidazoles-derivatives

A stirred suspension of 4-chloro-lH-imidazole (9.75 mmol, 1.0 g) , 2-chloro-5-nitropyridine (9.75 mmol, 1.54 g) and potassium carbonate (11.70 mmol, 1.61 g) in DMF (10 mL) was heated at 80 C for 3 hours. The mixture was cooled to room temperature and water was added. The resulting precipitate was filtered, washed with water and dried to give crude 6- ( 4-chloroimidazol-l-yl ) -3- nitropyridine (1.94 g, 89%).

The synthetic route of 15965-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONO PHARMACEUTICAL CO., LTD.; SAITO, Tetsuji; HIGASHINO, Masato; KAWAHARADA, Soichi; LEWIS, Arwel; CHAMBERS, Mark Stuart; RAE, Alastair; HIRST, Kim Louise; HARTLEY, Charles David; WO2015/115673; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem