Tag: M.W=100-200

These common heterocyclic compound, 60-56-0, name is 1-Methyl-1H-imidazole-2(3H)-thione, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity,

Add 1-methyl-2-mercaptoimidazole (0.23 g, 2.04 mmol) to a 150 mL round bottom flask with potassium carbonate as the base(0.32g, 2.35mmol), acetonitrile was stirred at 70 C for 30 minutes, then cooled to room temperature and then added to compound III.(0.

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 60-56-0.

583-39-1, 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

Benzimid-azole-2-thione 1 (1.50 g, 10 mmol) and morpholine (0.87 ml, 0.87 g, 10 mmol) were dissolved in 2-PrOH (30 ml); 37% aqueous formaldehyde (0.90 ml, 12 mmol) was added, and the mixture was refluxed for 3 h (precipitate formed almost immediately). Th

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Reference:
Article; Bespalov; Gorchakova; Ivanov; Kuznetsov; Kuznetsova; Pankova; Prokopenko; Avdontceva; Chemistry of Heterocyclic Compounds; vol. 50; 11; (2015); p. 1547 – 1558;,
Author Jessica.FPosted on November 18, 2020Categories 583-39-1, imidazoles-derivativesTags M.W=100-200

These common heterocyclic compound, 71759-89-2, name is 5-Iodo-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

General procedure: Method A: In a20 mL microwave Biotage tube, a mixture of 4-iodo-1H-imidazole(1a) (0.194 g, 1.0 mmol), a boronic acid 2(2.0 mmol), CsF (0.456 g,3.0 mmol), PdCl2(dppf)(0.041 g, 0.05 mmol) and BnEt3NCl(0.011 g, 0.05 mmol) in toluene(7 mL)

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 71759-89-2.

Reference:
Article; Vichier-Guerre, Sophie; Dugue, Laurence; Pochet, Sylvie; Tetrahedron Letters; vol. 55; 46; (2014); p. 6347 – 6350;,
Imidazole – Wikipedia,
Author Jessica.FPosted on November 18, 2020Categories 71759-89-2, imidazoles-derivativesTags M.W=100-200

Adding some certain compound to certain chemical reactions, such as: 827-43-0, name is 4-Methyl-2-phenyl-1H-imidazole, 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 827-43-0. 827-43-0

To a solution of 4-methyl-2-phenylimidazole (111, 15.8 g) in dimethylformamide (100 ml) is added sodium hydride. (4.4 g, 60% in mineral oil) in small portions. After the addition is complete, the mixture was stirred for an additional 20 min and treated with 1-iodobutane (18.8 g). The reaction is fitted with a reflux condensor and heated at 100 C. for 12 h. The cooled reaction mixture is partitioned between water (300 ml) and diethyl ether (300 ml). The organic layer is washed with water (3¡Á200 ml), dried (Na2SO4) and concentrated to provide 20.5 g of N-butylimidazoles. Analysis by 1H-NMR and GC-MS revealed mixture of 1-butyl-2-phenyl-4-methylimidazole (112) and 1-butyl-2-phenyl-5-methylimidazole in a ratio of 11.5/1. The mixture was carried on to the next step without purification.

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 4-Methyl-2-phenyl-1H-imidazole.

Reference:
Patent; Neurogen Corporation; US6723743; (2004); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The chemical industry reduces the impact on the environment during synthesis 51605-32-4, name is Ethyl 5-methyl-1H-imidazole-4-carboxylate, I believe this compound will play a more active role in future production and life. 51605-32-4

a) 4-methylimidazole-5-carboxylic Acid Following the procedure of Example 1(g), except substituting ethyl 4-methylimidazole-5-carboxylate for N-(4-pyridinylmethoxycarbonyl)-L-leucine methyl ester, the title compound was prepared as a white solid (0.428 g, 52%). MS (ESI): 126.8 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 51605-32-4. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Halbert, Stacie Marie; Michaud, Evelyne; Thompson, Scott Kevin; Veber, Daniel Frank; US2002/49316; (2002); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

35203-44-2, 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 35203-44-2 as follows.

Take a 100 mL two-necked flask, add N-propyl imidazole (2.64 g, 18.0 mmol), 35 mL toluene,3-Bromopropylphenylethoxyphosphine oxide (6.26 g, 20.0 mmol) was added dropwise with heating and stirring;The reaction was performed at 85¡ãC for 6 h and cooled to room temperature. Pour out the upper toluene,Add 100mL of deionized water 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) (5.60 g, 18.0 mmol) was refluxed under the action of sodium for 24 h.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 dried under vacuum at 70¡ã C. for 3 h to give 12.50 g of pale yellow viscous liquid (94percent yield).

According to the analysis of related databases, 1-Propyl-1H-imidazole, the application of this compound in the production field has become more and more popular.

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

50995-95-4,Some common heterocyclic compound, 50995-95-4, name is 2-Propylimidazole, 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.

11. 4-(2-Propylimidazol-1-yl)benzyl alcohol Prepared from 2-propylimidazol and ethyl 4-fluorobenzoate. MW: 216.29 1 H NMR (CDCl3) delta: 7.60-7.80(m, 6H), 4.80(s, 2H), 2.70-2.45 (m, 2H), 2.00-1.50(m, 3H), 1.00-0.70(m, 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-Propylimidazole, its application will become more common.

Reference:
Patent; Pfizer Inc.; US5753682; (1998); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common heterocyclic compound, 10364-94-0, name is (1H-Imidazol-1-yl)(phenyl)methanone, molecular formula is C10H8N2O, 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. 10364-94-0.

General procedure: In a round bottomed flask 0.01 mol (1.36 g) phenyl acetic acid and 0.012 mol (1.94 g) of CDI were added. The reaction mixture was mixed and grinded with a spatula. CO2 gas starts releasing with increase in temperature and solid reaction mixture was turned to pale yellow liquid within 5 min. 0.001 mol (0.1 g) Imidazole. hydrochloride, 0.01 mol (0.87 g) of morpholine, and 1 mL of water were added to it. The reaction mixture was kept at room temperature for another 10 min. Dilute hydrochloride solution was added to it and the aqueous layer was washed with ethyl acetate. The organic layer was dried over anhydrous Na2SO4 and concentrated to give pure product.

The synthetic route of (1H-Imidazol-1-yl)(phenyl)methanone has been constantly updated, and we look forward to future research findings.

Reference:
Article; Verma, Sanjeev K.; Ghorpade, Ramarao; Pratap, Ajay; Kaushik; Tetrahedron Letters; vol. 53; 19; (2012); p. 2373 – 2376;,
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 2302-25-2 as follows. 2302-25-2

To a solution of 4-bromo-7H-imidazole (lg, 6.80 mmol) in DMF (20 ml) was added NaH (0.272 g, 6.80 mmol) at 0 C. The mixture was stirred for 10 minutes, tert-butyl (3- bromopropyl)carbamate (1.62 g, 6.80 mmol) was added. The solution was stirred at room temperature for 2 hours and then heated at 50C for 1 hour. The mixture was quenched with water (50 ml) and extracted with EtOAc (3×20 ml). The organic layer was washed with water (30mL), brine (30mL) and dried over Na2SC”4. The solvent was removed under vacuum. The residue was purified by column chromatography on silica gel (Redi 40g gold column), and eluted with EtOAc/Hexane (0-100%, 6cv; 100%, lOcv) to give the title compound. LC-MS [M + H]+: m/z 304.19. 1HNMR (500 MHz, CDC13) delta 7.40 (s, 1 H); 6.94 (s, 1 H); 4.67 (s, 1 H); 3.98 (t, J = 7.0 Hz, 2 H); 3.17 (d, J = 7.5 Hz, 2 H); 1.98 (p, J = 6.8 Hz, 2 H); 1.47 (s, 9 H).

According to the analysis of related databases, 2302-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; LIU, Weiguo; DING, Fa-Xiang; SUN, Wanying; ZANG, Yi; PAN, Weidong; OGAWA, Anthony; BROCKUNIER, Linda; HUANG, Xianhai; WANG, Hongwu; MAL, Rudrajit; BIFTU, Tesfaye; PARK, Min; GUO, Yan; JIANG, Jinlong; CHEN, Helen; PLUMMER, Christopher, W.; (258 pag.)WO2017/106064; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

33543-78-1,Some common heterocyclic compound, 33543-78-1, name is Ethyl 1H-imidazole-2-carboxylate, molecular formula is C6H8N2O2, 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.

Description 45; Ethyl 1-(4-formylphenyl)-1H-imidazole-2-carboxylate (D45); Ethyl imidazole-2-carboxylate (140mg, 1. Ommol), 4-formylbenzeneboronic acid (300mg, 2.0mmo.) and catalyst [Copper(OH).TMEDA] 2CI2 (46mg, 0.1 Ommol) were dissolved in 1 ,2-dichloroethane (5ml) and heated to 60¡ãC under an O2 atmosphere for 2Oh. The mixture was diluted with DCM, filtered through Celite and evaporated to dryness. The crude residue was purified by column chromatography on silica, eluting with a 0-5percent [2M NH3 in MeOH]/DCM gradient to give the title compound (152mg). deltaH (CDCI3, 250MHz) 1.32 (3H, t), 4.32 (2H, q), 7.22 (1 H, s), 7.34 (1H, s), 7.52 (2H, d), 8.01 (2H, d), 10.11 (1H, s). MS (ES): MH+ 245.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2007/7018; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem