Category: 23785-21-9

Electric Literature of 23785-21-9,Some common heterocyclic compound, 23785-21-9, name is Ethyl 1H-imidazole-4-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.

Preparation of intermediate II-30; LiHMDS was added to a -10C solution of ethyl imidazole-4-carboxylate in DMF. After 15 min, o-diphenylphosphinylhydroxylamine (CAS: 72804-96-7) was added in one portion and the mixture was stirred at rt for 6 h. The reaction was quenched with water (an exothermic reaction occcurs) until a clear solution is obtained. The solvents were removed under reduced pressure. The residue was dissolved in water and it was extracted with DCM (x3). Combined organic layers were dried and evaporated. The residue was purified on silica gel (biotage, DCM/MeOH 0 to 10% MeOH) to obtain: 356 mg of desired product, intermediate II-30. Yield 65%.

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-4-carboxylate, its application will become more common.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ HERGUETA, Antonio; MARTIN HERNANDO, Jose Ignacio; RAMOS LIMA, Francisco, Javier; WO2011/89400; (2011); 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. 23785-21-9, name is Ethyl 1H-imidazole-4-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 23785-21-9

Synthesis of Compound 8.1. Into a 100-mL 3-necked round-bottom flask, was placed ethyl lH-imidazole-5-carboxylate (1.4 g, 9.99 mmol, 1.00 equiv) and N,N- dimethylformamide (25 mL) was added. The reaction was cooled in an ice bath and then LiHMDS (IN in tetrahydrofuran) (11 mL, 1.10 equiv) was added. The reaction was stirred at R.T. Then amino diphenylphosphinate (2.8 g, 12.01 mmol, 1.20 equiv) was added at RT. The reaction was stirred for 2 h at 25 C. Then it was concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with dichloromethane/methanol (100: 1). This provided 1.0 g (65%) of ethyl 1 -amino- lH-imidazole-5-carboxylate (8.1) as an off-white solid.

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.

Application of 23785-21-9, 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. 23785-21-9, name is Ethyl 1H-imidazole-4-carboxylate belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Ste -2: (0913) Preparation of ethyl 1-amino-1H-imidazole-5-carboxylate: (0914) [00346] To stirred solution of ethyl 1H-imidazole-5-carboxylate (0.1 g, 0.71 mmol) in N,N-dimethylformamide (10 mL) cooled to -10 C, was added lithium bis(trimethylsilyl)amide (0.78 mL, 0.78 mmol) drop wise and the reaction mixture was stirred at -10 C for 15 min. Then (aminooxy)diphenylphosphine oxide (0.199 g, 0.85 mmol) was added at -10 C and the reaction mixture was stirred at room temperature for 6 h. The reaction mixture was quenched by slow addition of water until the precipitate formed was dissolved to become clear solution. Then it was extracted using ethyl acetate (2 x 50 mL). The combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to afford the title compound ethyl 1- amino-1H-imidazole-5-carboxylate as off white solid (0.1 g, crude). Calculated (M+H): 156.07; Found (M+H): 156.1.

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

Reference:
Patent; LUC THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITE, Frank, S.; FANGER, Christopher; (390 pag.)WO2017/100591; (2017); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

23785-21-9, name is Ethyl 1H-imidazole-4-carboxylate, 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. 23785-21-9

Add 100 g (0.714 mol, 1.0 eq) of imidazole-4-ethyl formate and 1.4 L of dichloromethane to a 2L four-mouth bottle equipped with a mechanical stirring and a thermometer to form a suspension; add 219 g(0.787 mol, 1.1 eq) of triphenylchloromethane and 79.4 g (0.787 mol, 1.1 eq) of triethylamine to the suspension, slowly heat to 2530 C., the liquid turns clear. Continue to stir for 20 h to the reaction finish. Add 200 mL water and stir 30 mins, then standing for layered. Separate the organic phase and extract the water phase by 100 mL dichloromethane. Combine the organic phase and wash it once by 200 mL water. Concentrate the organic phase to get alight yellow oil; then 500 mL diethyl ether is added, a great amount of white solids are generated when the mixed solution is stirred; filter and dry to obtain 269 g 1-trityl -1H-imidazole-4-ethyl formate, with a yield of 98% and a purity of 90% (HPLC).

Statistics shows that 23785-21-9 is playing an increasingly important role. we look forward to future research findings about Ethyl 1H-imidazole-4-carboxylate.

Reference:
Patent; TIANJIN WEIJIE PHARMACEUTICAL CO., LTD; SONG, Honghai; SUN, Zhicun; HUANG, Haiping; ZHANG, Chao; (5 pag.)US2016/272594; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 23785-21-9 name is Ethyl 1H-imidazole-4-carboxylate, 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. 23785-21-9

The starting material for the above process was obtained as follows: A suspension of ethyl imidazole-4-carboxylate (1.4 g), triethylamine (1.2 g) and chloroform (20 ml) was stirred at room temperature while trityl chloride (3.06 g) was added, and the mixture was stirred at room temperature for 1 h. The resulting solution was washed with water, dried and evaporated to dryness under reduced pressure, and the residue was crystallized from a mixture of ethyl acetate and cyclohexane, to give ethyl 1-tritylimidazole-4-carboxylate, mp 163-164.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-imidazole-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Imperial Chemical Industries plc; US4935437; (1990); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

23785-21-9, The chemical industry reduces the impact on the environment during synthesis 23785-21-9, name is Ethyl 1H-imidazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

To a stirred solution of XLIV, (2 g; 14 mmol) in dimethylformide (50 ml) was added trityl chloride (3.98 g; 14 mmol) and triethylamine (1.73 g, 17 mmol) at 0C. The resulting solution was stirred for 12 h at room temperature. The reaction mixture was cooled, concentrated at reduced pressure and diluted with water. The aqueous layer was extracted with ethyl acetate.The combined organic layers were washed with brine, dried over Na2504, filtered and concentrated under vacuum to afford ethyl 1 -trityl- 1 H-imidazole-4-carboxylate as a brown solid (XLV; 3 g, 55% yield). MS (M+1) 383.34.

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

Reference:
Patent; NORGINE B.V.; BAKTHAVATCHALAM, Rajagopal; BASU, Manas Kumar; BEHERA, Ajit Kumar; VENKATESHAPPA, Chandregowda; HEWSON, Christopher Alexander; KADNUR, Sanjay Venkatachalapathi; KALINDJIAN, Sarkis Barret; KULKARNI, Bheemashankar; SAXENA, Rohit; SURESH, Juluri; VISWANATHAN, Vellarkad; ZAINUDDIN, Mohd; DHARSHINIS, Akila Parvathy; KRISTAM, Rajenda; WO2015/97122; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem