Category: 10111-08-7

Electric Literature of 10111-08-7, 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. 10111-08-7 name is Imidazole-2-carboxaldehyde, 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.

General procedure: To a solution of 1H-imidazole-2-carbldehyde (13 mmol) and potassium carbonate (16 mmol) in DMF (13 mL) was added alkyl bromide (16 mmol), and the reaction mixture was stirred at 50 C for 6 h. The inorganic solids were removed by filtration, and the filtrate was diluted with water and extracted with diethyl ether. The combined organic extracts were dried over anhydrous magnesium sulfate, and the volatile components were evaporated under vacuum to give the respective product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Imidazole-2-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Samaan, Nawras; Zhong, Qiu; Fernandez, Jayjoel; Chen, Guanglin; Hussain, Ali M.; Zheng, Shilong; Wang, Guangdi; Chen, Qiao-Hong; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 123 – 131;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, molecular formula is C4H4N2O, 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. Recommanded Product: Imidazole-2-carboxaldehyde

Compound 234.1. lH-Imidazole-2-carbonitrile. Into a 1-L round-bottom flask, was placed a solution of lH-imidazole-2-carbaldehyde (5 g, 52.04 mmol) in NN- dimethylformamide (200 mL). Triethylamine (10.8 mL, 77.97 mmol), hydroxylamine hydrochloride (3.95 g, 56.84 mmol, 1.10 equiv), 1-propanephosphonic anhydride solution and 2,4,6-tripropyl-l,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide solution (T3P) (36.4 g, 114.40 mmol) were added to the reaction. The reaction mixture was stirred for 4h at 100 C, cooled and then quenched with 500 mL of water/ice. The aqueous phase was extracted with 3 x 1L of ethyl acetate, then the combined organic layers was washed with 2 x 1L of brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1/2) as eluent to furnish 2 g (41%) of the title compound as an off-white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 10111-08-7, its application will become more common.

Reference:
Patent; 3-V BIOSCIENCES, INC.; HEUER, Timothy Sean; OSLOB, Johan D.; MCDOWELL, Robert S.; JOHNSON, Russell; YANG, Hanbiao; EVANCHIK, Marc; ZAHARIA, Cristiana A.; CAI, Haiying; HU, Lily W.; WO2015/95767; (2015); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 10111-08-7,Some common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, molecular formula is C4H4N2O, 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.

Stir at room temperature To a solution of 1H-imidazole-2-carbaldehyde (250 mg, 2.6 mmol) and K2CO3 (431 mg, 3.12 mmol) in DMF (2.5 mL) was added methyl iodide (442 mg, 3.12 mmol). The mixture was stirred at 50 C. for 5 h and allowed to cool to remove solids. Water was added to the filtrate and extracted three times with ethyl acetate. The combined extracts were washed with saturated saline and dried over anhydrous sodium sulfate. The mixture was concentrated by suction and filtered to give 1-methyl-1H-imidazole-2-carboxaldehyde as a pale yellow oil (168 mg, yield 59%).

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

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Long Yaqiu; Cao Bin; (103 pag.)CN103570683; (2018); B;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 10111-08-7, 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. 10111-08-7 name is Imidazole-2-carboxaldehyde, 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.

To a mixture of acetophenone 7 (0.56g, 3.0mmol) and imidazole-4-carbaldehyde (0.29g, 3.0mmol) in ethanol (25mL) was added 10% sodium hydrate aqueous (5mL), the mixture was stirred for 24h at room temperature [17]. The solution was acidified with 1N HCl and filtered, and the filter cake was recrystallized from ethanol got 8 as white power (0.60g). Yield: 87.4%;

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Imidazole-2-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Ling; Ge, Yu; Wang, Qing Ming; Zhou, Cheng-He; Bioorganic Chemistry; vol. 88; (2019);,
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. 10111-08-7, name is Imidazole-2-carboxaldehyde belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. name: Imidazole-2-carboxaldehyde

General Procedure E; (according literature reference Bioorg. Med. Chem. 2005, 13 , 363-386) [00126] l-ethyl-lH-imidazole-2-carbaldehyde[00127] To a heterogeneous mixture of imidazole-2-carboxaldehyde (500 mg, 5.20 mmol, 1 eq) and potassium carbonate (863 mg, 6.24 mmol, 1.2 eq) in N,N-dimethylformamide (5.0 mL) was added iodoethane (0.499 mL, 6.24 mmol, 1.2 eq). The reaction mixture was heated to 50 0C for 5 hours then cooled to room temperature and partitioned between ethyl acetate and water. The organic layer was separated and washed successively with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to give crude l-ethyl-lH-imidazole-2-carbaldehyde as a mixture with N,N- dimethylformamide (-1: 1) which was used without further purification. [00128]

The synthetic route of 10111-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2009/67233; (2009); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 10111-08-7, name is Imidazole-2-carboxaldehyde, 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 10111-08-7, COA of Formula: C4H4N2O

To a mixture of sodium hydride (500 mg, 12.5 mmol) in N,N-dimethylformamide (10 mL) was added lH-imidazole-2-carbaldehyde (1.00 g, 10.4 mmol). The reaction mixture was stirred at rt for 1.5 hrs. Then 2-(chloromethoxy)ethyl-trimethyl-silane (2.08 g, 12.5 mmol) was added at 0 C. The reaction mixture was stirred at rt for 16 hrs. On completion, the mixture was quenched by water (50 mL) and extracted with ethyl acetate (3 X 100 mL). The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The residue was purified by chromatography (petroleum ether: ethyl acetate = 5: 1) to give the title compound. LH MR (400 MHz, CDC13) delta = 9.85 (s, 1H), 7.39 (s, 1H), 7.35 (s, 1H), 5.80 (s, 2H), 3.59 (t, J = 8.4 Hz, 2H), 0.92 – 1.00 (m, 2H), 0.003 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Imidazole-2-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (358 pag.)WO2017/156165; (2017); 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. 10111-08-7, name is Imidazole-2-carboxaldehyde, A new synthetic method of this compound is introduced below., category: imidazoles-derivatives

Preparation of 4-[(2′-dimethylaminomethyl)imidazol-1′-yl]aniline. To a solution of 4-fluoronitrobenzene (7.87 g) and 2-imidazole-carboxaldehyde (5.90 g) in DMF (60 mL) was added K2CO3 (9.26 g). The mixture was heated at 80C under N2 for 16 h. The mixture was poured into water, and the precipitate was filtered to give 6.70 g of yellow solid. The filtrate was then extracted with EtOAc, and the organic layer was washed brine, dried over MgSO4, and concentrated to a yellow solid (5.40 g). Both batch were identified as the 4-[(2′-carboxaldehyde)imidazol-1′-yl]nitrobenzene. ESI mass spectrum z (rel. intensity) 218 (M+H, 100).

The synthetic route of 10111-08-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Pharma Company; EP991638; (2005); B1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Some common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, molecular formula is C4H4N2O, 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. 10111-08-7

(Reference Example 21) Synthesis of 1-isopropyl-1H-imidazole-2-carbaldehyde: Potassium carbonate (0.863 g, 6.24 mmol) and 2-iodopropane (0.614 mL, 6.24 mmol) were added to a solution of 1H-imidazole-2-carbaldehyde (0.500 g, 5.20 mmol) in N,N-dimethylformamide (5.2 mL) at room temperature and the reaction liquid was stirred at 60C for 4 hours. The reaction liquid was cooled to room temperature and ethyl acetate and distilled water were added to the reaction liquid. The organic layer was washed with a 10% aqueous solution of sodium chloride and then dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (silica gel, n-hexane/ethyl acetate) to obtain 1-isopropyl-1H-imidazole-2-carbaldehyde (0.355 g, 2.57 mmol, 49%) as a colorless oil. 1H-NMR (400 MHz, CDCl3) delta: 1.48 (3H, d, J=6.4 Hz), 1.48 (3H, d, J=6.4 Hz), 5.48 (1H, quint, J=6.4 Hz), 7.30 (1H, s), 7.33 (1H, s), 9.83 (1H, s). ESI-MS: m/z= 139 (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 10111-08-7, its application will become more common.

Reference:
Patent; Toray Industries, Inc.; ARAI Tadamasa; MORITA Yasuhiro; UDAGAWA Shuji; ISEKI Katsuhiko; IZUMIMOTO Naoki; (95 pag.)EP3263565; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A common heterocyclic compound, 10111-08-7, name is Imidazole-2-carboxaldehyde, molecular formula is C4H4N2O, 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. 10111-08-7.

Example 61;3H-Imidazole-2,4-dicarboxylic acid 2-amide 4-{ [2-(4,4-dimethyl-cyclohex-l-enyl)- phenyl] -amide}; a) 1 -(2-Trimethylsilanyl-ethoxymethyl)- lH-imidazole-2-carbaldehyde; A mixture of lH-imidazole-2-carbaldehyde (1.1 g, 11 mmol), potassium carbonate (3.0 g, 23 mmol), and SEM-Cl (2.4 mL, 14 mmol) in 10 mL of acetone was heated to 60 0C for 8 h. The mixture was diluted with EtOAc (100 mL) and washed with NaHCO3 (2 x 100 mL) and brine (100 mL) and the organic layer dried (Na2SO4) and concentrated. The title compound was purified by elution from a 20-g SPE column with 50 % EtOAc to give 1.5 g (58 %) of a colorless oil. 1H-NMR (CDCl3, 400 MHz): delta 9.82 (s, IH), 7.38 (d, J = 1.0 Hz, IH), 7.34 (d, J = 1.0 Hz, IH), 5.78 (s, 2H), 3.55 (m, 2H), 0.94 (m, 2H), -0.02 (s, 9H).

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

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/123516; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

10111-08-7, 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. 10111-08-7 name is Imidazole-2-carboxaldehyde, 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.

Reference Example 27 Synthesis of ethyl 2-(2-formyl-1H-imidazol-1-yl)acetate (0418) (0419) Potassium carbonate (1.44 g, 10.4 mmol), ethyl chloroacetate (0.585 mL, 5.46 mmol), and potassium iodide (0.864 g, 5.20 mmol) were added to a solution of 1H-imidazole-2-carbaldehyde (0.500 g, 5.20 mmol) in N,N-dimethylformamide (10.0 mL) at room temperature, the temperature of the reaction liquid was raised to 90 C., and the reaction liquid was stirred for 4 hours. Distilled water was added to the reaction liquid, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with a 10% aqueous solution of sodium chloride, and then dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, chloroform/methanol) to obtain ethyl 2-(2-formyl-1H-imidazol-1-yl)acetate (0.269 g, 1.48 mmol, 28%) as a yellow oil. (0420) 1H-NMR (400 MHz, CDCl3) delta: 1.29 (3H, t, J=7.2 Hz), 4.25 (2H, q, J=7.2 Hz), 5.14 (2H, s), 7.15 (1H, brs), 7.33 (1H, s), 9.79-9.91 (1H, m). (0421) ESI-MS: m/z=183 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Imidazole-2-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Toray Industries, Inc.; MORITA, Yasuhiro; IZUMIMOTO, Naoki; ISEKI, Katsuhiko; IWANO, Shunsuke; UDAGAWA, Shuji; MIYOSHI, Tomoya; OSADA, Yuji; KOREEDA, Tetsuro; MURAKAMI, Masanori; SHIRAKI, Motohiro; TAKAHASHI, Kei; OSHIDA, Keiyu; (91 pag.)US2016/194302; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem