Category: 22047-25-2

22047-25-2, name is Acetylpyrazine, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C6H6N2O

General procedure: Ketone (20 mmol) (2-acetylpyridine, 2-acetylthiazole or 2-acetylpyrazine)was added to a solution of aldehyde (10 mmol) (4-methoxybenzaldehyde,4-methoxy-1-naphthaldehyde or 6-methoxy-2-naphthaldehyde) in EtOH (75 mL). KOH (1.54 g, 27.5 mmol) and NH3(aq)(35 mL) were then added. The solution was stirred at room temp. for 24 h. The solid was collected by filtration and washed with H2O. Recrystallization from ethanol (L1,L4, L7) or toluene (L2, L3, L5, L6, L8,L9) afforded a crystalline solid.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Klemens, Tomasz; ?witlicka, Anna; Machura, Barbara; Kula, S?awomir; Krompiec, Stanis?aw; ?aba, Katarzyna; Korzec, Mateusz; Siwy, Mariola; Janeczek, Henryk; Schab-Balcerzak, Ewa; Szalkowski, Marcin; Grzelak, Justyna; Ma?kowski, Sebastian; Dyes and Pigments; vol. 163; (2019); p. 86 – 101;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – 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. 22047-25-2, name is Acetylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: Acetylpyrazine

The synthetic procedure used in this preparation is outlined below in Scheme D. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dicholromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Broka, Chris Allen; Hawley, Ronald Charles; US2010/324056; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, molecular formula is C6H6N2O, 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. COA of Formula: C6H6N2O

General procedure: Catalyst (0.1mol %) and KOH (1mmol) were dissolved in 2-propanol (4mL). To this solution, substrate (1mmol) was added and the mixture was refluxed (82C). The progress of the reaction was monitored by GC at regular intervals. After the completion of the reaction, the reaction mixture was cooled to room temperature and filtered through silica gel or alumina bed, and eluted using 50% ethyl acetate-hexane mixture. The eluted solution was reduced and analyzed by GC and/or GCMS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 22047-25-2, its application will become more common.

Reference:
Article; Sathishkumar, Pushpanathan N.; Raveendran, Neethi; Bhuvanesh, Nattamai S.P.; Karvembu, Ramasamy; Journal of Organometallic Chemistry; vol. 876; (2018); p. 57 – 65;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

22047-25-2, name is Acetylpyrazine, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C6H6N2O

General procedure: A 100 mL round-bottom flask charged with 2-acetylpyrazine (1.47 g, 2 mmol) was added MeOH (30 mL), KOH pellets (0.675 g,2 mmol) and water (2 mL). The resulting mixture was stirred for10 min and then added corresponding n,n?-dimethoxybenzaldehydes (1.0 g, 1 mmol) and ammonium solution (6 mL) was added slowly stirring at room temperature for 4 h, a white precipitate obtained was filtered, washed with MeOH and diethyl ether. The crude products on recrystallization in a mixture of CHCl3:MeOH (1:1) gave white crystals of desired compounds, 1-4.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Golla, Ramesh; Kumar, P. Raghavendra; Suchethan; Foro, Sabine; Nagaraju; Journal of Molecular Structure; vol. 1201; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 22047-25-2,Some common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, molecular formula is C6H6N2O, 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 4; 1-Pyrazin-2-yl-ethylamine; The synthetic procedure used in this preparation is outlined below in Scheme F. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dicholromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

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

Reference:
Patent; Roche Palo Alto LLC; US2009/163499; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – 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. 22047-25-2, name is Acetylpyrazine, A new synthetic method of this compound is introduced below., Formula: C6H6N2O

General procedure: To a stirred solution of aldehyde (10mmol) (4-(dimethylamino)benzaldehyde, 4-(1-piperidinyl)benzaldehyde, 4-(4-morpholinyl)benzaldehyde or 4-(diphenylamino)benz-aldehyde) in EtOH (75mL), ketone (20mmol) (2-acetylpyridine, 2-acetylthiazole or 2-acetylpyrazine) was added. Then KOH (1.54g, 27.5mmol) and NH3 (aq) (35mL) were added to the reaction mixture. The solution was stirred at room temperature for 24h. The solid was collected by filtration and washed with H2O. Recrystallization from ethanol (1, 4, 7, 10) or toluene (2, 3, 5, 6, 8, 9, 11, 12) afforded a crystalline 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.

Reference:
Article; Palion-Gazda, Joanna; Machura, Barbara; Klemens, Tomasz; Szlapa-Kula, Agata; Krompiec, Stanis?aw; Siwy, Mariola; Janeczek, Henryk; Schab-Balcerzak, Ewa; Grzelak, Justyna; Ma?kowski, Sebastian; Dyes and Pigments; vol. 166; (2019); p. 283 – 300;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – 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. 22047-25-2, name is Acetylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Acetylpyrazine

Hydrobromic acid (33 wt% in AcOH, 3.1 mL, 17.1 mmol, 1.05 equiv) and bromine (0.85 mL, 16.5 mmol, 1.0 equiv) were sequentially, slowly added to a solution of 2-acetylpyrazine (2.0 g, 16.4 mmol, 1.0 equiv) in glacial acetic acid (18 mL) and the reaction was stirred for 4 h at 23 C. The yellow solid was collected, washed with glacial acetic acid (7 mL) and dried to afford crude 2-(2-bromo)acetylpyrazine hydrobromide 88b (3.3 g, 71% crude) as a colorless solid, which was used without further purification. To a solution of 2-(2-bromo)acetylpyrazine hydrobromide 88b prepared above (1.0 g, 3.55 mmol, 1.0 equiv) in 95% EtOH was added thiourea (0.33 g, 4.3 mmol, 1.2 equiv) and DIPEA (1.8 mL, 10.3 mmol, 2.9 equiv) and the brown suspension was heated at reflux for 3 h. After cooling to rt the solvent was evaporated and the residue washed with CH2Cl2. The solid was dried under reduced pressure to afford the title compound (0.60 g, 95%) as a yellow solid: Rf = 0.27 (9:1 CH2Cl2-MeOH); 1H NMR (600 MHz, CD3OD) delta 7.32 (s, 1H), 8.40 (d, J = 2.3 Hz, 1H), 8.51 (s, 1H), 9.01 (d, J = 1.2 Hz, 1H); 13C NMR (150 MHz, CD3OD) delta 109.5, 142.5, 143.0, 144.6, 147.5, 148.6, 170.4; HRMS (APCI+) calcd for C7H7N4S [M+H]+ 179.0386, found 179.0382 (error 2.2 ppm).

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Meissner, Anja; Boshoff, Helena I.; Vasan, Mahalakshmi; Duckworth, Benjamin P.; Barry III, Clifton E.; Aldrich, Courtney C.; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6385 – 6397;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 22047-25-2, name is Acetylpyrazine, belongs to pyrazines 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 22047-25-2, Formula: C6H6N2O

In a 250mL round-bottom flask, 2-acetylpyrazine (1.22g, 10.00mmol) was added to a solution of 4-chlorobenzaldehyde (0.700g, 5.00mmol) in EtOH (30mL) upon stirring. KOH pellets (0.560g, 10.0mmol) were then added, and followed by aqueous NH3 (28%, 25mL). The resulting brownish solution was stirred at room temperature overnight, during which time gray solid had formed. The solid was collected by filtration, washed with EtOH and dried in vacuo over P2O5. L2 was isolated as pure product (1.00g, 58.0%). UV-Vis lambdamax/nm (2.5×10-5moldm-3, CH2Cl2-MeOH) 250 (epsilon/103dm3mol-1cm-1 18.7), 285 (26.1), 320sh (8.1). FT-IR (solid, cm-1): 1603s, 1571w, 1521w, 1496s, 1472m, 1428m, 1372s, 1245w, 1117m, 1050m, 1017s, 852m, 822s, 738w, 690m. 1H NMR (400MHz, CDCl3)delta 9.92 (s, 2 H, HA3), 8.85(dd, J=6.4, 1.0Hz, 4 H, HA5/A6), 8.72 (s, 2 H, HB3), 8.03(d, J=8.7Hz, 2H, HC3), 7.67 (d, J=7.67Hz, 2 H, HC2) ppm; 13CNMR (101MHz, CDCl3)delta154.39, 149.58, 148.79, 145.59, 144.10, 143.11, 134.71, 129.44, 128.95, 118.97ppm. HR-MS: m/z 346.0863 [M+H]+ (calc. 346.0859), 368.0679 [M+Na]+ (calc. 368.0679).

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, Acetylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Li; Liu; Xiong, Hangxing; Chan, Corinna; Manke, David R.; Golen, James A.; Zhang, Guoqi; Polyhedron; vol. 132; (2017); p. 64 – 69;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 22047-25-2, 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. 22047-25-2 name is Acetylpyrazine, 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.

Step 1 Preparation of 4,4-difluoro-1-(2-pyrazinyl)-butane-1,3-dione Ethyl difluoroacetate (2.23 g, 18 mmol) was placed in a 100 mL round bottom flask and dissolved in ether (10 mL). To the stirred solution was added 25 weight % sodium methoxide (4.68 g, 22 mmol) followed by acetylpyrazine (2.00 g,16 mmol). After two hours stirring at room temperature, a precipitate formed and THF (10 mL) was added to the reaction. The reaction was stirred an additional 25.9 hours, then treated with 3N HCl (10 mL). The organic layer was collected, washed with brine (20 mL), dried over MgSO4, and concentrated in vacuo and recrystallized from methylene chloride/isooctane to give the diketone as a brown solid (2.23 g, mp 103-110 C., 68%) 1 H NMR (CDCl3) 300 MHz 14.00 (br s, 1H), 9.31 (d, J=1.4 Hz, 1H), 8.76 (d, J=2.4 Hz, 1H), 8.68 (dd, J= 1.4 Hz 2.4 Hz, 1H), 7.20 (s, 1H), 6.03 (t, J=54.0 Hz, 1H); 19 F NMR (CDCl3) 300 MHz: -127.16 (d); M+ 200.

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

Reference:
Patent; G.D. Searle & Co.; US5521207; (1996); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 22047-25-2, 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. 22047-25-2, name is Acetylpyrazine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 1.34mL ethylenediamine (20mmol) was added to 60mL anhydrous ethanol solution of 5.09g (40mmol) of 2-acetylthiazole and stirred for 4h. The solution became slightly yellow and can be kept standing for about 10h. The white flocculent precipitate was obtained, which on re-crystallization from ethanol gave colorless crystals suitable for X-ray analysis. Yield 4.51g (16.2mmol, 81%);

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

Reference:
Article; Tan, Xue-Jie; Liu, Hai-Zhen; Ye, Chong-Zhao; Lou, Jian-Fang; Liu, Yun; Xing, Dian-Xiang; Li, Sen-Peng; Liu, Shu-Lian; Song, Lai-Zhou; Polyhedron; vol. 71; (2014); p. 119 – 132;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem