Category: 2423-65-6

Reference of 2423-65-6, 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. 2423-65-6, name is Pyrazine 1-oxide, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 28 2-Amino-6-cyanopyrazine This intermediate was prepared via a stepwise procedure. A mixture of 21 g. of pyrazine-2-carboxamide, 85 ml. of glacial acetic acid, and 75 ml. of 30 percent hydrogen peroxide was heated at about 55 C. for about 35 hours. The reaction product mixture was cooled and filtered. The solid which was collected was extracted with n-butanol and the extracts discarded. The solid which was insoluble in n-butanol was recrystallized from hot water to yield a white solid having a melting point of about 302-305 C. The solid was identified by elemental analyses as pyrazine-2-carboxamide 4-oxide. To a mixture of 4 g. of the pyrazine oxide (prepared above) in 40 ml. of dimethylformamide cooled in an ice bath, there was quickly added 12 ml. of phosphorus oxychloride. The reaction mixture was poured into water and the aqueous mixture extracted with ethyl acetate, and the extracts saved. Additional water was added to the aqueous layer and the aqueous mixture extracted with hexane-ether. The ethyl acetate and hexane-ether extracts were combined and concentrated in vacuo to leave a residue. The residue was identified by elemental analyses and IR spectrum as 2-chloro-6-cyanopyrazine, and was used without further purification in the next step. A mixture of 1 g. of the above chlorocyanopyrazine and 25 ml. of dimethyl sulfoxide was prepared and anhydrous ammonia was bubbled thereinto. The reaction mixture was stirred overnight and then poured into water. The aqueous mixture was extracted with ethyl acetate, and the extracts dried. The drying agent was filtered off and the solvent removed in vacuo to leave a solid which was identified by its IR spectrum as 2-amino-6-cyanopyrazine. It was used as is without further purification in the preparation of final products of the invention.

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

Reference:
Patent; Eli Lilly and Company; US4293552; (1981); A;,
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. 2423-65-6, name is Pyrazine 1-oxide, A new synthetic method of this compound is introduced below., Recommanded Product: Pyrazine 1-oxide

General Procedure 2:; Palladium-Catalyzed Direct Arylation with Aryl Chlorides and Bromides.; To a dried flask was added the diazine N-oxide (1.0 to 3.0 equiv.), K2CO3 (2.0 equiv.), Pd(OAc)2 (5 mol %) and HP(t-Bu)3BF4 (15 mol %). If the arylhalide is a solid, it is added at this point (1.0 equiv.). The flask and its contents were then purged under nitrogen for 10 minutes. If the aryl halide is a liquid, it is added via syringe after purging, followed by the addition of degassed dioxane (to produce a reaction concentration of 0.3 M relative to the halide). The reaction mixture was then heated at 110 C. until the reaction was complete, after which the volatiles were removed under reduced pressure and the residue was purified via silica gel column chromatography.2-(3-Methoxyphenyl)pyrazine N-oxide (Table 4, Entries 6 and 7) Synthesised according to general procedure 2. Purification via silica gel column chromatography using 100% DCM then a mixture of 15% Acetone/DCM gave a white solid, 72% with 2 eq. of the N-oxide and 84% yield with 3 eq. of the N-oxide). 1H NMR (300 MHz, CDCl3, 293K, TMS): delta 8.63 (1H, s), 8.38 (1H, d, J=3.9 Hz), 8.20 (1H, d, J=4.2 Hz), 7.46-7.29 (3H, m), 7.05 (1H, dd, J=1.8 and 8.4 Hz), 3.85 (3H, s). 13C NMR (75 MHz, CDCl3, 293K, TMS): 159.4, 148.3, 145.5, 144.3, 134.4, 130.0, 129.6, 121.3, 116.2, 114.4, 55.3.

The synthetic route of 2423-65-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Ottawa; US2008/132698; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2423-65-6, name is Pyrazine 1-oxide, 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 2423-65-6, Application In Synthesis of Pyrazine 1-oxide

10219] Procedure:10220] Pd(OAc)2 (39.0 mg, 0.17 mmoles), [P(t-13u)3H] HF4 (151 mg, 0.52 mmoles), Pyrazine-i-oxide (1.0 g, 10.4 mmoles), and K2C03 (959 mg, 6.9 mmoles) were added to a dried flask. The flask was fitted with a reflux condenser capped with a septum, evacuated, and purged with nitrogen (.-5 times). A degassed solution of 2-bromopyridine (548 mg, 3.5 mmoles) in dry dioxane (17 mE) was added via syringe, and the reaction was stirred at 1100 C. for 18 hours. The reaction mixture was cooled and filtered through Celite, and the filtrate was concentrated under reduced pressure. The crude product was then purified by chromatography on silica (30% acetone in hexanes) to afford the title compound (312 mg, 52%) as a pale yellow solid. ?H NMR (400 MHz, CDC13) oe 9.35 (s, 1H), 8.75-8.72 (m, 2H), 8.38 (d, J=4.0 Hz, 1H), 8.15 (dd, J=0.4, 4.0 Hz, 1H), 7.81 (ddd, J=i.6, 2.0, 8.0 Hz, 1H), 7.25 (ddd, J=0.8, 4.8, 8.0 Hz, 1H); ?3C NMR (100 MHz, CDC13) oe 149.9, 149.7, 147.3,145.8, 142.2, 136.5, 134.5, 125.4, 124.8; HRMS (ESI) mlz174.0662 [calc?d for C9H8N30 (M+H) 174.0662].

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, Pyrazine 1-oxide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WISCONSIN ALUMNI RESEARCH FOUNDATION; RAINES, Ronald T.; Vasta, James; (50 pag.)US2016/280701; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 2423-65-6,Some common heterocyclic compound, 2423-65-6, name is Pyrazine 1-oxide, 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.

A 20 ml_ microwave vial was charged with pyrazine N-oxide [Fagnou et al, JACS 2005, 127: 18020-1] (0.346 g, 3.60 mmol), potassium carbonate (0.497 g, 3.60 mmol), palladium acetate (0.020g, 0.089 mmol), tri-n-butylphosphonium tetrafluoroborate (0.052 g, 0.179 mmol) and pivalic acid (0.055 g, 0.541 mmol). A solution of 2-(3-amino-3-oxopropyl)- 3′-hydroxybiphenyl-4-yl trifluoromethanesulfonate (0.700 g, 1.798 mmol) in toluene (4 ml_) was added, the vial purged under nitrogen for 10 min, sealed and heated at reflux for 4 h. On cooling, chloroform (10 ml_) was added, the resultant precipitate filtered and washed successively with dichloromethane and ethyl acetate / methanol. The organics were combined, concentrated and purified by flash chromatography (acetone / dichloromethane / methanol) to give the title compound as a colourless solid (0.460 g, 76%). H NMR (400 MHz, DMSO-d6) delta ppm 9.56 (s, 1 H), 8.81 (s, 1 H), 8.52 – 8.49 (m, 1 H), 8.45 (d, J = 4.1 Hz, 1 H), 7.78 – 7.73 (m, 2 H), 7.30 – 7.26 (m, 1 H), 7.25 (d, J = 8.0 Hz, 1 H), 7.22 (br. s., 1 H), 6.80 (ddd, J = 0.8, 2.3, 8.2 Hz, 1 H), 6.78 – 6.75 (m, 1 H), 6.75 – 6.70 (m, 2 H), 2.82 (dd, J = 6.9, 9.1 Hz, 2 H), 2.31 – 2.24 (m, 2 H). LCMS [M+H]+ = 336.2.

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

Reference:
Patent; VECTUS BIOSYSTEMS LIMITED; DUGGAN, Karen Annette; (120 pag.)WO2018/18091; (2018); 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. 2423-65-6, name is Pyrazine 1-oxide, A new synthetic method of this compound is introduced below., Recommanded Product: 2423-65-6

Conditions: The N-oxide (2 equiv.), aryl halide, Pd(OAc)2 (5 mol %), Pt-Bu3-HBF4 (15 mol %), K2CO3 (2 equiv.) and the additive (if indicated, 2 equiv.) were added to a round bottom flask followed by the addition of dioxane and heating to 110 C.; Initial reaction screens with N-oxides 60, 70 and 80 under previously described conditions lead to disappointing results, probably due to the fact that the N-oxides were only sparingly soluble in toluene. The reaction conditions were reinvestigated. These efforts lead to the discovery that dioxane provides superior conversions with N-oxides 60 and 80 giving the cross coupled products 81 and 82 in 75% and 72% yields respectively (Table 3, entries 1 and 2). These two substrates actually exhibit superior reactivity compared to pyridine N-oxide as demonstrated by a competition experiment between 80 and pyridine N-oxide which results in exclusive arylation of 60 (Table 3, entry 4). In contrast to the excellent results obtained with 60 and 80, pyrimidine N-oxide 70 reacts in low yield (Table 3, entry 3).

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; University of Ottawa; US2008/132698; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

2423-65-6, These common heterocyclic compound, 2423-65-6, name is Pyrazine 1-oxide, 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.

General Procedure 2:; Palladium-Catalyzed Direct Arylation with Aryl Chlorides and Bromides.; To a dried flask was added the diazine N-oxide (1.0 to 3.0 equiv.), K2CO3 (2.0 equiv.), Pd(OAc)2 (5 mol %) and HP(t-Bu)3BF4 (15 mol %). If the arylhalide is a solid, it is added at this point (1.0 equiv.). The flask and its contents were then purged under nitrogen for 10 minutes. If the aryl halide is a liquid, it is added via syringe after purging, followed by the addition of degassed dioxane (to produce a reaction concentration of 0.3 M relative to the halide). The reaction mixture was then heated at 110 C. until the reaction was complete, after which the volatiles were removed under reduced pressure and the residue was purified via silica gel column chromatography.2-Styrylpyrazine N-oxide (Table 4, Entry 12) Synthesised according to general procedure 2. Purification via silica gel column chromatography using 100% DCM, then a mixture of 10% Acetone/DCM gave a brownish solid, 32% yield with 2 eq. of the N-oxide and 40% yield with 3 eq. of the N-oxide). 1H NMR (300 MHz, CDCl3, 293K, TMS): delta 8.82 (1H, s), 8.31-8.22 (1H, m), 8.14-8.11 (1H, m), 7.72 (1H, d, J=16.5 Hz), 7.62 (2H, dd, J=3.0 and 7.8 Hz), 7.53 (1H, d, J=16.5 Hz), 7.45-7.34 (3H, m) 13C NMR (75 MHz, CDCl3, 293K, TMS): 145.8, 143.9, 136.7, 135.7, 133.9, 129.5, 128.9, 128.4, 127.5, 115.6.

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 2423-65-6.

Reference:
Patent; University of Ottawa; US2008/132698; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem