Category: 19847-12-2

Electric Literature of 19847-12-2, A common heterocyclic compound, 19847-12-2, name is Pyrazinecarbonitrile, molecular formula is C5H3N3, 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: TFA (0.75mmol) was added to a DCM/distilled H2O solution(2.5 mL, v/v = 1:1) of 1a (0.5mmol), and then stirred for 15 min. 2a (0.75mmol), K2S2O8 (1.5mmol) were added under air, sequentially an aqueous solution of FeSO4*7H2O in distilled H2O (1.25 mL) was slowly added by syringe pump(10 muL min-1). After complete addition, the reaction mixture was stirred for 5 h at ambient temperature. The mixture was neutralized by NaOH solution (1.0 M), the obtained aqueous phase was extracted with ether. The combined ethereal solution was dried over Na2SO4 and filtered. After evaporating the solvent, the arylated products 2-3aa and 3-3aa were isolated by flash chromatography (hexane:EtOAc = 5:1) in 67% and 27%yields, respectively.

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.

Electric Literature of 19847-12-2,Some common heterocyclic compound, 19847-12-2, name is Pyrazinecarbonitrile, molecular formula is C5H3N3, 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.

5-Methyl-2-pyrazin-2-yl-thiazol-4-ol: In a 250 mL round-bottomed flask, pyrazine-2-carbonitrile (10 g, 95.1 mmol), pyridine (2.26 g, 2.33 ml, 28.5 mmol) and 2-mercaptopropionic acid (10.1 g, 95.1 mmol) were combined to give a light yellow solution. The reaction mixture was heated to 100 C. and stirred for 2 h. Upon cooling, the thick yellow mixture was diluted with 100 mL ethanol and stirred for 30 min. The slurry was then filtered, and washed with diethyl ether (2*100 mL) to give 5-methyl-2-pyrazin-2-yl-thiazol-4-ol (17.86 g, 97.1%) as yellow solid which was used directly without further purification.

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

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. 19847-12-2, name is Pyrazinecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H3N3

2-Cyanopyrazine (1.0g, 9.5mmol) was dissolved in dry methanol (50mL) with stirring at room temperature. Metallic sodium (0.12g, 5.2mmol) was added and the mixture refluxed for 2h. The clear yellow solution of the in situ iminoester was brought to neutral pH with glacial acetic acid resulting in a clear orange solution. 2-(Hydoxyimino)-propanehydrazone [14,15] (1.1g, 9.3mmol) was added and the resulting solution refluxed for 1h, and stirred at room temperature overnight. The white solid formed was separated by suction filtration and washed with methanol and diethylether (Yield: 1.85g, 90%). 1H NMR (300MHz, DMSO-d6, 298K) delta (ppm) 11.72 (s, 1H, N-OH), 10.03 (s, 1H, NH), 9.27 (d, 1H, CH(pyz)), 8.70 (d, 1H, CH(pyz)), 8.64 (dd, 1H, CH(pyz)), 6.99 (s, 2H, NH2), 1.95 (s, 3H, CH3). 13C{1H} NMR (75.4MHz, DMSO-d6, 298K) delta (ppm) 160.52 (C=O), 150.66, 146.14 (C=N), 146.04 (C(pyz)), 145.01, 142.86, 142.72 (CH(pyz)), 10.20 (CH3). Selected IR data (cm-1): 3247 br (nu N-H), 1650 s (nu C=O), 1621 s, (nu C=N), 1045 s (nu N-Ooxime). M. pt. 240-242C.

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 19847-12-2.

Reference:
Article; Drover, Marcus W.; Tandon, Santokh S.; Anwar, Muhammad U.; Shuvaev, Konstantin V.; Dawe, Louise N.; Collins, Julie L.; Thompson, Laurence K.; Polyhedron; vol. 68; (2014); p. 94 – 102;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 19847-12-2, name is Pyrazinecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: Pyrazines

Pyrazine-2-carbonitrile 1g (10.5 g, 100 mmol) was dissolved in 150 mL of 1,4-dioxane, then Raney nickel (1.0 g) was added into a 250 mL autoclave. The reaction mixture was reacted in hydrogen atmosphere for 8 hours under 40 atmosphere at 60 C. and filtered and concentrated under reduced pressure to obtain the title compound C-pyrazin-2-yl-methyl amine 1h (10.7 g, yield 98%) as a brown oil. MS m/z (ESI): 110 [M+1].

According to the analysis of related databases, 19847-12-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI HENGRUI PHARMACEUTICAL CO., LTD.; JIANGSU HENGRUI MEDICINE CO., LTD.; US2012/65209; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 19847-12-2, 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 19847-12-2 as follows.

Example 8. Synthesis of the primary amine, pyrazin-2-ylmethanaminechromatography 17 3. TFA / CH2CI2 18[0096] Raney nickel catalyst was carefully washed with THF and methanol making sure that the catalyst remained moist. The weight of the moist catalyst was 2.5 g after washing. This material was added to a solution of pyrazinecarbonitrile (17) (3.0 g) in 7N methanolic ammonia (120 mL). The mixture was shaken under a 50 p.s.i. atmosphere of hydrogen for 1.5 hours. The mixture was filtered and the filtrate was concentrated in vacuo to provide the crude title compound. Purification was accomplished by conversion of the crude amine to the tert-butyl carbamate with excess di-fert-butyl dicarbonate in methylene chloride. Column chromatography (70:27:3 hexanes:ethyl acetate:methanol) provided 0.5O g of pure tert-butyl pyrazin-2-ylmethylcarbamate. Pure pyrazin-2- ylmethanamine (18) was obtained as the TFA salt from deprotection of the carbamate with 1:1 TFA / CH2Cl2. EPO [0097]

According to the analysis of related databases, 19847-12-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/108103; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 19847-12-2,Some common heterocyclic compound, 19847-12-2, name is Pyrazinecarbonitrile, molecular formula is C5H3N3, 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.

Reference Example 32: 3-Chloropyrazine-2-carbonitrile Pyrazine-2-carbonitrile (26.36 g) is dissolved in toluene (187 ml)/N,N-dimethylformamide (19 ml), and thereto is added dropwise sulfuryl chloride (135 g) under ice-cooling. After completion of addition, the reaction solution is warmed to room temperature gradually and stirred overnight. The toluene layer is separated and the residual red oil is extracted with diethyl ether. The organic layers are combined, cooled with ice, and after pouring thereto ice-water, neutralized by adding saturated aqueous sodium hydrogen carbonate solution. The organic layer is separated, and aqueous layer is extracted with diethyl ether. The organic layers are combined, washed with water, dried over sodium sulfate and evaporated to remove the solvent under reduced pressure. The resulting residue is purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate = 4/1) to give the title compound (16.58 g). 1H-NMR(CDCl3, 300MHz) delta:8.66(1H,d,J=2.4Hz), 8.61(1H,d,J=2.4Hz).

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

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 19847-12-2, name is Pyrazinecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Pyrazinecarbonitrile

To a solution of pyrazine-2-carbonitrile (1.0 g, 9.52 mmol) in methanol (20 mL) was addedNaOCH3 (0.10 g, 1.90 mmol). The resulting mixture was heated with stirring at rt for 12 hrs. Tothe reaction mixture was added NH4C1 (0.51 g, 9.52 mmol). After being heated under reflux for 3 hrs, the resulting reaction mixture was concentrated in vacuo. The residue was suspended in ethanol (30 mL). The suspension was heated under reflux for 1 hr, then cooled to rt and filtered. The filtrate was concentrated in vacuo to give pyrazine-2-carboxamidine hydrochloride (1.2 g),which was used in the next step without further purification.

According to the analysis of related databases, 19847-12-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 19847-12-2, 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 19847-12-2 as follows.

General procedure: Sodium metal (23 mg) was dissolved in absolute methanol (20 ml) and was labeled as sodium methoxide solution in methanol. 2-Cyanopyridine (0.210 ml, 2 mmol) was dissolved in absolute methanol (10 ml) and to it was added sodium methoxide solution (0.5 ml) prepared above, the reaction contents were stirred at room temperature for 2 h. 4-(2-Aminoethyl) morpholine (0.26 ml, 2 mmol) was added to the reaction mixture. The reaction contents were heated under reflux for 8 h. Solvent was removed under reduced pressure and to the residue left behind was added diethyl ether, solid so obtained was filtered and washed with diethyl ether to give crude product. This crude product was purified by crystallization from ethyl acetate/methanol to give pure N-(2-morpholin-4-yl-ethyl)-pyridine-2-carboxamidine (3a).

According to the analysis of related databases, 19847-12-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Arya, Surbhi; Kumar, Nikhil; Roy, Partha; Sondhi; European Journal of Medicinal Chemistry; vol. 59; (2013); p. 7 – 14;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19847-12-2, name is Pyrazinecarbonitrile, 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 C5H3N3

2-cyano-pyrazol 1g (10.5 g, 100 mmol) was dissolved in 150 mL 1,4- dioxane was added 1.0 g Raney nickel in 250 mL autoclave at 60 , 40 atm of hydrogen the reaction was stirred for 8 hours. Filtered, and the filtrate was concentrated under reduced pressure, to give C- pyridin-2-yl – methylamine 1h (10.7 g, brown oil). Yield: 98%.

The synthetic route of 19847-12-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JIANGSU HENGRUI MEDICINE CO., LTD.; SHANGHAI HENGRUI PHARMACEUTICAL CO., LTD.; TANG, PENG CHO; SUN, PIAOYANG; YANG, FANGLONG; LIANG, JINDONG; SHEN, GUANGYUAN; WANG, YANG; FAN, JIANG; (44 pag.)TWI522358; (2016); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. In an article, author is Chen, Zhicai, once mentioned the application of 19847-12-2, Name is Pyrazinecarbonitrile, molecular formula is C5H3N3, molecular weight is 105.1, MDL number is MFCD00049361, category is Pyrazines. Now introduce a scientific discovery about this category, Application In Synthesis of Pyrazinecarbonitrile.

All-acceptor polymers with noncovalent interactions for efficient ambipolar transistors

Exciting progress has been made recently regarding organic field-effect transistors (OFETs) owing to significant efforts devoted to the material design of semiconducting conjugated small molecules and polymers. However, the development of ambipolar or n-type OFETs lags behind that of p-type devices. Here, we propose a new strategy for the design of ambipolar polymers based on acceptors (A) of diazines (pyridazine or pyrazine) in a moderate A-weak A (mA-wA) architecture by integrating intrachain noncovalent interactions to rationally engineer the electronic structure, molecular planarity and backbone curvature of the conjugated copolymers. Thus designed mA-wA polymers with intrachain NMIDLINE HORIZONTAL ELLIPSISS interactions exhibit both high-lying HOMO and low-lying LUMO energy levels for ambipolar charge transport and good planarity with a linear backbone for high and balanced hole and electron mobilities up to 0.39 and 0.30 cm(2) V-1 s(-1), respectively. Furthermore, the flexible OFETs fabricated on polyethylene terephthalate substrates show high mobilities of 0.26 and 0.32 cm(2) V-1 s(-1) for holes and electrons, respectively. This design strategy with the newly discovered diazine acceptors to invoke both mA-wA and NCI effects in conjugated polymers for backbone engineering may be applicable to other systems, representing an advanced concept for the construction of high-performance ambipolar polymers.

Do you like my blog? If you like, you can also browse other articles about this kind. Thanks for taking the time to read the blog about 19847-12-2, Application In Synthesis of Pyrazinecarbonitrile.