Category: 555-21-5

Related Products of 555-21-5,Some common heterocyclic compound, 555-21-5, name is 4-Nitrophenylacetonitrile, molecular formula is C8H6N2O2, 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.

Example-4 The following example illustrates the hydrogenation of various nitroaromatics as mentioned in Table 4. The hydrogenation of exemplary nitroaromatics was conducted under the following conditions. The procedure was similar to that for biphasic reactions [reaction numbers 7- 10, Table 2] Reaction conditions: Pressure: 400 psi; Temperature: 423K; Aqueous phase: 9×10-5 m3 ; Organic phase consists of neat substrate; catalyst FeS04. 7H20 : 7. 2×10-5 mol ; Fe: EDTANa2 1: 5; conversion in all cases was complete ; TOF calculated as mols of nitro compound converted per mol of Fe, § based on GC analysis. Table 4 Reaction No Substrate Substrate Yield of TOF (mols) corresponding hr~’ amine % 16 Nitrobenzelle 0. 090 98. 5 529 17 2-nitrotoluene 0. 0849 98. 75 457 18 2, 4-dinitrotoluene 0. 056 84. 63 134 19 4-nitrochlorobenzene 0.0635 96. 2 434 20 3-nitrochlorobenzene 0. 0635 99 400 21 2-nitrotoluene 0. 0849 98. 75 462 22 2-nitroanisole 0. 0820 89. 19 450 23 2-nitroaniline 0.0725 98. 2 116 24 4-nitrobenzoic acid 0.0598 85.8 393 25 4-nitro acetophenone 0.06 99 208 26 4-nitro benzylnitrile 0. 061 90 99

The synthetic route of 555-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; WO2005/70869; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 555-21-5,Some common heterocyclic compound, 555-21-5, name is 4-Nitrophenylacetonitrile, molecular formula is C8H6N2O2, 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: To a screw top vial (5 mL) under N2 containing freshly distilled toluene (0.6 mL) were successively added an aromatic nitro compound (0.60 mmol), InI3 (14.9 mg, 0.030 mmol), and TMDS (318 muL, 1.80 mmol). After the vial was sealed with a cap that contained a PTFE septum, the mixture was stirred at 60 C (bath temperature), and monitored via TLC analysis. Sat. aq NaHCO3 solution (5 mL) was added to the resultant mixture, which was then extracted with EtOAc (3 × 6 mL). The combined organic phases were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (n-hexane-EtOAc, 9:1 to 4:1) to afford the corresponding aniline derivative.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Nitrophenylacetonitrile, its application will become more common.

Reference:
Article; Sakai, Norio; Asama, Shun; Konakahara, Takeo; Ogiwara, Yohei; Synthesis; vol. 47; 20; (2015); p. 3179 – 3185;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 555-21-5, name is 4-Nitrophenylacetonitrile, belongs to nitriles-buliding-blocks 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 555-21-5, HPLC of Formula: C8H6N2O2

Step 1: 2-Methyl-2-(4-nitrophenyl)propanenitrile 4-Nitrophenyl acetonitrile (20 g, 123.45 mmol), tetrabutylammonium bromide (2.15 g, 6.6 mmol) and methyl iodide (58 g, 475.41 mmol) in CH2Cl2 (150 mL) were added to NaOH (13.5 g, 337.5 mmol) in water (130 mL). The reaction mixture was stirred for 20 hours at RT. The organic layer was separated, was dried over Na2SO4, and was evaporated to dryness. The residue was dissolved in diethylether, was filtered over celite and solvent was evaporated to obtain the title compound. Yield: 18 g (76%); 1H NMR (CDCl3, 300 MHz): delta 8.220-8.250 (d, 2H, J=9 Hz), 7.627-7.657 (d, 2H, J=9 Hz), 1.750 (s, 6H).

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, 4-Nitrophenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kumar, Sanjay; Vishwakarma, Ram; Mundada, Ramswaroop; Deore, Vijaykumar; Kumar, Pramod; Sharma, Somesh; US2012/108627; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 555-21-5, A common heterocyclic compound, 555-21-5, name is 4-Nitrophenylacetonitrile, molecular formula is C8H6N2O2, 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.

Compound 1 (10 g, 61.67 mmol) was dissolved in methanol (50 mL).Add 10% Pd/C (1.0g),Replace the reaction system four times with H2,Stir at room temperature overnight in H2 environment (0.5 MPa).TLC analysis, the reaction was complete, and the reaction solution was filtered through celite.The filtrate was concentrated under reduced pressure to give 8.08g of Compound 2,The yield was 99.1%.

The synthetic route of 555-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yancheng Normal College; Nanjing University Of Technology Dafeng Ocean Industrial Institute; Zhang Lijie; Sun Yaquan; Gu Huiwen; (12 pag.)CN108409647; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 555-21-5, name is 4-Nitrophenylacetonitrile, belongs to nitriles-buliding-blocks 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 555-21-5, Formula: C8H6N2O2

A mixture of (4-nitrorhohenyl)-acetonitrile (4.33 g5 27 mmol), NaOH (3.24 g, 81 mmol), iodomethane (5.5 mL, 88 mmol), and tetrabutylammonium iodide (0.56 g, 1.5 mmol) was stirred in water (35 mL) and dichloromethane (35 mL) for 24 hrs at about 25C, extracted with dichloromethane, dried (MgSO4), and concentrated. The residue was dissolved in diethyl ether, filtered through Celite, concentrated, re-filtered through Celite with dichloromethane, and concentrated. This product was dissolved in ethyl acetate, treated with SnCl2 (20 g, 106 mmol). The mixture was stirred overnight at 7O0C, concentrated, and partitioned between ethyl acetate and IN aqueous NaOH. The organic layer was isolated, EPO washed with brine, dried (Na2SO4), and concentrated to afford the title compound (3.69 g). 1H NMR (300 MHz, CDCl3) delta 7.24 (d, 2H), 6.68 (d, 2H), 1.68 (s, 6H).

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

Reference:
Patent; ABBOTT LABORATORIES; WO2006/65646; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 555-21-5,Some common heterocyclic compound, 555-21-5, name is 4-Nitrophenylacetonitrile, molecular formula is C8H6N2O2, 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.

Example-4 The following example illustrates the hydrogenation of various nitroaromatics as mentioned in Table 4. The hydrogenation of exemplary nitroaromatics was conducted under the following conditions. The procedure was similar to that for biphasic reactions [reaction numbers 7- 10, Table 2] Reaction conditions: Pressure: 400 psi; Temperature: 423K; Aqueous phase: 9×10-5 m3 ; Organic phase consists of neat substrate; catalyst FeS04. 7H20 : 7. 2×10-5 mol ; Fe: EDTANa2 1: 5; conversion in all cases was complete ; TOF calculated as mols of nitro compound converted per mol of Fe, § based on GC analysis. Table 4 Reaction No Substrate Substrate Yield of TOF (mols) corresponding hr~’ amine % 16 Nitrobenzelle 0. 090 98. 5 529 17 2-nitrotoluene 0. 0849 98. 75 457 18 2, 4-dinitrotoluene 0. 056 84. 63 134 19 4-nitrochlorobenzene 0.0635 96. 2 434 20 3-nitrochlorobenzene 0. 0635 99 400 21 2-nitrotoluene 0. 0849 98. 75 462 22 2-nitroanisole 0. 0820 89. 19 450 23 2-nitroaniline 0.0725 98. 2 116 24 4-nitrobenzoic acid 0.0598 85.8 393 25 4-nitro acetophenone 0.06 99 208 26 4-nitro benzylnitrile 0. 061 90 99

The synthetic route of 555-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH; WO2005/70869; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 555-21-5,Some common heterocyclic compound, 555-21-5, name is 4-Nitrophenylacetonitrile, molecular formula is C8H6N2O2, 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: To a screw top vial (5 mL) under N2 containing freshly distilled toluene (0.6 mL) were successively added an aromatic nitro compound (0.60 mmol), InI3 (14.9 mg, 0.030 mmol), and TMDS (318 muL, 1.80 mmol). After the vial was sealed with a cap that contained a PTFE septum, the mixture was stirred at 60 C (bath temperature), and monitored via TLC analysis. Sat. aq NaHCO3 solution (5 mL) was added to the resultant mixture, which was then extracted with EtOAc (3 × 6 mL). The combined organic phases were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (n-hexane-EtOAc, 9:1 to 4:1) to afford the corresponding aniline derivative.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Nitrophenylacetonitrile, its application will become more common.

Reference:
Article; Sakai, Norio; Asama, Shun; Konakahara, Takeo; Ogiwara, Yohei; Synthesis; vol. 47; 20; (2015); p. 3179 – 3185;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 555-21-5, 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. 555-21-5 name is 4-Nitrophenylacetonitrile, 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.

4-Nitrophenyl acetonitrile (20 g, 123.45 mmol), tetrabutylammonium bromide (2.15 g, 6.6 mmol) and methyl iodide (58 g, 475.41 mmol) in CH2Cl2 (150 mL) were added to NaOH (13.5 g, 337.5 mmol) in water (130 mL). The reaction mixture was stirred for 20 hours at RT. The organic layer was separated, was dried over Na2SOzJ, and was evaporated to dryness. The residue was dissolved in diethylether, was filtered over celite and solvent was evaporated to obtain the title compound. Yield: 18 g (76 %); 1H NMR (CDCl3, 300 MHz): delta 8.220-8.250 (d, 2H, J=9Hz), 7.627-7.657 (d, 2H, J=9Hz), 1.750 (s, 6H).

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

Reference:
Patent; PIRAMAL LIFE SCIENCES LIMITED; KUMAR, Sanjay; VISHWAKARMA, Ram; MUNDADA, Ramswaroop; DEORE, Vijaykumar; KUMAR, Pramod; SHARMA, Somesh; WO2011/1212; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 555-21-5, name is 4-Nitrophenylacetonitrile, 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. SDS of cas: 555-21-5

To a solution of (4-nitro-phenyl)-acetonitrile (5.00 g; 30.9 mmol) in dry DMF (30 mL) cooled at 0 C, under N2 atmosphere, was added NaH (60% dispersion in mineral oil; 1.23 g; 30.9 mmol) portionwise and the mixture was stirred for 15 min at 0C. Then iodomethane (1.92 mL; 30.9 mmol) was added and the mixture was stirred at room temperature for 1.5 hour. The reaction was re-cooled at 0C and NaH (60% dispersion in mineral oil; 1.23 g; 30.9 mmol) was added again portionwise. After stirring at 00C for 15 min, iodomethane (1.92 mL; 30.9 mmol) was added and the reaction was stirred at room temperature for 16 hours. The solvent was evaporated under vacuum and the residue was taken up with EtOAc, washed with brine, dried over Na2SO4, filtered and concentrated under vacuum. The crude was purified by chromatography [SiO2, Petroleum ether/EtOAc (95/5 to 8/2)] to give the title compound as a yellow solid (3.50 g, 60 % yield). LCMS (RT): 1.42 min (Method A); MS (ES+) gave m/z: 191.1 (MH+).

The synthetic route of 4-Nitrophenylacetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ADDEX PHARMA SA; WO2008/117175; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 555-21-5, name is 4-Nitrophenylacetonitrile, belongs to nitriles-buliding-blocks 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 555-21-5, 555-21-5

VI 5-0 g (30 mmol) was taken,Dissolved in 25 ml of ethanol,8 g (150 mmol) NH4Cl,Dissolved in 40 ml of water,Was added to a three-necked flask,5. 05 g (90 mmol) of iron powder was added,Mechanical stirring,Reflux 2h.Filter in addition to iron powder,CH2CV washing filter cake,Extraction with CH2C12,Saturated sodium chloride,Dried over anhydrous sodium sulfate,filter,Evaporated to dryness 3. 86 g of solid,The yield was 97.5%

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, 4-Nitrophenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hefei Industrial Pharmaceutical Institute Co., Ltd.; China Pharmaceutical University; NANJING MEDICAL INDUSTRY MEDICAL TECHNOLOGY CO LTD;; Xu, Yungen; Liu, Wei; He, Guangwei; Yang, Yun; Bian, Xueguo; (9 pag.)CN103408501; (2016); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts