Category: 3544-25-0

Synthetic Route of 3544-25-0, These common heterocyclic compound, 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, 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.

(4-Amino-phenyl)-acetonitrile (2 g, 15.1 mmol) and dibenzyl dicarbonate (4.33 g, 15.1 mmol) dissolved in dioxane (16 mL) are stirred for 1 hour at RT. After evaporating the solvent, the product is isolated by flash chromatography (silica gel, 4.5 x 25 cm, CH2CI2/MeOH = 99: 1): white solid (3.82 g, 14.4 mmol ; 95%); ES-MS: M-H = 265.0 ; Rf (CH2Cl2/MeOH = 95: 5) = 0.49 ; HPLC: AtRet = 6.32 minutes. ‘H-NMR (400 MHz, DMSO-d6) : 9.82 (s, 1 H, NH), 7.51-7. 35 (m, 7H, aryl), 7.26 (d, 8.5 Hz, 2H, aryl), 5.15 (s, 2H, CH2), 3.95 (s, 2H, CH2).

The synthetic route of 3544-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/70431; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 3544-25-0,Some common heterocyclic compound, 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, molecular formula is C8H8N2, 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.

(4-Amino-phenyl)-acetonitrile (2 g, 15.1 mmol) and dibenzyl dicarbonate (4.33 g, 15.1 mmol) dissolved in dioxane (16 mL) are stirred for 1 hour at RT. After evaporating the solvent, the product is isolated by flash chromatography (silica gel, 4.5×25 cm, CH2Cl2/MeOH=99:1): white solid (3.82 g, 14.4 mmol; 95%); ES-MS: M-H=265.0; Rf(CH2Cl2/MeOH=95:5)=0.49; HPLC: AtRet=6.32 minutes. 1H-NMR (400 MHz, DMSO-d6): 9.82 (s, 1H, NH), 7.51-7.35 (m, 7H, aryl), 7.26 (d, 8.5 Hz, 2H, aryl), 5.15 (s, 2H, CH2), 3.95 (s, 2H, CH2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Aminophenyl)acetonitrile, its application will become more common.

Reference:
Patent; Bold, Guido; Floersheimer, Andreas; Furet, Pascal; Imbach, Patricia; Masuya, Keiichi; Schoepfer, Joseph G.; US2005/222171; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 3544-25-0,Some common heterocyclic compound, 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, molecular formula is C8H8N2, 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.

(4-Amino-phenyl)-acetonitrile (2 g, 15.1 mmol) and dibenzyl dicarbonate (4.33 g, 15.1 mmol) dissolved in dioxane (16 mL) are stirred for 1 hour at RT. After evaporating the solvent, the product is isolated by flash chromatography (silica gel, 4.5×25 cm, CH2Cl2/MeOH=99:1): white solid (3.82 g, 14.4 mmol; 95%); ES-MS: M-H=265.0; Rf(CH2Cl2/MeOH=95:5)=0.49; HPLC: AtRet=6.32 minutes. 1H-NMR (400 MHz, DMSO-d6): 9.82 (s, 1H, NH), 7.51-7.35 (m, 7H, aryl), 7.26 (d, 8.5 Hz, 2H, aryl), 5.15 (s, 2H, CH2), 3.95 (s, 2H, CH2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Aminophenyl)acetonitrile, its application will become more common.

Reference:
Patent; Bold, Guido; Floersheimer, Andreas; Furet, Pascal; Imbach, Patricia; Masuya, Keiichi; Schoepfer, Joseph G.; US2005/222171; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, 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 3544-25-0, Application In Synthesis of 2-(4-Aminophenyl)acetonitrile

(i) 4-Hydrazinophenylacetonitrile A solution of sodium nitrite (1.9 g) in water (16 ml) was added dropwise to a suspension of 4-aminophenylacetonitrile (3.6 g) in concentrated hydrochloric acid (37 ml) so that the temperature did not exceed +2 C. The resulting mixture was stirred overnight (room temperature), the yellow solid collected, washed with cold ethanol (20 ml) and ether (50 ml), dried (vacuum) to give the title compound as a yellow solid. This material was used in the next step without further purification

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, 2-(4-Aminophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Glaxo Group Limited; US4650810; (1987); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, 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 3544-25-0, Computed Properties of C8H8N2

A solution of sodium nitrite (3.15 g, 45.7 mmol) in water (20 mL) was added dropwise to a cooled (-15 C.), stirred suspension of 4-aminobenzonitrile (5 g, 42.3 mmol) in a concentrated hydrogen chloride solution (55 mL) at such a rate as to maintain a temperature below -10 C. After the addition was finished, the reaction mixture was quickly filtered to remove solids, and the filtrate was added in portions to a cooled (-20 C.), stirred solution of SnCl2.2H2O (47.7 g, 0.21 mol) in a concentrated hydrogen chloride solution (37 mL) at such a rate as to keep the temperature below -10 C. After stirring the solution for an additional 15 minutes, the solid was collected, washed with diethyl ether (4*25 mL), and dried to give (4-hydrazinophenyl)acetonitrile hydrochloride (5.6 g, 78%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(4-Aminophenyl)acetonitrile, and friends who are interested can also refer to it.

Reference:
Patent; The Ohio State University Research Foundation; US2009/111799; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, 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 3544-25-0, HPLC of Formula: C8H8N2

To a solution of 2-(4- m op^r^l) eton ^ (3D g, 22.70 mmol) i 40 mL dimemylformamide cooled with ice bathwas added N-bromosuccinimide (4.04 g, 22.70 mmol) in portions . The mixture was stirred at 0 for 30 minutes and then at a b ie t tenperature for 1 hour. Waterwas added. The precipitate was collected by filtranon, washed with water, and dried in a vacuum oven at 40 “C to give the title compound (35fjg, 16.9 mmol. 74.4 % yield).

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, 2-(4-Aminophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FIDANZE, Steven D.; LIU, Dachun; MANTEI, Robert A.; MCDANIEL, Keith F.; PRATT, John; SHEPPARD, George S.; WANG, Le; BOGDAN, Andrew; HOLMS, James H.; DIETRICH, Justin D.; MARJANOVIC, Jasmina; HASVOLD, Lisa A.; DAI, Yujia; WO2014/139324; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 3544-25-0, The chemical industry reduces the impact on the environment during synthesis 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, I believe this compound will play a more active role in future production and life.

Example 52; 5-Cyano- 1 H-imidazole-2-carboxylic acid [2-(4 j4-dimethyl-cyclohex- 1 -enyl)-4-( 1 H-tetrazol-5 – ylmethyl)-phenyl] -amide; a) (4-Amino-3-bromo-phenyl)-acetonitrile; A solution of 4-aminophenylacetonitrile (1.45 g, 10.9 mmol) in acetonitrile (10 mL) at 00C was treated with NBS (1.95 g, 10.9 mmol) in acetonitrile (10 mL) dropwise via an addition funnel. The reaction was allowed to warm to room temperature and then concentrated in vacuo. The crude product was dissolved in EtOAc (50 mL), washed with saturated aqueous NaHCO3 (2 x 50 mL) and dried (Na2SO4). Removal of the solvent in vacuo afforded the title compound (2.12 g, 92%) as a reddish solid. Mass spectrum (ESI, m/z): Calcd. for C8H7BrN2, 210.9 (M+H), found 211.0.

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, 2-(4-Aminophenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/123516; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 3544-25-0, These common heterocyclic compound, 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, 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.

(4-Amino-phenyl)-acetonitrile (2 g, 15.1 mmol) and dibenzyl dicarbonate (4.33 g, 15.1 mmol) dissolved in dioxane (16 mL) are stirred for 1 hour at RT. After evaporating the solvent, the product is isolated by flash chromatography (silica gel, 4.5 x 25 cm, CH2CI2/MeOH = 99: 1): white solid (3.82 g, 14.4 mmol ; 95%); ES-MS: M-H = 265.0 ; Rf (CH2Cl2/MeOH = 95: 5) = 0.49 ; HPLC: AtRet = 6.32 minutes. ‘H-NMR (400 MHz, DMSO-d6) : 9.82 (s, 1 H, NH), 7.51-7. 35 (m, 7H, aryl), 7.26 (d, 8.5 Hz, 2H, aryl), 5.15 (s, 2H, CH2), 3.95 (s, 2H, CH2).

The synthetic route of 3544-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2005/70431; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 3544-25-0, A common heterocyclic compound, 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile, molecular formula is C8H8N2, 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.

Stage 10.2 2,3-Dichloro-N-(4-cyanomethyl-phenyl)-benzenesulfonamide To the solution of 4-aminobenzylcyanide (12 g, 90.8 mmol) in pyridine (11 mL) at RT, a solution of 2,3-dichlorobenzene-sulphonylchloride (22.29 g, 90.8 mmol) in THF (80 mL) is added within 20 minutes. The reaction is stirred at reflux for 2 hours. After cooling, the solvent is removed under reduced pressure and the remaining solid suspended in 10% HCl (200 mL). The crude crystalline product is filtered-off, washed with H2O and dried at 60 C. Final purification is done by suspending the crude compound in MeOH (250 mL), heating to reflux, filtration and drying. 2,3-Dichloro-N-(4-cyanomethyl-phenyl)-benzenesulfonamide (26.54 g, 86%) is obtained as orange crystals: m.p: 202-206 C.; (CH2Cl2/MeOH 98:2): 0.54; ES-MS [M-1]-=338.8; HPLC BtRet=5.85 minutes.

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.

Synthetic Route of 3544-25-0, 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. 3544-25-0, name is 2-(4-Aminophenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1. 4-Hydrazinobenzylcyanide. Hydrochloride A solution of NaNO2 (80 g, 1.16 mol) was added dropwise to a cooled (-10 C.), stirred, suspension of 4-aminobenzyl cyanide (153.5 g, 1.16 mol) in concentrated HCl (1500 ml), at such a rate that the temperature did not rise above -10 C. The mixture was stirred at -10 C. for 0.25 h before being filtered rapidly under vacuum into an addition funnel. The solution was added portionwise over a 0.25 h period to a rapidly stirred mixture of SnCl2.2H2 O (1.05 kg, 4.64 mol) in concentrated HCl (800 ml) keeping the temperature below -5 C. The mixture was allowed to warm to room temperature and stir for 0.25 h before filtering the sandy coloured precipitate under vacuum and washing with ether (5*500 ml). The resultant solid was dried over P2 O5 in a vacuum oven (80 C.) for 16 h to give the title compound (213 g, 100%), m.p. 181-183 C.; 1 H NMR (360 MHz, D2 O) delta 3.90 (2H, s, CH2); 7.06 (2H, d, J=8.7 Hz, Ar-H); 7.40 (2H, d, J=8.7 Hz, Ar-H).

The synthetic route of 2-(4-Aminophenyl)acetonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Limited; US5298520; (1994); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts