Category: nitriles-buliding-blocks

Application of 15666-97-4,Some common heterocyclic compound, 15666-97-4, name is Octyl 2-cyanoacetate, molecular formula is C11H19NO2, 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.

To a solution of compound 1 (575 mg, 1 mmol) in chloroform (30 mL), octyl cyanoacetate (601 mg, 3.05 eq) and two drops of triethylamine were added, and the mixture was refluxed overnight under nitrogen. After cooling to r.t., DCM was added and the solution was washed with water and dried over MgSO4. After solvent was removed by evaporation, the residue was purified through column chromatography (silica gel, petroleum ether:ethyl acetateof 2:1 in v:v) to give target compound (890 mg) as a deep orange solid with yield of 80%. 1H NMR (300 MHz, CDCl3) (ppm): 8.28 (s, 3H), 7.75-7.73 (d, 3H, J 7.4 Hz), 7.65-7.63 (d, 6H, J 8.7 Hz),7.38-7.37 (d, 3H, J 4.0 Hz), 7.20-7.17 (d, 6H, J 8.7 Hz), 4.31-4.27 (t, 6H, J 6.7 Hz), 1.77-1.70 (m, 6H), 1.42-1.28 (m, 30H), 0.89e0.85(m, 9H). 13C NMR (75 MHz, CDCl3) (ppm): 163.1, 153.9, 147.6, 146.4,139.3, 134.6, 128.2, 127.8, 124.7, 124.7, 123.9, 116.1, 97.7, 66.6, 31.8,29.2, 29.1, 28.6, 25.8, 22.6, 14.1. FTIR (KBr, cm-1): 3023, 2956, 2924,2854, 2215 (C?N), 1719 (C?O), 1580, 1495, 1438, 1327, 1279, 1217,1189, 1096, 1066. MS (MALDI-TOF) calcd for C66H72N4O6S3 1112.461, found 1112.366. Melting point (Mp) 146.2 C. HRMS: M+ calcd for 1112.4506, found 1112.4512.

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

Reference:
Article; Li, Wei; Li, Qingduan; Duan, Chunhui; Liu, Shengjian; Ying, Lei; Huang, Fei; Cao, Yong; Dyes and Pigments; vol. 113; (2015); p. 1 – 7;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 77326-36-4, The chemical industry reduces the impact on the environment during synthesis 77326-36-4, name is 2-Amino-6-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of amino alcohol (0.91 eq.) inanhydrous THF (5 ml) was added NaH as a 60% dispersion in oil (1.0 eq.). Themixture was stirred at 0 C for 30 min, at r.t. for another 30 min beforecooling down to 0 C again. 2-Amino-6-fluorobenzonitrile (1.0 eq.) was addedand the reaction was refluxed for 2 hours before cooling down to r.t. H2O(0.7 ml) was added and the solvents were evaporated in vacuo. The residue was purified by flash column chromatography.

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-Amino-6-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hensbergen, Albertus Wijnand; Mills, Vanessa R.; Collins, Ian; Jones, Alan M.; Tetrahedron Letters; vol. 56; 46; (2015); p. 6478 – 6483;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 654-70-6, These common heterocyclic compound, 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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.

EXAMPLE 1 Thionyl chloride (0.6 ml.) was added to a stirred solution of 2-hydroxy-2-methyl-3-phenylthiopropionic acid (1.7 g.) in N,N-dimethylacetamide (40 ml.) which was cooled to -15 C., at such a rate that that temperature was maintained, and the mixture was stirred at that temperature for 15 minutes. 4-Cyano-3-trifluoromethylaniline (1.5 g.) was added, the mixture was stirred at -15 C. for 30 minutes and then at laboratory temperature for 15 hours, and was then poured into water (800 ml.). The mixture was extracted six times with diethyl ether (80 ml. each time) and the combined extracts were washed successively (50 ml. portions each time) twice with aqueous 3N-hydrochloric acid, once with saturated aqueous sodium chloride solution, twice with saturated aqueous sodium bicarbonate solution, and again once with saturated aqueous sodium chloride solution, dried over magnesium sulphate and evaporated to dryness under reduced pressure. The residue was purified by chromatography on a silica gel column (Merck 7734) using methylene chloride as eluant. The product was crystallized from a 5:1 v/v mixture of toluene and petroleum ether (b.p. 60-80 C.) and there was thus obtained 4-cyano-3-trifluoromethyl-N-(2-hydroxy-2-methyl-3-phenylthiopropionyl)aniline, m.p. 81.5-83 C.

The synthetic route of 654-70-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Imperial Chemical Industries PLC; US4636505; (1987); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 1187-42-4, name is Diaminomaleonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1187-42-4

General procedure: To a solution of DAMN (0.54 g, 0.5 mmol) in acetonitrile (5 mL), the appropriate aromatic aldehyde (0.5 mmol) and CAN (5 molpercent) were added. The reaction mixture was stirred at room temperature for 1?3 min. Then, 5 mL acetonitrile and 40 molpercent of CAN were added again and the reaction mixture stirred at 50 °C for the desired time (Table 3). After completion of the reaction (reaction progress was monitored by TLC, ethyl acetate/n-hexane, 2:1), acetonitrile solvent was removed from the reaction mixture, and, by increasing the minimum ethanol and water, a precipitate was formed which was filtered and washed with cold water and ethanol. The product obtained in this way was pure.

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 1187-42-4.

Reference:
Article; Kalhor, Mehdi; Seyedzade, Zahra; Research on Chemical Intermediates; vol. 43; 5; (2017); p. 3349 – 3360;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 49674-15-9 as follows. Recommanded Product: 3-Bromo-5-nitrobenzonitrile

To a stirring solution of 1.8 g of 3-bromo-5-nitrobenzonitrile in 8 mL of EtOH and 8 mL of THF was added 8.8 g (38.6 mmol) of SnCl22H2O in several portions. The mixture was allowed to stir at r.t. for 10.5 h and then concentrated. A solution of 2N NaOH (60 mL) was added and stirring continued for 2 h. EtOAc was added, and the layers were separated. The organic layer was washed with H2O and brine. The aqueous layer was reextracted with EtOAc and washed with brine. The combined extracts were dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (35% EtOAc/hexanes) provided 965 mg of 3-amino-5-bromobenzonitrile.

According to the analysis of related databases, 49674-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 13338-63-1, The chemical industry reduces the impact on the environment during synthesis 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, I believe this compound will play a more active role in future production and life.

Using the method of synthesizing an intermediate similar to that in Example 1, 0.01 mol of 3,4,5-trimethoxyphenylacetonitrile (5),0.01 mol of 4-fluorobenzaldehyde and 20 mL of methanol into a 50 mL three-necked flask, stirring and heating to 60 C, adding 0.005 mol of sodium methoxide, and reacting at a constant temperature for 4-6 h.TLC scanning and detection, after the reaction is completed, it is cooled to room temperature, filtered, washed with water, dried, and recrystallized from methanol to obtain a pale yellow solid.Yield: 73.9%,

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, 3,4,5-Trimethoxyphenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yanbian University; Bu Gonggaofamingren; (14 pag.)CN108503561; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 915394-28-4, name is 2-Methyl-2-(3-nitrophenyl)propanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 915394-28-4

Step b: Synthesis of 2-methyl-2-(3-nitrophenyl)propanamide To a solution of 2-methyl-2-(3-nitrophenyl)propanenitrile (1.5 g, 7.89 mmol) in 2-propanol was added benzyltriethyl ammonium chloride (0.054 g, 0.237 mmol) and 25% aq. KOH solution (5.0 ml). Resulting solution was stirred for 5 min. and H2O2 (2.5 ml, 30% aq. solution) was added (slow addition). Reaction mixture was heated at 75 C. for 4 hr. Solvent was evaporated under vacuum and residue was suspended in water (200 ml). Precipitate was filtered and dried to obtain 2-methyl-2-(3-nitrophenyl)propanamide (0.98 gm). 1H NMR (400 MHz, DMSO-d6), delta 8.15-8.10 (m, 2H), 7.80 (d, J=7.6 Hz, 1H), 7.64 (t, J=8.00 Hz, 1H), 7.11 (brs., 1H), 7.05 (brs., 1H) 1.50 (s, 6H).

The synthetic route of 915394-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dave, Bhavesh; Banerjee, Rakesh Kumar; Phukan, Samiron; Khoje, Abhijit Datta; Hangarge, Rajkumar; Jadhav, Jitendra Sambhaji; Palle, Venkata P.; Kamboj, Rajender Kumar; US2015/133424; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 873697-68-8, A common heterocyclic compound, 873697-68-8, name is 3-Amino-2-fluorobenzonitrile, molecular formula is C7H5FN2, 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.

Example 3; Step 2; A solution of 3B in dichloromethane (about 1.5 M 3B in DCM) at RT under nitrogen mixture was cooled to 0 C., and 2.0 eq of 1M diisobutyllithiumaluminum hydride (DIBAlH) in DCM was added dropwise over 3.5 hours, maintaining an internal reaction temperature 0 C. Upon completion of the DiBAlH addition, the reaction mixture was added dropwise with vigorous stirring to a cooled solution (0 C.) of 40 volumes of 15% Rochelle salt and 10 volumes of DCM, maintaining an internal reaction temperature below 10 C. The flask was rinsed with 10 volumes of DCM and the mixture was allowed to warm to room temperature and stirred for 4 hours. The layers were separated, and the aqueous layers were back-extracted with 20 volumes of DCM. The combined organic layers were washed with 20 volumes of water. The organic layer was dried over sodium sulfate and concentrated to afford a brown foam, which was dried under vacuum (30 in Hg) at RT to afford 3C (92% yield).

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; Morgan, Bradley Paul; Muci, Alex; Lu, Pu-Ping; Kraynack, Erica Anne; Tochimoto, Todd; Morgans, David J.; US2006/14761; (2006); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 50594-78-0, name is 5-Fluoro-2-nitrobenzonitrile, 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: 50594-78-0

To a slurry of NaH (16 mg, 0.667 mmol) in THF (3.0 mL) were added 5-fluoro-2- nitrobenzonitrile (100 mg, 0.602 mmol) and phenol (57 mg, 0.606 mmol). The reaction vial was capped and the reaction mixture was stirred at RT for 50 min. Water (3 mL) and EtOAc (5 mL) were added. The layers were separated, and the aqueous layer was extracted with EtOAc (2 x 3 rnL). The combined organic layers were washed with brine (3 rnL) and then concentrated under a stream of nitrogen at 50 0C to afford the title compound (173 mg, 63%). LC-MS m/z 241 (M+H)+, 1.08 min (ret time).

The synthetic route of 5-Fluoro-2-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; BULLION, Ann, Marie; BUSCH-PETERSEN, Jakob; EVANS, Brian; NEIPP, Christopher, E.; MCCLELAND, Brent, W.; NEVINS, Neysa; WALL, Michael, D.; WO2011/25799; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 110301-23-0, name is 4-Amino-3,5-difluorobenzonitrile, A new synthetic method of this compound is introduced below., Formula: C7H4F2N2

Step 4 4 g of sodium nitride was added to 30 ml of concentrated sulfuric acid and chilled to a temperature of 10 C. and 38 ml of acetic acid was added thereto. 8.9 ml of 4-cyano-2,6-difluoroaniline was added gradually to maintain the solution at a temperature of 20 to 25 C. The reaction mixture was added dropwise to a solution a 10 g of copper (I) bromide dissolved in 30 ml of concentrated hydrobromic acid. After the dropwise addition was completed, the reaction mixture was stirred for one and one half hours at room temperature. Water was added to the reaction mixture, the reaction mixture was extracted with chloroform and washed with water. The organic layer was removed by distillation, and the residue was recrystallized with a mixture of methanol and acetone to yield 6.6 g of 2-bromo-5-cyano-1,3-difluorobenzene.

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; Seiko Epson Corporation; US4883609; (1989); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts