Category: 368-77-4

Synthetic Route of 368-77-4, A common heterocyclic compound, 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, molecular formula is C8H4F3N, 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.

A flask equipped with a magnetic stirrer, a nitrogen inlet, a temperature probe and a condenser was charged with the 3-(trifluoromethyl)benzonitrile (compound of formula 6) (85.5 g, 0.5 mol), followed by ethanolamine (62 ml, 1 mol), CaCI (9.0 g, 0.075 mol) and xylenes (45 mL). The reaction mixture was heated to 125 C and stirred at this temperature for 24 hr. Then the reaction mixture was allowed to cool to about 40C, and transferred with DIPE (350 mL) into an extractor containing 0.1 M KH2PO4 (600 mL). The organic phase was cut and washed with water (2×400 mL), brine (200 mL), dried over Na2S04 and filtered. The solvent was then removed under reduce pressure. The obtained crude residue was distilled using 10 cm column with Rashig rings at 90 C and 5 mbarto yield oxazoline 7 (Scheme 6) as a colorless oil (83.2 g, 77%): 1 H NMR (CDCb) delta 4.09 (t, J = 9.5 Hz, 2H), 4.47 (t, J = 9.5 Hz, 2H), 7.54 (t, J = 7.8 Hz, 1 H), 7.73 (d, J = 7.8 Hz, 1 H), 8.13 (d, J = 7.8 Hz, 1 H), 8.23 (s, 1 H).

The synthetic route of 368-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2013/91696; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 368-77-4, The chemical industry reduces the impact on the environment during synthesis 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: General Procedure for Preparation of Tetrazoles in Water(Method II). TBAHS (0.25 mmol) was added to a mixture of nitrile (1 mmol), sodium azide (1.5 mmol), and 2 mL H2O in around-bottomed flask. The reaction mixture was heated to 85 C. After completion of the reaction (as monitored by TLC), the crude reaction mixture was transferred into a separatory funnel, to which was added 1 N HCl (15 mL) extracted by ethylacetate (EtOAc, 10 mL × 5). The combined organic layers were washed with H2O and dried over anhydrous sodium sulfate, and were evaporated under reduced pressure to give pure 5-substituted-1H-tetrazole.

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-(Trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Zengtao; Liu, Zhiguo; Cheon, Seung Hoon; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 198 – 202;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 368-77-4,Some common heterocyclic compound, 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, molecular formula is C8H4F3N, 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.

Under the protection of nitrogen,To a 10 ml Schlek reaction tube (a glass apparatus commonly used in anhydrous anaerobic operation), 1.0 mmol of o-bromobenzyl alcohol, 1.3 mmol of 3-trifluoromethylbenzonitrile,0.1mmol RuH2(PPh3)4,0.1 mmol palladium acetate,0.15 mmol 1,3-bis (2,6-diisopropylphenyl) -4,5-dihydro-imidazole tetrafluoroborate,0.15mmol silver oxide,4.0mmol sodium hydride,And 5 ml of N,N-dimethylformamide,Replace the reaction tube three times with nitrogen,Then heated to 160 C with an oil bath under magnetic stirring.The reaction was refluxed for 20 hours.Remove the oil bath and lower it to room temperature;Add 3 ml of water to the reaction solution.Use 5ml of dichloromethaneAlkane extraction three times,The organic phases were combined and dried over anhydrous MgSO4 for 30 min.Filtered; the filtrate was concentrated with a rotary evaporator, the concentrated solids with dichloromethane as solvent, the product was recrystallized to give pure 11, 80% yield.

The synthetic route of 368-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lianyungang Duxiang Chemical Co., Ltd.; Xu Chen; Wang Duzheng; Xie Jianxin; Wang Chuanmin; Zheng Xiaobin; (9 pag.)CN108586342; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 368-77-4, A common heterocyclic compound, 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, molecular formula is C8H4F3N, 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.

A flask equipped with a magnetic stirrer, a nitrogen inlet, a temperature probe and a condenser was charged with the 3-(trifluoromethyl)benzonitrile (compound of formula 6) (85.5 g, 0.5 mol), followed by ethanolamine (62 ml, 1 mol), CaCI (9.0 g, 0.075 mol) and xylenes (45 mL). The reaction mixture was heated to 125 C and stirred at this temperature for 24 hr. Then the reaction mixture was allowed to cool to about 40C, and transferred with DIPE (350 mL) into an extractor containing 0.1 M KH2PO4 (600 mL). The organic phase was cut and washed with water (2×400 mL), brine (200 mL), dried over Na2S04 and filtered. The solvent was then removed under reduce pressure. The obtained crude residue was distilled using 10 cm column with Rashig rings at 90 C and 5 mbarto yield oxazoline 7 (Scheme 6) as a colorless oil (83.2 g, 77%): 1 H NMR (CDCb) delta 4.09 (t, J = 9.5 Hz, 2H), 4.47 (t, J = 9.5 Hz, 2H), 7.54 (t, J = 7.8 Hz, 1 H), 7.73 (d, J = 7.8 Hz, 1 H), 8.13 (d, J = 7.8 Hz, 1 H), 8.23 (s, 1 H).

The synthetic route of 368-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2013/91696; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, 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 368-77-4, Product Details of 368-77-4

A suspension of 3-(trifluoromethyl)benzonitrile (16c) (2.35 mL, 17.53 mmol, 1.00 equiv), hydroxylamine hydrochloride (1.58 g, 22.79 mmol, 1.30 equiv) and sodium carbonate (2.42 g, 22.79 mmol, 1.30 equiv) in ethanol (abs, 20 mL) was heated to reflux for 22 h. After 3 h, further hydroxylamine hydrochloride (1.30 equiv) and sodium carbonate (1.30 equiv) were added. The inorganic solids were removed by filtration and the solvent was removed in vacuum to give 3.60 g of a colorless oil that solidifies over time (quant.). 26 1H NMR (250 MHz, CDCl3): delta = 7.90 (s, 1H, 2H-ph-CF3), 7.82 (d, 1H, 3J = 7.8 Hz, 4H-ph-CF3), 7.68 (d, 1H, 3J = 7.8 Hz, 6H-ph-CF3), 7.53 (t, 1H, 3J = 7.8 Hz, 5H-ph-CF3), 4.92 (br s, 2H, NH2), 1.89 (s, 1H, -OH); ESI-MS: m/z = 204.6 [M+H]+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Flesch, Daniel; Gabler, Matthias; Lill, Andreas; Gomez, Roberto Carrasco; Steri, Ramona; Schneider, Gisbert; Stark, Holger; Schubert-Zsilavecz, Manfred; Merk, Daniel; Bioorganic and Medicinal Chemistry; vol. 23; 13; (2015); p. 3490 – 3498;,
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. 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 3-(Trifluoromethyl)benzonitrile

General procedure: In a glove box, a flame-dried GLC vial equipped with a magnetic stir bar is charged with[3a]+[BArF4]- (1.0 mol%) and Me2PhSiH (2a) (2.1 or 5.0 equiv). The indicated nitrile is added eitherin the glove box (for solid starting materials) or by micro syringe outside the glove box, and theresulting reaction mixture is maintained at room temperature for the indicated time. The reaction isquenched by the addition of a mixture of cyclohexane and tert-butyl methyl ether (90:10) containing4% Et3N (0.5 mL), and the resulting solution is filtered through a pad of Celite coated by a smalllayer of silica gel with a solution of cyclohexane and tert-butyl methyl ether (90:10) containing 4%Et3N (3-4 mL) as eluent. Solvents are removed under reduced pressure, and the residue isdissolved in Et2O (1 mL) followed by addition of HCl (2M in Et2O, 1.0 mL, 2.0 mmol, 10 equiv). Theresulting suspension is stirred for 1 h and filtered, affording the amines as hydrochloride salts aswhite to yellow solids.

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:
Article; Wuebbolt, Simon; Oestreich, Martin; Synlett; vol. 28; 18; (2017); p. 2411 – 2414;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 368-77-4, name is 3-(Trifluoromethyl)benzonitrile, 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. COA of Formula: C8H4F3N

General procedure: Sodium azide, 11.4 mmol, and dimethylamine hydrochloride, 11.2 mmol, were dissolved in 10 mL of DMF, 10 mmol of the corresponding nitrile and 5 mL of DMF were added, and the resulting suspension was heated for 8 h at 110-115C. The mixture was cooled and filtered from the precipitate of sodium chloride, and the precipitate was washed with 10 mL of DMF on a filter. The filtrate was diluted with 30 mL of cold water and acidified with 10% aqueous HCl to pH 2-3. The precipitate was filtered off, thoroughly washed with cold water (3*30 mL), and dried in air. The physical constants and spectral parameters of 3a-3j were in agreement with published data [13, 14].

The synthetic route of 3-(Trifluoromethyl)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Seliverstova; Suslonov; Zarubaev; Trifonov; Russian Journal of Organic Chemistry; vol. 54; 4; (2018); p. 633 – 638; Zh. Org. Khim.; vol. 54; 4; (2018); p. 630 – 635,6;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts