Category: nitriles-buliding-blocks

2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C9H6F3N

To a solution of 4-trifluoromethyl phenylacetonitrile (40 g, 215 mmol) in 2N NH3/MeOH (400 mL) was added Raney Ni (~4. 0 g). The reaction mixture was placed in a par-shaker and shook under 50 Lb pressure overnight. The solution was filtered through celite and concentrated in vacuo to yield the desired amine (38 g, 95%). ESI-MS calc. For C9HlOF3N : 189; Found: 190 (M+H).

The synthetic route of 2338-75-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2003/93231; (2003); A2;,
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Synthetic Route of 1194-02-1, The chemical industry reduces the impact on the environment during synthesis 1194-02-1, name is 4-Fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

General procedure: A solution of the appropriate cyanophenyl 1a-1j (0.1mol), hydroxylamine hydrochloride (0.2 mol), and TEA (0.2 mol) in methanol was stirred at room temperature for 1 h, then heated under reflux until the disappearance of the starting materials (TLC analysis). After cooling, the solvent was evaporated to dryness under reduced pressure to give the crude, which was dissolved in ethyl acetate (400 mL) and washed with brine (3×100 mL) and dried with Na2SO4. Ethyl acetate was evaporated under reduced pressure to yield the compounds 2a-2j.

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

Reference:
Article; Cai, Jin; Wei, Hongtao; Hong, Kwon Ho; Wu, Xiaoqing; Cao, Meng; Zong, Xi; Li, Lushen; Sun, Chunlong; Chen, Junqing; Ji, Min; European Journal of Medicinal Chemistry; vol. 96; (2015); p. 1 – 13;,
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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. 4640-66-8, name is 4-Chlorophenacylcyanide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 4-Chlorophenacylcyanide

General procedure: To a solution of 2 (0.49 g, 1.7 mmol) in ethanol (20 ml) and piperidine (0.5 ml) as a catalyst was added substituted beta-ketonitriles 3a-d (1.7 mmol). The reaction mixture was heated under reflux for (8-10) h and the progress of the reaction was monitored by TLC using benzene/acetone (2:1) as eluent. The solvent was evaporated under reduced pressure; the oil residue was treated with petroleum ether 40-60C (3 x 10 ml) and recrystallized from ethanol to give (4a-d).

The synthetic route of 4640-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; El-Borai, Mohamed A.; Rizk, Hala F.; Beltagy, Doha M.; El-Deeb, Ibrahim Y.; European Journal of Medicinal Chemistry; vol. 66; (2013); p. 415 – 422;,
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Reference of 455-18-5, 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. 455-18-5, name is 4-(Trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 4-(trifluoromethyl)benzonitril (5 g, 29.22 mmol) in 148 ml ethanol was added hydroxylammonium chloride (3.05 g, 43.83 mmol) and triethylamine (3.84 g, 37.98 mmol) and then the reaction mixture was 5 h at 50 C. After cooling to RT, the solvent was evaporated and the crude was solved in ethyl acetate and extracted with water and brine solution. The organic phase was dried over magnesium sulfate, filtered and evaporated under vacuum to yield the title compound (5.93 g, 99% of theory). LC-MS (method 2B): RT = 1.86 min, m/z = 205 (M+H)+

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ELLERMANN, Manuel; VALOT, Gaelle; CANCHO GRANDE, Yolanda; HAssFELD, Jorma; KINZEL, Tom; KOeBBERLING, Johannes; BEYER, Kristin; ROeHRIG, Susanne; SPERZEL, Michael; STAMPFUss, Jan; MEYER, Imke; KOeLLNBERGER, Maria; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; HEIERMANN, Joerg; HENGEVELD, Willem Jan; (764 pag.)WO2016/71216; (2016); A1;,
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These common heterocyclic compound, 51762-67-5, name is 3-Nitrophthalonitrile, 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. Safety of 3-Nitrophthalonitrile

Taking 3-nitrophthalonitrile (5mmo) and l2-naphthoic acid-6,8-dipotassium dipotassium (5~7.5mmo, preferably 5mmo) as the reactant, dimethyl sulfoxide ( 10 to 25 mL, preferably 10 m) L is a solvent,In the presence of potassium carbonate (7.5~15mm, o excellent l selected lOmm, divided into three l), and under nitrogen protection, stir the reaction at room temperature ~ 45 C (preferably 45 C) for 48 to 96 hours, through thin layer chromatography monitor,The reaction was terminated when the 3-nitrophthalic acid was substantially consumed. The reaction mixture was filtered through a microporous organic membrane, and the filtrate was collected. The filtrate was added to 100 ml of ice chloroform, stirred, and a large amount of milky white precipitate was precipitated, allowed to stand, and suction filtered. The filter cake was washed thoroughly with ethanol and acetone to collect a solid, 60. C was vacuum dried to give 2.35 g of product as a creamy white powder, yield 92.9%.

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

Reference:
Patent; Fuzhou University; Huang Jiandong; Li Xingshu; (14 pag.)CN109456334; (2019); A;,
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Related Products of 868-54-2, These common heterocyclic compound, 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, 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: In a 25 mL round bottom flask, a mixture of 2,3-dihydroxynaphthalene (1 mmol),aldehyde (1 mmol), malononitrile (1 mmol) or 2-aminoprop-1-ene-1,1,3-tricarbonitrile (1 mmol) and guanidine hydrochloride (10 mol%) were taken, and the mixture was stirred at 100C in an oil bath for an appropriate amount of time as indicated in Tables 3 and 4. The progress of the reaction was monitored by thin-layerchromatography (TLC). After completion, the reaction mixture was cooled to room temperature and CH3CN (5 mL) was added, and then a precipitate was allowed to form. The precipitate was filtered, washed with CH3CN and dried. The crude product was stirred for 5 min in boiling EtOH,and the resulting precipitate was filtered. The product 4 and 9 thus obtained was found to be pure upon 1H and 13CNMR, mass spectra, elemental analyses, and TLC examination.

The synthetic route of 868-54-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Olyaei, Abolfazl; Shahsavari, Mohammad Sadegh; Sadeghpour, Mahdieh; Research on Chemical Intermediates; vol. 44; 2; (2018); p. 943 – 956;,
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60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, belongs to nitriles-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 60702-69-4

Example 20 2-Chloro-4-(3-endo-hydroxy-8-azabicyclo[3.2.1]oct-8-yl)benzonitrile (196MBT8-B) Nortropine (269 mg, 2.12 mmol) and 2-chloro-4-fluorobenzonitrile (100 mg, 0.643 mmol) were dissolved in pyridine (2 mL). The mixture was heated to 110 C. in a sealed flask for 20 hours and then concentrated. The residue was dissolved in 2 M HCl (20 mL) and extracted with dichloromethane (2×20 mL). The combined organic phases were dried over Na2SO4, filtered and evaporated, and the resulting oil was purified by preparative TLC (eluting with dichloromethane) to afford 107 mg (63%) of the title compound as a colorless solid. LC/MS m/z 263 [M+H]+. 1H-NMR (CDCl3) delta 7.46-6.51 (m, 3H), 4.29-4.16 (m, 2H), 4.16-4.00 (m, 1H), 2.45-2.27 (m, 2H), 2.18-1.96 (m, 4H), 1.79-1.65 (m, 2H), 1.56 (s, 1H).

The synthetic route of 60702-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schlienger, Nathalie; Thygesen, Mikkel Boas; Pawlas, Jan; Badalassi, Fabrizio; Lewinsky, Rasmus; Lund, Birgitte Winther; Olsson, Roger; US2006/160845; (2006); A1;,
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Reference of 25309-65-3, 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. 25309-65-3 name is 4-Ethylbenzonitrile, 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-ethylbenzonitrile (1.31 g, 10 mmol) was added to 6 mL of 9N H2SO4 at 0 C. NBS (10 mmol) was added, followed by 6 mL of CH3CN. The flask was wrapped with aluminum foil, and the mixture was stirred vigorously at room temperature for 2 days. Ether/aqueous extraction followed by column separation gave 3-bromo-4-ethylbenzonitrile as colorless oil (1.30 g, 61.6%).

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

Reference:
Patent; Synta Pharmaceuticals Corp.; Chen, Shoujun; Bohnert, Gary; Jiang, Jun; Xia, Zhiqiang; (151 pag.)US9604978; (2017); B2;,
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Electric Literature of 120315-65-3, 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. 120315-65-3, name is 4-Bromo-3-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 0.17 mmol lnt2.1 in 1.33 mL NMP was combined with 0.44 mmol 4-Bromo-3-methoxybenzonitrile (48.6 mg, 2.6 eq), 0.04 mmol Pd2(dba)3 (36.6 mg, 0.23 eq), 0.12 mmol rac-BINAP (74.7 mg, 0.7 eq) and 0.25 mmol NaOtBu (24.03 mg, 1.5 eq) in a sealed vial and heated at 170 C under microwave irradiation for 2 h. After cooling, the solution was filtered and subjected to preparative HPLC to give 4.7 mg of the title compound. UPLC-MS: RT = 1.15 min; m/z (ES+) 400.5 [MH+]; required MW = 399.5.

The synthetic route of 4-Bromo-3-methoxybenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Schering Pharma AG; EP2343297; (2011); A1;,
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Related Products of 77326-36-4,Some common heterocyclic compound, 77326-36-4, name is 2-Amino-6-fluorobenzonitrile, molecular formula is C7H5FN2, 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.

Add 2-amino-6-fluorobenzonitrile (136 mg, 1 mmol), benzyl alcohol (108 mg, 1 mmol),Fe (NO3) 3 · 9H2O (40.4 mg, 0.10 mmol), TEMPO (15.6 mg, 0.10 mmol),t-BuOK (224mg, 2equiv) and 2mL of toluene were sequentially added to a 25mL reaction tube, and the reaction mixture was reacted under reflux for 12h and cooled to room temperature;Ethyl acetate was added to dilute the reaction solution, and then washed three times with water, and then the organic phase was separated.After drying over anhydrous magnesium sulfate, the solvent was removed by rotary evaporation under reduced pressure to obtain a crude product;The crude product was purified by column chromatography with petroleum ether / ethyl acetate, yielding 78%.

The synthetic route of 77326-36-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Science and Technology; Li Bindong; Hu Yongke; (12 pag.)CN110357823; (2019); A;,
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