Author: Jessica.F

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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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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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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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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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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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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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. 134227-45-5, name is 3,4,5-Trifluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3,4,5-Trifluorobenzonitrile

(1) To a mixture of 96 mg of 3,4,5-trifluorobenzonitrile, 113 mg of potassium carbonate, and 3.0 mL of DMSO was added a solution of 181 mg of a crude product of tert-butyl [(1R)-1-(1-naphthyl)ethyl][(3-phenylpiperidin-4-yl)methyl]carbamate in 3.0 mL of THF, the reaction vessel was tightly sealed, and the mixture was heated at 100C overnight. The reaction mixture was cooled to room temperature, and water was then added thereto, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine in this order, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to obtain 232 mg of tert-butyl {[1-(4-cyano-2,6-difluorophenyl)-3-phenylpiperidin-4-yl]methyl}[(1R)-1-(1-naphthyl)ethyl]carbamate as a crude product. FAB+: 582

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 134227-45-5.

Reference:
Patent; Astellas Pharma Inc.; EP2085383; (2009); A1;,
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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. 2469-99-0, name is 3-Oxobutanenitrile, A new synthetic method of this compound is introduced below., Safety of 3-Oxobutanenitrile

General procedure: In a 250 mL RBF, 3-aminobut-2-enenitrile (2.0 g, 0.24 mole) was added to a stirred solution of cyclohexyl hydrazine hydrochloride (4.0 g, 0.026 mole) and acetic acid (0.1 mL) in ethanol (60 mL). The reaction was refluxed for 6 h. Crude was evaporated and loaded on column to elute out product at 40% ethyl acetate in hexane. (1.74 g, 40%)

The synthetic route of 2469-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sharma, Swagat; Kozek, Krystian A.; Abney, Kristopher K.; Kumar, Sushil; Gautam, Nagsen; Alnouti, Yazen; David Weaver; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 791 – 796;,
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Synthetic Route of 7251-09-4, These common heterocyclic compound, 7251-09-4, name is 4-Amino-2-methoxybenzonitrile, 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.

(Step 2) A solution of the compound obtained in Step 1 (670 mg, 4.52 mmol) and 3-methylglutaric anhydride (579 mg, 4.52 mmol) in THF (20 mL) was heated with reflux for 14 hr. The reaction solution was concentrated under reduced pressure to give 5-((4-cyano-3-methoxyphenyl)amino)-3-methyl-5-oxopentanoic acid (1.35 g, 4.89 mmol, quantitative) as a brownish-red oil. 1H-NMR(300MHz,DMSO-d6): delta0.75-1.12(3H,m), 1.58-1.91(1H,m), 2.08-2.19(1H,m), 2.22-2.46(2H,m), 2.48-2.55(1H,m), 2.65-2.94(1H,m), 3.36(1H,brs), 3.60(1H,t,J=6.4Hz), 7.25(1H,dd,J=8.3,1.5Hz), 7.45-7.76(2H,m), 10.34(1H,s), 12.11(1H,brs).

Statistics shows that 4-Amino-2-methoxybenzonitrile is playing an increasingly important role. we look forward to future research findings about 7251-09-4.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; YONEMORI, Kazuko; NAKAGAWA, Hideyuki; EP2759533; (2014); A1;,
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Related Products of 20099-89-2, A common heterocyclic compound, 20099-89-2, name is 4-(2-Bromoacetyl)benzonitrile, molecular formula is C9H6BrNO, 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.

Preparation 4; 4-(2-Methylamino-thiazol-4-yl)-benzylamine; 4-(2-Methylamino-thiazol-4-yl)-benzonitrile; Slurry 4-cyanophenacyl bromide (1.12 g, 5 mmol) in absolute ethanol (25 mL). Heat to 40C to dissolve, then add N-methyl-thiourea (0.45 g, 5 mmol) and sodium bicarbonate (0.42 g, 5 mmol), and heat to reflux for 5 h. Cool to room temperature, filter the resulting off-white solid and wash with hexane (10 mL). Partition aqueous/ethanolic filtrate between water/EtOAc (4: 1) and extract aqueous phase with EtOAc (2×25 mL). Dry the combined organic extracts over Na2SO4, concentrate in vacuo and combine with filtered solid from crude reaction mixture to obtain the desired intermediate (1.1 g, 99%) as an off- white solid suitable for use without additional purification. MS (ES+) m/z: 216 (M+H)+.

The synthetic route of 20099-89-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/28083; (2007); A2;,
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