Category: nitriles-buliding-blocks

57775-06-1, name is 2-(2-Bromophenyl)-2-methylpropanenitrile, 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. Recommanded Product: 2-(2-Bromophenyl)-2-methylpropanenitrile

To a solution of 2-(2- bromophenyl)-2-methylpropanenitrile (4.0 g, 17.8 mmol), in dry THF (40 mL) was added borane-dimethyl sulfide (5.08 mL, 53.5 mmol) at 0 °C and the reaction mixture was slowly brought to rt, stirred for 1 h and then, heated to reflux for 18 h. The solvent was removed and quenched with MeOH, and heated to reflux for 18 h. The reaction was concentrated and the residue was dissolved in EtOAc, washed with H2O, brine, dried (Na2SO4), flltered and concentrated to give 4.0 g of 103 A as a white solid. MS (ESI) m/z: 230.2 (M+H)+.

The synthetic route of 57775-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ORWAT, Michael J.; PINTO, Donald J.P.; SMITH II, Leon M.; SRIVASTAVA, Shefali; WO2013/56034; (2013); 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. 175596-01-7, name is Methyl 4-cyano-2-fluorobenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 175596-01-7

A mixture of methyl 4-cyano-2-fluorobenzoate (2) (1 .0 g, 5.6 mmol) and 50% (0607) aq. hydroxylamine (6.84 mL, 1 12 mmol) in EtOH (30 mL) was stirred at reflux for 18 h. The reaction mixture was cooled to RT, diluted with H20 (20 mL) and extracted with EtOAc (60 mL). The organic solution was washed with brine (100 mL), dried over MgS04, filtered and concentrated in vacuo to give methyl 2-fluoro-4-(//’- hydroxycarbamimidoyl) benzoate (3) (260 mg, 22%) as a 1 :1 mixture of methyl and ethyl esters that was progressed without purification: m/z 227, 213 [M+H]+ (ES+)

The synthetic route of 175596-01-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KING’S COLLEGE LONDON; BORTHWICK, Alan David; MILLS, Mark Trevor; BROWN, Jane Theresa; CORCORAN, Jonathan Patrick Thomas; DE CASTRO VASCONCELOS GONCALVES, Maria Beatriz; KALINDJIAN, Sarkis Barret; (161 pag.)WO2016/97004; (2016); A1;,
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Synthetic Route of 64113-86-6, The chemical industry reduces the impact on the environment during synthesis 64113-86-6, name is 5-Methyl-2-nitrobenzonitrile, I believe this compound will play a more active role in future production and life.

A reaction product as prepared in Step 2 (84 g, 0.52 mol) was added to a solution of 4-methoxycarbonylbenzaldehyde (77.4 g, 0.47 mol) in tetrahydrofuran, and the mixture was stirred for 30 minutes at ambient temperature. 1,1,3,3-tetramethylguanidine (60.8 mL, 0.48 mol) was dissolved in THF (600 mL) and charged. The resulting mixture was stirred with heating at reflux for 4.5 days. The reaction was cooled to 25 C., and a mixture of AcOH (84 mL) and water (600 mL) was added drop-wise while stirring. The precipitate was filtered off and mixed with acetone (500 mL). the resulting solid was filtered off, washed with acetone, and dried to yield a yellow solid product (77.1 g, 53% yield). The overall reaction is shown below.

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, 5-Methyl-2-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chelsea Therapeutics, Inc.; US2009/253719; (2009); A1;,
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874285-03-7, name is 3-Bromo-2-fluorophenylacetonitrile, 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. Safety of 3-Bromo-2-fluorophenylacetonitrile

1.17 g of (3-bromo-2-fluorophenyl)acetonitrile and 15 mLof anhydrous DMSO were placed under nitrogen in an oven-dried flask. 459 mg of sodium hydride (60% dispersion in oil) were added, and the mixture was stirred at room temperature for 1 hour. 0.86 g of 2-chloroethyl ether dissolved with 2 ml anhydrous DMSO was added, and the mixture was stirred at room temperature overnight. 0.65 ml_ of glacial acetic acid was added, and the reaction was diluted into ethyl acetate, extracted with water and 5% sodium chloride, dried over magnesium sulfate, filtered, concentrated, and purified by flash chromatography on silica. The product fractions were concentrated and vacuum dried to give 730 mg of product. GCMS (M) 283; 1 H NMR (400 MHz, DMSO-c/6) delta ppm 2.04 – 2.15 (m, 2 H) 2.17 – 2.25 (m, 2 H) 3.69 (td, J=12.08, 1.88 Hz, 2 H) 4.01 (dd, J=11.95, 2.82 Hz, 2 H) 7.27 (td, J=7.92, 1.07 Hz, 1 H) 7.47 – 7.55 (m, 1 H) 7.80 (ddd, J=8.12, 6.65, 1.61 Hz, 1 H).

The synthetic route of 874285-03-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2009/69044; (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. 14346-13-5, name is 2,5-Diaminobenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C7H7N3

b. Diethyl N,N'(2-cyano-p-phenylene)dioxamate To a solution of 13.4 grams (0.112 mole) of 2,5-diaminobenzonitrile and 22.6 grams of triethylamine in 245 ml. of dimethylformamide, cooled to 5, is added, dropwise, 30.5 grams of ethyl oxalyl chloride. The temperature is kept below 8. The mixture is stirred in an ice bath for 2 hours and allowed to stand overnight. The precipitate is removed by filtration and the filtrate poured into 1500 ml. of water. The resulting precipitate is removed by filtration and recrystallized from ethanol. There is obtained 33.1 grams (89%) of cream needles melting at 140-141. Analysis Calcd. for: C15 H15 N3 O6: C, 54.05; H, 4.54; N, 12.61. Found: C, 54.39; H, 4.62; N, 12.80.

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; The Upjohn Company; US4067995; (1978); A;,
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Electric Literature of 79603-02-4,Some common heterocyclic compound, 79603-02-4, name is 2-Bromo-6-nitrobenzonitrile, molecular formula is C7H3BrN2O2, 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.

Intermediate 22: 2-Amino-6-bromobenzonitrile; [0189] 2-Bromo-6-nitrobenzonitrile (5g) was dissolved in a solution of methanol(lOOmL) and dioxane (65mL) and heated to reflux. Iron powder (4.6g) was added portion wise over 20 minutes and the mixture was heated at reflux for 4 hours. The mixture was allowed to cool to room temperature, filtered and the filtrate was evaporated under vacuum. The residue was triturated with water and the solid was collected by filtration to give the title compound as a light brown solid (3.8g).LCMS (Method E) r/t 3.01min (M+H) 197, 199

The synthetic route of 79603-02-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZAFGEN CORPORATION; DYKE, Hazel, Joan; PALLIN, Thomas, David; CRAMP, Susan, Mary; WO2012/103333; (2012); A1;,
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Reference of 170230-29-2, 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 170230-29-2 as follows.

Description 26; 2-ethyl-4-biphenylcarboxylic acid (D26); A mixture of 4-bromo-3-ethylbenzonitrile (D25) (270 mg, 1.30 mmol), phenylboronic acid (302 mg, 2.48 mmol), palladiumtetrakistriphenylphosphine (144 mg, 0.12 mmol) and potassium carbonate (514 mg, 3.72 mmol) in dimethylformamide (4 ml.) was heated to 170 0C in the microwave for 30 minutes. The mixture was allowed to stand at room temperature overnight before it was poured into a mixture of ice and saturated aqueous ammonium chloride. The mixture was extracted with ethyl acetate (3 x 20 ml.) and the combined organics washed with brine, dried (phase separator) and evaporated. The residue was purified by silica chromatography, eluting 0-8 % EtOAc in hexane to give a colourless oil (272 mg). This material was added to ethanol (12 ml.) and water (3 ml.) followed by potassium hydroxide (730 mg, 13.0) mmol and the mixture heated to 90 0C overnight. The solvent was evaporated and the residue partitioned between ethyl acetate (40 ml.) and 2M HCI (15 ml_). The organic layer was washed with further HCI (15 ml.) before it was dried (phase separator) and concentrated in vacuo. The resulting solid was purified by MDAP and the product containing fractions concentrated in vacuo. The residue was partitioned between ethyl acetate and 2M HCI. The organic phase was washed with further 2M HCI, dried (phase separator) and evaporated to give the title compound as a white solid (166 mg, 0.73 mmol). MS (ES”): C15H14O2 requires 226; found 225 (M- H+).

According to the analysis of related databases, 170230-29-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/74820; (2008); A1;,
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Related Products of 91054-33-0, These common heterocyclic compound, 91054-33-0, name is 2-Acetylbenzonitrile, 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.

In a 10 mL thick-walled pressure-resistant tube, combine 2-acetylbenzonitrile (100 mg, 0.69 mmol), copper acetylacetonate (36 mg, 0.14 mmol), ethyl isocyanoacetate (91 muL, 0.83 mmol) and 1 , 8-Diazabicycloundec-7-ene (124 muL, 0.83 mmol), added to stirred acetonitrile (2 mL) in sequence, and reacted at 85 C. for 12 hours to complete the reaction, dried on a rotary evaporator The solvent was subjected to column chromatography to obtain a pale yellow solid (31.6 mg, 20%).

The synthetic route of 91054-33-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lanzhou University; Wang Shaohua; Bao Wen; Zhang Banghong; (6 pag.)CN110627720; (2019); A;,
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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. 80517-21-1, name is 4-Fluoro-2-nitrobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 80517-21-1

To the reactor was added 470 g of 2-nitro-4-fluorobenzonitrile and 3000 mL of DMF.Stir,The reaction temperature was controlled to be 60 to 90 C.190 g of sodium methoxide was added in portions, and the reaction was continued for a while after the addition was completed.GC tracking,Until the reaction is completed, the ice water is separated and filtered, and 478 g of solid 2-nitro-4-methoxybenzonitrile is obtained, and the content is more than 98%.The yield was 94.9%.

The synthetic route of 80517-21-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Changzhou University; Chen Xingquan; Dong Yanmin; (6 pag.)CN109553534; (2019); A;,
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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. 86770-80-1, name is 3,3-Difluorocyclobutanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 86770-80-1

Zinc metal (0.558 g, 10 micron dust, 8.5 mmol) was stirred in THF (2.5 ml) and methane sulphonic acid (0.04 mmol) was added and refluxed at 76 C. for 10 minutes. To this was added 3,3-difluoro-cyclobutanecarbonitrile (500 mg, 4.3 mmol, prepared according to Elend et al. Synth Comm, 2005, 35, 657) and the reaction mixture was heated for a further 10 minutes. Ethyl bromoacetate (0.751 ml, 6.8 mmol) dissolved in THF (0.5 mL) was then injected over a 2 hour period with the aid of a syringe pump and after the addition the mixture was stirred for a further 30 minutes. Aqueous HCl (3 ml of 3 M solution) was added drop-wise at 0 C. and the reaction mixture was then stirred for 17 hours between 0 and 20 C. The reaction mixture was analyzed by MS and TLC which showed the formation of the product and the consumption of the starting material and the reaction was worked up with (2×20 ml) water and (2×20 ml) ethyl acetate, the organic portion was then dried (Na2SO4) and reduced in vacuo. The product was isolated and purified using flash chromatography (AcOEt 7:93 heptane) and 3-(3,3-difluoro-cyclobutyl)-3-oxo-propionic acid ethyl ester (599 mg, 68% yield) was obtained as a colourless liquid. MS (ESI+): 207.1 ([M+H]+).

According to the analysis of related databases, 86770-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amrein, Kurt; Hunziker, Daniel; Kuhn, Bernd; Mayweg, Alexander V.; Neidhart, Werner; US2007/49574; (2007); A1;,
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