Author: Jessica.F

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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
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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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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;,
Nitrile – Wikipedia,
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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;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

185147-06-2, name is 3-Fluoro-2-methylbenzonitrile, 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: 185147-06-2

A solution of the compound 2A (50 g, 0.37 mol) in CCI4 (500 mL) was added the NBS (72.5 g, 0.408 mol) and the AIBN (1 .2 g, 0.037 mol), the reaction solution was refluxed for overnight, TLC indicated the reaction was completed, the reaction solution was filtered and concentrated in vacuum to give the crude product which was purified by flash silica chromatography eluting with petroleum ether/EtOAc (500:1 ) to give the desired compound 2B (30 g, yield: 40%) as a white solid.

The synthetic route of 185147-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; MARIGO, Mauro; KILBURN, John Paul; NIELSEN, Jacob; PUeSCHL, Ask; LANGGARD, Morten; JESSING, Mikkel; KEHLER, Jan; WO2013/45607; (2013); A1;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 127510-95-6, name is Methyl 2-cyano-5-methoxybenzoate, 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 127510-95-6, COA of Formula: C10H9NO3

5′-Methoxy-spiro[cyclopropane-11 ‘-isoindol]-3′(2’H)-one5 To a flask containing 2-Cyano-5-methoxy-benzoic acid methyl ester (10.22 g, 53.4 mmol), titanium (IV) isopropoxide (17 g, 61 mmol) and diethyl ether (200 mL) was added a solution of 3 M ethyl magnesium bromide in diethyl ether (36 mL, 107 mmol) at 0 “C. The mixture was allowed to warm to room temperature over 3 hours upon which an aqueous solution of 1 N HCI (200 mL) was slowly added. The black mixture was filtered through 400 g Q of celite and the filtrate was concentrated and absorbed onto silica in order to perform chromatography (0-100 % ethyl acetate: hexanes) to yield 5′-Methoxy-spiro[cyclopropane-11’- isoindol]-3′(2’H)-one (3.9 g, 38 %) MS: ES M+1 190.1 (189.2).

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

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/20306; (2008); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 508203-48-3,Some common heterocyclic compound, 508203-48-3, name is 2,3-Difluoro-4-methylbenzonitrile, molecular formula is C8H5F2N, 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 suspension of 2,3-difluoro-4-methylbenzonitrile (5.0 g, 32.6 mmol) in ethanol (1 1 1 ml_) at 25C was added hydroxylamine hydrochloride (4.5 g, 65.3 mmol). The reaction mixture was heated at 80C for 2 hours. After cooling to room temperature the volatiles were removed under reduced pressure thus affording a white solid that was used in the next step without purification. NMR (400 MHz, CDCIs) d ppm: 7.30 (m, 1 H), 6.95 (m, 1 H), 5.05 (brs, 2H), 2.30 (s, 3H).

The synthetic route of 508203-48-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; HOFFMAN, Thomas, James; PITTERNA, Thomas; STIERLI, Daniel; RAJAN, Ramya; (85 pag.)WO2019/207058; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

57381-44-9, name is 5-Bromo-2-chlorobenzonitrile, 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. HPLC of Formula: C7H3BrClN

3.1.1 2-chloro-5-piperazin-1-yl-benzonitrile (V-1) 0.200 g tert-butyl piperazine-1-carbamidate, 0.235 g 5-bromo-2-chlorbenzonitrile, 0.013 g tris(dibenzylideneacetone)dipalladium(0), 0.018 g rac-BINAP and 0.145 g sodium-tert-butoxide are suspended in 5 ml anhydrous, degassed toluene and heated under argon at 80 C until no further reaction takes place. The reaction mixture is filtered through Celite and mixed with a saturated sodium chloride solution. The product is extracted with ethyl acetate, dried and evaporated to dryness. 0.450 g tert-butyl 4-(4-chloro-3-cyanophenyl)-piperazine-1-carbamidate are obtained as an oil. The product obtained and 2 ml trifluoroacetic acid are suspended in 3 ml dichloromethane. The reaction mixture is stirred at ambient temperature until no further reaction takes place and then evaporated to dryness. The residue is suspended in diethyl ether and the solid is suction filtered. 0.300 g (V-1) are obtained as the trifluoroacetate. Analytical HPLC-MS (method B): RT=1.02 min

The synthetic route of 57381-44-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/28441; (2011); A1;,
Nitrile – Wikipedia,
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Synthetic Route of 31603-77-7,Some common heterocyclic compound, 31603-77-7, name is 4-Biphenylacetonitrile, molecular formula is C14H11N, 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: To a solution of arylacetonitrile (10 mmol) (2-(4-bromophenyl)acetonitrile) in dried THF (10 mL), LDA (2.0 M in THF, 20 mL, 40 mmol) was added under N2 atmosphere in an ice-bath. The solution was stirred at 45 C for 1 h. After cooling the reaction mixture again to 0 C, iodomethane (60 mmol) was added drop wise. The reaction was stirred overnight at room temperature, quenched by 4 N HCl at 0 C and then diluted with Et2O. The phases were separated and the aqueous phase was extracted with Et2O (3 times). The organic layers were combined, washed with brine, dried over anhydrous Na2SO4. After filtration and concentration, the crude acid was purified by flash column chromatography to give the desired product as a white or pale yellow solid. The next step of the hydrolysis was done by the reported procedures.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Biphenylacetonitrile, its application will become more common.

Reference:
Article; Hajipour, Abdol R.; Khorsandi, Zahra; Tetrahedron Letters; vol. 61; 3; (2020);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts