Tag: M.W=100-200

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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Reference of 53005-44-0,Some common heterocyclic compound, 53005-44-0, name is 2-Methoxy-6-methylbenzonitrile, molecular formula is C9H9NO, 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 solution of 2-bromo-3-methylphenol (10.0 g, 53.5 mmol) in DMF (60 ml) was added sodium hydride (2.78 g, 69.5 mmol) in small portions at 0 C, which was followed by addition of Mel (6.69 mL, 107 mmol). TLC showed formation of a slightly less polar spot right away. The reaction was diluted with EtOAc (400 mL), washed with water 3 times, dried over Na2S04, and concentrated. The crude product was used in the next step without further purification. To the flask charged with the above material and a stir bar was added CuCN (9.9 g, 109 mmol) and DMF (100 mL). The mixture was purged three times with nitrogen, and heated to 150 C for 24 hours. TLC showed formation of a more polar spot. . The reaction was cooled to RT, diluted with DCM (400 mL), and filtered through a pad of celite to remove the solids. The filtrate was washed with saturated NH4Oac and brine, dried over sodium sulfate, concentrated to afford a brownish solid (4.8g, 60% yield). The resulting nitrile was used in the following step without further purification. To a flask charged with the nitrile and a stir bar was added NBS (6.4 g, 36 mmol) and TFA (60 mL). The reaction was allowed to stir at RT for 16 hours. TLC showed clean formation of a slightly more polar spot. The solvent was removed under vacuum, and the residue was purified by silica gel flash chromatography. After removal of solvent, 3-bromo-6-methoxy-2-methylbenzonitrile was collected.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Methoxy-6-methylbenzonitrile, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PIO, Barbara; PASTERNAK, Alexander; SHAHRIPOUR, Aurash; TANG, Haifeng; WALSH, Shawn; WO2013/90271; (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. 3100-67-2, name is 1-Amino-2-naphthonitrile, A new synthetic method of this compound is introduced below., Quality Control of 1-Amino-2-naphthonitrile

A solution of 1-amino-2-naphthonitrile (1.00 g, 5.95 mmol) in anhydrous ether (20 mL) was dropwise added to a solution of 1M 3-methoxyphenylmagnesium bromide-tetrahydrofuran solution (17.8 mL, 17.8 mmol) for 10 minutes. The mixture was heated under reflux for one hour. The reaction mixture was poured into 2N hydrochloric acid (30 mL). After addition of methanol (5 mL), the mixture was stirred for 4 hours at room temperature. The mixture was neutralized by addition of potassium carbonate, and the neutralized ether was subjected to extraction with ether. The ether portion was washed with saturated brine and dried over anhydrous sodium sulfate. The dried mixture was placed under reduced pressure to distill the solvent off. The residue was purified by silica gel column chromatography (chloroform/hexane=4/1), to give the titled compound (1.54 g, yield 93%). 1H NMR (CDCl3, 400 MHz) delta: 3.85 (3H, s), 6.98 (1H, d, J=9Hz), 7.06 (1H, dd, J=2, 8Hz), 7.1-7.2 (2H, m), 7.37 (1H, t, J=8Hz), 7.4-7.6 (4H, m), 7.5-7.6 (1H, m), 7.74 (1H, d, J=8Hz), 7.97 (1H, d, J=8Hz).

The synthetic route of 3100-67-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; EP2058304; (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. 34662-24-3, name is 2-Chloro-3-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C7H3ClN2O2

2-Amino-4-cyano-1-N-[1-(3,3-diphenylpropyl)-piperidin-4-yl]aniline A mixture of 4-amino-1-(3,3-diphenylpropyl)piperidine di-trifluoroacetate (Method I) (500 mg, 0.96 mmol), 2-chloro,3-nitrobenzonitrile (373 mg, 2.04 mmol) and potassium carbonate (700 mg, 5.05 mmol) in DMSO (4 ml) was heated at 90 C. After 15 h the mixture was poured onto water and extracted with EtOAc (2*30ml). The organics were combined, washed with brine, dried (MgSO4), concentrated and purified by Bond Elut chromatography to give 4-cyano-2-nitro-1-N-[1-(3,3-diphenylpropyl)-piperidin-4-yl]aniline as an oil (300 mg, 0.68 mmol), MS: 442.

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; Burrows, Jeremy; Cumming, John; Mcinally, Thomas; US2003/119869; (2003); A1;,
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Application of 77532-78-6, The chemical industry reduces the impact on the environment during synthesis 77532-78-6, name is 2-Bromo-6-methylbenzonitrile, I believe this compound will play a more active role in future production and life.

A. N-Butyl-2,3-difluoro-N-[1-(2-piperidin-1-ylmethyl-benzyl)-1H-benzoimidazol-2-ylmethyl]-benzamide A solution of 35 g (0.18 mole) of cyanobromotoluene and 16.18 g (0.19 mole) of piperidine in 300 mL of anhydrous DMF was treated with 73 g (0.5 mole) of K2CO3 at 50 C. for 2 hr. The reaction mixture was filtered through a plug of Celite, washed with 400 mL of ethyl acetate, and the filtrate was partitioned between ethyl acetate and 1/2 saturated brine. The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo, yielding 36 g (0.18 mole) 100% of 2-Piperidin-1-ylmethyl-benzonitrile. 1H NMR (300 MHz, CDCl3) 7.6 (m, 3H), 7.24 (m, 1H), 3.6 (s, 2H), 2.4 (m, 4H), 1.5 (m, 6H).

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, 2-Bromo-6-methylbenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DeSimone, Robert W.; Peterson, John; Steenstra, Cheryl; Shen, Yiping; Gustavson, Linda; Bakthavatchalam, Rajagopal; Hutchison, Alan; US2003/216390; (2003); A1;,
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Electric Literature of 13519-90-9, A common heterocyclic compound, 13519-90-9, name is 4-Fluoroisophthalonitrile, molecular formula is C8H3FN2, 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.

To (1R,3S)-cyclohexane-1,3-diamine (1.0 g, 8.8 mmol) and 4-fluoroisophthalonitrile (2.7 g, 18.4 mmol)Triethylamine (5.4 ml) was added to a solution of 30 ml of dimethyl sulfoxide. The mixture was purged with nitrogen and heated to stir at 150 C for 3 hours. After cooling to room temperature, the reaction mixture was diluted with water (100 ml) and extracted three times with dichloromethane (100 ml). The organic extracts were combined and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography(230-600 mesh silica gel) purified,Elute with 0-80% ethyl acetate / hexane,Get the title compound,It was a white solid (2.6 g, 81% yield).

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; Sichuan Yi Lite Bio-pharmaceutical Co., Ltd.; Jiao Guansheng; Zhang Chengpan; (13 pag.)CN109160888; (2019); A;,
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Reference of 867367-02-0, 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. 867367-02-0, name is 4-Fluoro-3,5-dimethylbenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 3 2-[4-Chloro-3-(4-cyano-2,6-dimethyl-phenoxy)-phenyl]-N-(4-sulfamoyl-phenyl)-acetamide (I-55) step 1-A solution of 40 (0.600 g, 2.79 mmol), 3,5-dimethyl4-fluorobenzonitrile (41, 0.459 g, 3.07 mmol), K2CO3 (1.157 g, 8.37 mmol) and NMP (6 mL) was stirred and heated to 120 C. for 6 h. When the starting material was consumed the solution was cooled and acidified with 10% HCl and twice extracted with EtOAc. The combined extracts were washed sequentially with water and brine, dried (Na2SO4), filtered and evaporated in vacuo. The crude product was purified by SiO2 chromatography and eluted with an EtOAc/hexane gradient (100% hexane to 50% hexane) to afford 106a. Steps 2-4 were carried out as described in steps 7-9 of Example 1 which afforded I-55. Compound I-56 was prepared using a similar procedure except in step 4, 4-amino-benzenesulfonamide was replaced with 4-amino-2-methyl-benzenesulfonamide. Compound I-68 was prepared using a similar procedure except in step 4, 4-amino-benzenesulfonamide was replaced with 2-chloroaniline. Compound I-135 was prepared using a similar procedure except in step 4, 4-amino-benzenesulfonamide was replaced with 4-amino-2-chloro-benzenesulfonamide.

The synthetic route of 4-Fluoro-3,5-dimethylbenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Roche Palo Alto LLC; US2005/239880; (2005); A1;,
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Reference of 191014-55-8, A common heterocyclic compound, 191014-55-8, name is 4-Fluoro-2-methoxybenzonitrile, molecular formula is C8H6FNO, 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.

To a solution of the corresponding aryl fluoride (0.2 mmol) and the corresponding alcohol (0.200 mmol) in DMF (1 mL) is added 0.5 mL of 0.6 M slurry of sodium hydride (60%) in DMF (0.3 mmol). The resultant mixtures were shaken at room temperature for 48 hours. The reactions were quenched with water (0.5 mL). The solvent is evaporated in vacuo. To the concentrated reaction mixtures is added methylene chloride (3 mL) and water (2 mL). The organic layer is filtered through silica (0.5 g) solid phase extraction column and evaporated to yield material that was purified by reverse phase HPLC.

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; Pfizer Inc; US2009/170886; (2009); A1;,
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