Month: May 2021

Related Products of 17354-04-0, 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. 17354-04-0, name is 2-(4,5-Dimethoxy-2-nitrophenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Piperidine (0.03 ml, 5 mol %) was added to a warm solution of the appropriate salicylaldehyde 5 (5 mmol) and 2-(4,5-dimethoxy-2-nitrophenyl)acetonitrile (1.12 g, 5 mmol) in EtOH (10 ml). The resulting solution was refluxed with stirring for 5 h. The mixture was treated with a solution of concentrated H2SO4 (0.55 ml) in EtOH (2 ml) and refluxed with stirring for 2 h. The obtained precipitate was filtered, washed with EtOH (10 ml), hot H2O (40 ml) and finally with EtOH (10 ml), and dried at 100 C.

The chemical industry reduces the impact on the environment during synthesis 2-(4,5-Dimethoxy-2-nitrophenyl)acetonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Irgashev, Roman A.; Karmatsky, Arseny A.; Slepukhin, Pavel A.; Rusinov, Gennady L.; Charushin, Valery N.; Tetrahedron Letters; vol. 54; 42; (2013); p. 5734 – 5738;,
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Adding a certain compound to certain chemical reactions, such as: 2141-62-0, name is 3-Ethoxypropanenitrile, 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 2141-62-0, Computed Properties of C5H9NO

EXAMPLE 1 2-(3-Amino-2-pyrazolin-1-yl)pyridine A 0.58 g. amount of sodium metal is dissolved in 150 ml. of absolute ethanol, then 14.0 g. of 2-hydrazinopyridine is added followed by 12.7 g. of betaethoxypropionitrile. The reaction mixture is refluxed on a steam bath for 16 hours, then the solvent is removed in vacuo. Water is added and the solid collected by filtration. The solid is recrystallized twice from acetone to give 5.55 g. of the product of the Example as tan colored crystals, m.p. 168.5-171 C.

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

Reference:
Patent; American Cyanamid Company; US4622401; (1986); A;,
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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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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 66389-80-8 as follows. SDS of cas: 66389-80-8

To a round-bottom flask equipped with a stir bar was added 18a-b (1.0 eq), hydroxylamine hydrochloride (2.0 eq), NaHCO3 (4.0 eq), and methanol (10mL/mmol). The reaction was refluxed and stirred in a pre-heated 75C oil-bath for 6h. After cooling to room temperature, the precipitate was filtered off and washed with methanol. The filtrate was concentrated in vacuo and further purified on a silica gel column. 4.2.4.5 tert-Butyl (E)-(4-(N?-hydroxycarbamimidoyl)benzyl)carbamate (19a) Yield: 65%. MP: 142-145C. 1H NMR (400MHz, DMSO-d6) delta 9.57 (s, 1H, -OH), 7.61 (d, J=8.1Hz, 2H, -ArH), 7.40 (t, J=6.1Hz, 1H, -NHCO-), 7.22 (d, J=8.1Hz, 2H, -ArH), 5.77 (s, 2H, -NH2), 4.13 (d, J=6.1Hz, 2H, -ArCH2-), 1.40 (s, 9H, -CH3)

According to the analysis of related databases, 66389-80-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Luo, Zonghua; Rosenberg, Adam J.; Liu, Hui; Han, Junbin; Tu, Zhude; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 796 – 808;,
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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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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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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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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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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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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