Month: December 2020

The chemical industry reduces the impact on the environment during synthesis 59997-51-2, name is 4,4-Dimethyl-3-oxopentanenitrile, I believe this compound will play a more active role in future production and life. 59997-51-2

Step j03: At room temperature 4,4-dimethyl-3-oxopentanenitrile (J-ll) (1 eq., 5 g) was taken up in EtOH (100 ml), mixed with hydrazine hydrate (2 eq., 4.42 g) and refluxed for 3 h. The residue obtained after removal of the EtOH by distillation was taken up in water (100 ml) and extracted with EE (300 ml). The combined organic phases were dried over sodium sulphate, the solvent was removed under vacuum and the product (J-lll) (5 g, 89 % yield) was obtained as a light red solid after recrystallisation from hexane (200 ml).

The chemical industry reduces the impact on the environment during synthesis 59997-51-2. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; CHRISTOPH, Thomas; FRORMANN, Sven; WO2012/62463; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 33143-29-2, name is 2,2-Dimethyl-2H-chromene-6-carbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 33143-29-2

General procedure: For NaIO4/imidazole system, the reaction was carried out with alkene (1 mmol), n-nonane (internal standard, 1 mmol), NaIO4 (2 mmol) and the catalyst (5% mmol) at 25 C for 5 h in the 2:1 mixture of acetonitrile : water. The catalyst was precipitated from the reaction mixture by adding hexane (10 mL), and then the organic phase was separated and purified on a silica gel column, and then analyzed by GC. The progress of the reaction was monitored by GC to find the optimal conversion and selectivity.

The synthetic route of 33143-29-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Huang, Jing; Liu, Sirui; Ma, Yan; Cai, Jiali; Journal of Organometallic Chemistry; vol. 886; (2019); p. 27 – 33;,
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Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 38487-86-4, name is 2-Amino-4-chlorobenzonitrile, 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. 38487-86-4

General procedure: Benzonitrile 1a (103 mg, 1.0 mmol) and WEPPA (2.0 mL) were added into a 10-mL closed tubewith a stir bar. Then the reaction was stirred in a closed vessel synthesis reactor at 150 C for 0.5 h.After cooling to ambient temperature, the resulting precipitate was collected by filtration, washed withice water, and further dried in a vacuum drying oven. The filtrate was evaporated under reducedpressure. The resultant residue was purified by silica gel column chromatography (eluent: petroleumether (35-60 C)/EtOAc = 2:1 to 0:1, v/v). Finally, these two parts were combined to produce the desiredbenzamide 2a with a 94% yield.

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 38487-86-4.

Reference:
Article; Sun, Yajun; Jin, Weiwei; Liu, Chenjiang; Molecules; vol. 24; 21; (2019);,
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118431-88-2, 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 118431-88-2 as follows.

[Example 4]; Production of 2-cyano-3-cyclopropyl-1-[1,2-dihydro-1-methyl-2-oxo-6-(trifluoromethyl)pyridin-3-yl]propane-1,3-dione (Inventive Compound No. V-9); 1,2-dihydro-1-methyl-2-oxo-6-(trifluoromethyl)pyridine-3-carboxylic acid (1.0g, 4.5 mmol) was dissolved in thionyl chloride (5 mL), and the mixture was refluxed for 2 hours. The reaction solution was concentrated under reduced pressure to obtain 1,2-dihydro-1-methyl-2-oxo-6-(trifluoromethyl)pyridine-3-carbonyl chloride. The obtained acid chloride was dissolved in acetonitrile (20 mL), and added dropwise to a mixed solution of 3-cyclopropyl-3-oxopropanenitrile (0.49g, 4.5 mmol), triethylamine (0.55g, 5.4 mmol) and acetonitrile (10 mL), under ice cooling. After the stirring for a day at room temperature, acetonecyanhydrin (0.04g, 0.47 mmol) and triethylamine (0.55g, 5.4 mmol) were further added thereto, and the mixture was stirred for a day at room temperature. The reaction mixture was concentrated under reduced pressure, and thus obtained residue was added with a mixture of aqueous saturated sodium bicarbonate and ethyl acetate for liquid separation. The obtained aqueous layer was added with diluted hydrochloric acid to give a pH of 3 to 4, and extracted with chloroform. The obtained organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and thus obtained crystal was washed with ether, to obtain 0.29g of a subject compound (yield: 20%). 1H-NMR Data (CDCl3/TMS delta (ppm)): 1.24-1.31 (2H, m), 1.39-1.44 (2H, m), 2.35-2.43 (1H, m), 3.71 (3H, d), 6.77 (1H, d, J=7.4 Hz), 7.72 (1H, d, J=7.4 Hz), 17.2 (1H, s)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 118431-88-2, and friends who are interested can also refer to it.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY CO., LTD.; EP1982978; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

These common heterocyclic compound, 77326-36-4, name is 2-Amino-6-fluorobenzonitrile, 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. 77326-36-4

A solution of 2-amino-6-fluorobenzonitrile (10.0 g) in H2S04 (75.0 mL) was stirred for 1.5 h at 65 C. Then the mixture was poured into ice and brought to pH = 9 by 20% NaOH aqueous solution, followed by the extraction with ethyl acetate three times. The combined organic layer were washed with brine and dried over Na2S04. It was filtered to remove insoluble matters and it was concentrated in vacuo to give compound 1-1 as a yellow solid.

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 77326-36-4.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; HIRABAYASHI, Tomokazu; KATSUNO, Mika; SMITH, Cameron James; SHERER, Edward; CAMPEAU, Louis-Charles; BALKOVEC, James; GREENLEE, William John; LI, Derun; GUO, Liangqin; CHAN, Tin Yan; CHEN, Yi-Heng; CHEN, Yili; CHACKALAMANNIL, Samuel; TAN, John Qiang; WO2014/99694; (2014); A1;,
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13338-63-1, These common heterocyclic compound, 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, 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 the first synthetic step (step a, Scheme 1), a series of (Z)-substituted diarylacrylonitrile analogues were synthesized by reacting substituted benzyl carbaldehydes with their corresponding substituted phenylacetonitriles in 5% NaOMe in methanol. The reaction mixture was stirred at room temperature for 2-3 h for the reaction to complete and the final product precipitated of the solution. The precipitate was filtered, washed with water and dried to yield the final compound in yields ranging from 70 to 95% (Scheme 1) [16].

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 13338-63-1.

Reference:
Article; Madadi, Nikhil R.; Penthala, Narsimha R.; Howk, Kevin; Ketkar, Amit; Eoff, Robert L.; Borrelli, Michael J.; Crooks, Peter A.; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 123 – 132;,
Nitrile – Wikipedia,
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10412-93-8, These common heterocyclic compound, 10412-93-8, name is N-Benzyl-2-cyanoacetamide, 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: A mixture of N-alkyl-2-cyano-acetamides 1a-c (2 mmol), aldehydes 2a-f (2 mmol),malononitrile (3) (2 mmol), K2CO3 (2 mmol), and EtOH (2 mL) in a 10 mL septum-capped microwavevials was irradiated under microwave conditions at 90 C, 500 W, 200 rpm, for 10-15 min. Aftercompletion of the reaction, as indicated by TLC, each vial was de-capped and the contents were left tocool to room temperature. Then, the reaction mixture was worked up as described in method I to givecompounds 4a-q. Analytical samples were obtained by recrystallization from MeOH.

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 10412-93-8.

Reference:
Article; Mekheimer, Ramadan Ahmed; Al-Sheikh, Mariam Abdullah; Medrasi, Hanadi Yousef; Alsofyani, Najla Hosain Hassan; Molecules; vol. 23; 3; (2018);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 13338-63-1, name is 3,4,5-Trimethoxyphenylacetonitrile, 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 13338-63-1, 13338-63-1

Using the method of synthesizing an intermediate similar to that of Example 1,Take 0.01 mol of 3,4,5-trimethoxyphenylacetonitrile (5), 0.01 mol of 4-trifluoromethylbenzaldehyde and 20 mL of methanol into a 50 mL three-necked flask.Stirring to 60 C, adding 0.005 mol of sodium methoxide, constant temperature reaction 4-6 h,TLC scanning and detection, after the reaction is completed, it is cooled to room temperature, filtered, washed with water, dried, and recrystallized from methanol to obtain a pale yellow solid. Yield: 38.6%,

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, 3,4,5-Trimethoxyphenylacetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yanbian University; Bu Gonggaofamingren; (14 pag.)CN108503561; (2018); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

38487-86-4, Adding a certain compound to certain chemical reactions, such as: 38487-86-4, name is 2-Amino-4-chlorobenzonitrile, 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 38487-86-4.

Weigh 0.763 g (5 mmol) of 2-amino-4-chlorobenzonitrile was placed in a polytetrafluoroethylene liner of a stainless steel reactor and3 mL of a diethanolamine aqueous solution having a concentration of 1.33 mol / L was added and stirred for 2 minutes , The carbon dioxide was heated and the temperature was raisedto 100 C, and the carbon dioxide pressure was adjusted to 1 MPa for the carboxylation reaction under stable conditions for 12 hours.Antiupon end, the reaction system was cooled to room temperature slowly released unreacted carbon dioxide, was added 10mL of deionized water and stirreddispersion product, resulting precipitate was filtered and washed with a small amount of distilled water, and then 15mL / wash three times with methyl tert-butyl ether Andthe product was dried at a temperature of 100 C to give the product 7-chloroquinazoline-2,4 (1H, 3H) -dione in a yield of 62%.

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-Amino-4-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; East China Normal University; Wu Haihong; Sheng Zhizheng; Wu Peng; (5 pag.)CN106946800; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

5922-60-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5922-60-1 name is 2-Amino-5-chlorobenzonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 1 4-tert.Butyl-N-(4-chloro-2-cyano-phenyl)-benzenesulfonamideA solution of 0.15 g of 2-amino-5-chloro-benzonitrile and 0.23 g of 4-tert.butyl- benzenesulfonyl chloride is dissolved in 2 ml of NMP (N-methyl 2-pyyrolidone) and cooled in an ice bath to 5 C. 2.5 ml of a solution of potassium-tert.butylat (1 N in THF) is added, the mixture obtained is stirred for 30 min, quenched with water and from the mixture obtained solvent is evaporated. The evaporation residue is dissolved in EtAc, washed with saturated NaHCO3 solution and dried. Solvent is evaporated and the evaporation residue is subjected to chromatography on a reversed phase column. 4-tert.Butyl-N-(4-chloro-2-cyano-phenyl)- benzenesulfonamide is obtained.1H-NMR (DMSO): 1.27 (s, 9 H), 7.06 (d, J = 8.5 Hz, 1H), 7.57-7.70 (m, 5 H), 7.99 (d, J = 2 Hz1 1H), 10.6 (broad s, 1H, NH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-5-chlorobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/71440; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts