Month: July 2021

Synthetic Route of 2469-99-0, The chemical industry reduces the impact on the environment during synthesis 2469-99-0, name is 3-Oxobutanenitrile, I believe this compound will play a more active role in future production and life.

Under nitrogen atmosphere, to a 500 mL of round bottom flask were added 2-cyanoacetone (8 g, 0.096mol) and 200 mL of anhydrous ethanol. 2-cyanoacetone was dissolved with stirring at room temperature. Methylhydrazine (4.43 g, 0.096 mol) was added to obtain a resultant mixture. The mixture was slowly warmed and refluxed. After reacting for 3 hr, the solvent was rotary-evaporated to obtain a product as oil. The product was purified by column chromatography to give 4.2 g of the title compound. MS (ESI): m/z 112 (M+H)+

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

Reference:
Patent; Hande Starlake Bioscience Co., Ltd.; Hande Pharma Limited; LI, Chenxi; SHEN, Weisheng; FANG, Yang; LE, Xiaoyong; EP2578587; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 1953-99-7,Some common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, molecular formula is C8Cl4N2, 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.

3,4,5,6-tetrachlorophthalonitrile of 6 g (3 eq), KF of 1.8 g (3.1 eq), CaCO3 of 0.5 g (0.5 eq) and 1,2 ethanol of 2.5 g (4 eq) are put in acetone of about 30 ml to about 50 ml (30 eq), and reaction proceeds at room temperature overnight. When the completion of the reaction is verified by thin later chromatography (TLC), work-up is carried out. Subsequently, a resultant product is separated and purified by column chromatography.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, its application will become more common.

Reference:
Patent; Samsung Display Co., Ltd.; Kim, Hyunjin; Kang, Sunwoo; Lee, Daewon; Huh, Chul; (14 pag.)US2016/327709; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 5414-21-1,Some common heterocyclic compound, 5414-21-1, name is 5-Bromovaleronitrile, molecular formula is C5H8BrN, 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 5-hydroxy-7-((2-methyl-[l,r-biphenyl]-3-yl)methoxy)-2,3- cli hydro- 1 /7-indene-4-carbaldehyde (0.50 g, 1.39 mmol) in DMF (10 mL), potassium carbonate (0.288 g, 2.08 mmol) and 5-bromopentanenitrile (0.25 g, 1.53 mmol) were added and stirred the mixture at room temperature for 5 h. After completion, the reaction mixture was diluted with water (20 mL) and extracted with EtOAc (3 x 30 mL). The combined organic layer was dried over sodium sulfate and concentrated. The resulting crude was purified by flash chromatography (silica gel, 12 g cartridge) using 20% EtOAc in hexanes as eluent to obtain 5-((4-formyl-7-((2-methyl-[l,l’-biphenyl]-3-yl)methoxy)- 2,3-dihydro- lH-inden-5-yl)oxy)pentanenitrile (Yield: 0.425 g, 69%) as white solid. LCMS (ES) m/z = 440.51 [M+H]+; NMR (400 MHz, DMSO-d6) d ppm: 1.74-1.80 (m, 2H), 1.86-1.90 (m, 2H), 1.97-2.01 (m, 2H), 2.21 (s, 3H), 2.59 (m, 2H), 2.69 (m, 2H), 3.11 (m, 2H), 4.20 (m, 2H), 5.31 (s, 2H), 6.79 (s, 1H), 7.22 (d, 7 = 7.6 Hz, 1H), 7.28-7.40 (m, 4H), 7.44-7.48 (m, 3H), 10.34 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromovaleronitrile, its application will become more common.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; D A, Jeyaraj; PENDYALA, Muralidhar; SIVANANDHAN, Dhanalakshmi; RAJAGOPAL, Sridharan; (233 pag.)WO2019/175897; (2019); A1;,
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Reference of 6609-57-0, These common heterocyclic compound, 6609-57-0, name is 2-Ethoxybenzonitrile, 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 2-ethoxybenzonitrile (2, 10 g, 68 mmol) in toluene (150 mL) was added AICH3CINH2 (1 eq). The methylchloroaluminum amide was freshly prepared, in-situ; NH4CI (0.535 g, 10 mmol) was dissolved in dry toluene (10 mL) at 000 and trimethylaluminum (2 M in toluene, 5.0 mL, 10 mmol) was added and the reaction was warmed to r.t. and stirred for 1 hour to give theAICH3CINH2, which was used directly. The mixture was stirred at 80 00 for 6 hours. The reaction mixture was concentrated under vacuo to give crude I24a (8.42 g, 75.4% yield). ESI-MS (Mi-i): 165 calc. for 09H12N20: 164.2.

Statistics shows that 2-Ethoxybenzonitrile is playing an increasingly important role. we look forward to future research findings about 6609-57-0.

Reference:
Patent; FUNDACION PARA LA INVESTIGACION MEDICA APLICADA; CUADRADO TEJEDOR, Maria Del Mar; FRANCO FERNANDEZ, Rafael; GARCIA OSTA, Ana Maria; OYARZABAL SANTAMARINA, Julen; RABAL GRACIA, Maria Obdulia; WO2014/131855; (2014); A1;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 1000339-52-5, name is 3-Fluoro-2-nitrobenzonitrile, 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 1000339-52-5, Quality Control of 3-Fluoro-2-nitrobenzonitrile

A solution of 3-fluoro-2-nitrobenzonitrile (300 mg, 1 .806 mmol), 2-(tert-butoxy)ethan-1 – amine (233 mg, 1 .987 mmol), and N,N-diisopropylethylamine (0.379 mL, 2.167 mmol) in DMF (20mL) was stirred for 16 hours. The reaction was concentrated, and the resulting residue was purified via silica gel chromatography (0% to 40% EtOAc/hexanes) to afford 3- ((2-(tert-butoxy)ethyl)amino)-2-nitrobenzonitrile (450 mg) as a orange solid. LC-MS (ES) m/z = 264 [M+H]+. NMR (400 MHz, CDCI3): delta 8.39 (br. s., 1 H), 7.49 (dd, J = 7.1 , 8.9 Hz, 1 H), 7.19 (dd, J = 1 .0, 8.9 Hz, 1 H), 7.14 (dd, J = 1 .1 , 7.2 Hz, 1 H), 3.63 – 3.82 (m, 2H), 3.48 (q, J = 5.1 Hz, 2H), 1 .29 (s, 9H).

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

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, 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 868-54-2, Formula: C6H4N4

General procedure: A mixture of 0.085 g (1 mmol) of piperidine, 0.182 g (1 mmol) of enaminoketone 2, 0.132 g (1 mmol) of 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and 0.106 g (1 mmol) of benzaldehyde in 5 mL of ethanol was stirred at 30-40 for 30 min. On the completion of the reaction (TLC monitoring) the mixture was cooled, the separated precipitate was filtered off, washed with a little 2-propanol.

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-Aminoprop-1-ene-1,1,3-tricarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Alekseeva, A. Yu.; Bardasov; Mikhailov; Ershov; Russian Journal of Organic Chemistry; vol. 53; 8; (2017); p. 1243 – 1248; Zh. Org. Khim.; vol. 53; 8; (2017); p. 1227 – 1232,6;,
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Application of 6575-11-7,Some common heterocyclic compound, 6575-11-7, name is 2-Amino-6-chlorobenzonitrile, molecular formula is C7H5ClN2, 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.

The reaction mixture composed of 5 g of 2-amino-6-chlorobenzonitrile (32.77 mmol), 30% potassium hydroxide (50 mL), and 30% hydrogen peroxide aqueous solution (3 mL) was heat-refluxed for 12 hours, which was then cooled down at room temperature. The aqueous layer was separated by using diethyl ether and then acidized with 12 N HCl (pH: 3-4) to separate an organic layer. The organic layer was washed with saturated brine and then separated, dried (Na2SO4), filtered, and concentrated under reduced pressure. As a result, 5.31 g of the target compound 2-amino-6-chlorobenzoic acid was obtained as a yellow solid (30.95 mmol, yield: 94%). 1H NMR(300 MHz, DMSO-d6) delta 8.24 (s, 2H), 7.00-7.06 (t, J=7.5 Hz, 1H), 6.64 (d, J=8.4 Hz, 1H), 6.56 (d, J=7.8 Hz, 1H).

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

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; Lee, Ge Hyeong; Lim, Hee-Jong; Cho, Heeyeong; Park, Woo Kyu; Kim, Seong Hwan; Choi, Jung Hwan; (148 pag.)US2018/105527; (2018); A1;,
Nitrile – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile, 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 36282-26-5, HPLC of Formula: C7H3BrFN

To a solution of 2-bromo-4-fluorobenzonitrile (0.5 g, 2.50 mmol) and phenol (0.25 g, 2.62 mmol) in DMSO (2 mL), at RT, K2C03 (0.69 g, 5 mmol) was added and the reaction mixture was stirred at RT overnight. Water and Et20 were added to the reaction mixture, the organic phase was washed withwater and saturated NaHCO3, dried and the solvent removed under reduced pressure. Crude materialwas purified by FC on silica gel (eluent: Cy/EA from 100/0 to 90/10) to give 2-bromo-4-phenoxybenzonitrile (p21, 220 mg, y= 32%).1H NMR (CHLOROFORM-d): 6 ppm 7.60 (d, 1 H) 7.42 – 7.51 (m, 2 H) 7.26 – 7.33 (m, 1 H) 7.23 (d, 1 H)7.09 (d, 2 H) 6.98 (dd, 1 H)

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

Reference:
Patent; SHIRE INTERNATIONAL GMBH; CREMONESI, Susanna; LUKER, Tim; SEMERARO, Teresa; MICHELI, Fabrizio; (257 pag.)WO2016/42452; (2016); A1;,
Nitrile – Wikipedia,
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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 7357-70-2 as follows. Application In Synthesis of 2-Cyanothioacetamide

General procedure: A mixture of the required acetophenones (0.001 mol),the appropriate aromatic aldehydes (0.001 mol), cyanothioacetamide(0.1 g, 0.001 mol) and ammonium acetate (0.62 g,0.008 mol) in n-butanol (10 mL) is irradiated at 150C for20 min in the microwave oven. After the reaction mixture iscooled to room temperature, the reaction mixture is dilutedwith 10 mL diethyl ether and the separated solid is filtered,dried and crystallized from ethanol to afford compounds 4-10.

According to the analysis of related databases, 7357-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Elhameid, Mohammed K. Abd; Ryad, Noha; My, Al-Shorbagy; Mohammed, Manal R.; Ismail, Mohammed M.; El Meligie, Salwa; Chemical and Pharmaceutical Bulletin; vol. 66; 10; (2018); p. 939 – 952;,
Nitrile – Wikipedia,
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6330-25-2, name is 2-Cyano-N-methyl-acetamide, 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. Computed Properties of C4H6N2O

Step 3To a 10 ml seal tube was added 5-(7-pivaloyl-5-((2-trimethylsilyl)ethoxy)methyl)-5H- pyrrolo[2,3-b]pyrazin-2-ylamino)thiophene-2-carbaldehyde (0.150 g, 0.000327mole), 2-cyano – N,N- dimefhylacetamide (0.183 g, 0.00163 mole) and ethanol (5 ml) followed by addition of piperidine acetate (3.3 M solution in water) (1.5 ml, 0.00495 mole) at RT. The tube was sealed and the reaction mixture was heated at 80 C for 24 hr. After completion of reaction, ethanol was distilled out, the reaction mixture was diluted with ethyl acetate. The organic layer was separated and washed with water, dried over sodium sulphate and concentrated to give the desired crude product which was purified using column purification by eluting the compound with 35% ethyl acetate in hexane to yield 1 10 mg of 2-cyano-N,N-dimethyl-3-(5-(7-pivaloyl-5-((2- trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamino)thiophen-2-yl)acrylamide

The synthetic route of 6330-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; GOLDSTEIN, David Michael; BRAMELD, Kenneth Albert; VERNER, Erik; WO2012/158785; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts