Tag: M.W=100-200

Reference of 14447-18-8, The chemical industry reduces the impact on the environment during synthesis 14447-18-8, name is Benzyl cyanoacetate, I believe this compound will play a more active role in future production and life.

General procedure: A 100-mL round-bottom flask equipped with a stir bar is charged with dimethyl malonate (2.0 g, 15.0 mmol), crotonaldehyde (1.3 mL, 15.0 mmol), piperidine (0.2 mL, 3.0 mmol), benzoic acid (0.4 g, 3.0 mmol) and toluene (50 mL). The reaction mixture is heated at reflux using a Dean-Stark apparatus for 2 h. The toluene solution is washed with water, dried over Na2SO4 and concentrated in vacuo. The crude product is purified by silica gel column chromatography eluting with hexanes/ethyl acetate (20/1) to afford 1a (1.7 g, 60% yield) as a red liquid.

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, Benzyl cyanoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Wei; Ghiviriga, Ion; Grenning, Alexander J.; Tetrahedron; vol. 73; 29; (2017); p. 4076 – 4083;,
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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 21423-84-7 as follows. COA of Formula: C8H6ClN

To a solution of 2-chloro-4-methylbenzonitrile (1 .06 g, 7 mmol) and /V-bromosuccinimide (1 .37 g, 7.7 mmol) in acetonitrile (70 ml_) was added 2,2-azob/s(2-methylpropionitrile (0.230 g, 1 .4 mmol) under argon. The mixture was stirred at 80 C for 20 h. The reaction mixture was filtered and washed with ethyl acetate (80 ml_). The filtrate was concentrated, and the resulting crude material was purified by column chromatography (silica gel, petroleum ether/ethyl acetate = 10/1 ) to give 4-(bromomethyl)-2-chlorobenzonitrile as a light-yellow solid (0.661 g, 2.87 mmol, 41 %). 1 H NMR (400 MHz, Chloroform-d) d 7.67-7.69 (m, 1 H), 7.57-7.58 (m, 1 H), 7.41 (dd, J/ = 1 .5 Hz, J2= 8.0 Hz, 1 H), 4.454 (s, 2H).

According to the analysis of related databases, 21423-84-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; YUMANITY THERAPEUTICS, INC.; LE BOURDONNEC, Bertrand; LUCAS, Matthew; OZBOYA, Kerem; PANDYA, Bhaumik; TARDIFF, Daniel; TIVITMAHAISOON, Parcharee; WRONA, Iwona; (475 pag.)WO2019/183587; (2019); A1;,
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Synthetic Route of 868-54-2,Some common heterocyclic compound, 868-54-2, name is 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, molecular formula is C6H4N4, 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: Heterocyclic ketene aminals (1 mmol), aryl aldehydes (1.2 mmol), malononitriledimer (1.5 mmol), acetic acid (1 mmol), piperidine (1 mmol) and ethanol (10 mL)were stirred at refluxing for 1 h. After completion of the reaction (confirmed by TLC),the reaction mixture was filtered to afford the crude product, which was furtherwashed with 95% ethanol to give pure product 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Aminoprop-1-ene-1,1,3-tricarbonitrile, its application will become more common.

Reference:
Article; Sun, Feilong; Zhu, Fengjuan; Shao, Xusheng; Li, Zhong; Synlett; vol. 26; 16; (2015); p. 2306 – 2312;,
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Adding a certain compound to certain chemical reactions, such as: 654-70-6, name is 4-Cyano-3-trifluoromethylaniline, 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 654-70-6, Application In Synthesis of 4-Cyano-3-trifluoromethylaniline

[003 19j Thionyl chloride (46.02 g, 0.39 mol) was added dropwise to a cooled solution (less than 4C) of (R)-3-bromo-2-hydroxy-2-methylpropanoic acid (51.13 g, 0.28 mol) in 300 mL of THF under an argon atmosphere. The resulting mixture was stirred for 3 h under the same condition. To this was added Et3N (39.14 g, 0.39 mol) and stirred for 20 mm under the same condition. After 20mm, 5-amino-2-cyanobenzotrifluoride (40.0 g, 0.21 mol), 400 mL of THF were added and then the mixture was allowed to stir overnight at RT. The solvent was removed under reduced pressure to give a solid which was treated with 300 mL of H20, extracted with EtOAc (2 x400 mL). The combined organic extracts were washed with saturated NaHCO3 solution (2 x 300 mL) and brine (300 mL). The organic layer was dried over MgSO4 and concentrated under reduced pressure togive a solid which was purified from column chromatography using CH2CWEtOAc (80:20) to give a solid. This solid was recrystallized from CH2CWhexane to give 55.8 g (73.9%) of (2R)-3-bromo- N-[4-cyano-3 -(trifluoromethyl)phenylj -2-hydroxy-2-methylpropanamide as a light-yellow solid. Mp 134.0-136.5C;[00320j ?H NMR (CDC13fFMS) oe 1.66 (s, 3H, CH3), 3.11 (s, 1H, OH), 3.63 (d, J= 10.8 Hz, 1H,CH2), 4.05 (d, J= 10.8 Hz, 1H, CH2), 7.85 (d, J= 8.4 Hz, 1H, Ar]), 7.99 (dd, J=2.1, 8.4 Hz, 1H,ArH), 8.12 (d, J = 2.1 Hz, 1H, ArH), 9.04 (bs, 1H, NH). MS (ESI) 349.0 [M – Hj M.p.: 124- 126C.

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, 4-Cyano-3-trifluoromethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GTX, INC.; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; NARAYANAN, Ramesh; MILLER, Duane D.; PONNUSAMY, Thamarai; HWANG, Dong-Jin; DUKE, Charles B.; COSS, Christopher C.; JONES, Amanda; DALTON, James T.; (159 pag.)WO2016/172330; (2016); A1;,
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Reference of 876-31-3, 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. 876-31-3, name is 4-(Cyanomethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-(1-Cyanocyclopentyl)benzonitrile [S11]. In a flamed dried 50 mL flask, 710.8 mg (5.0 mmol) of 2-(4-cyanophenyl)acetonitrile was dissolved in 7.5 mL anhydrous DMF. 316.0 mg (95% purity, 12.5 mmol, 2.5 equiv.) of NaH was added in portions at 0 C. and the reaction was allowed to stir for 1 hour at 0 C. 1.0797 g (0.59 mL, 5.0 mmol, 1.0 equiv.) of 1,4-dibromobutane was added dropwise at 0 C. and the reaction was allowed to stir overnight at room temperature. The reaction was quenched carefully with -10 mL water and extracted with 30 mL EtOAc three times. The combined organic layer was washed with 50 mL brine, dried with MgSO4, filtered, and concentrated. Flash column chromatography on silica (50 mm fritted glass column, 300 mL SiO2) using 5% EtOAc/hexanes?10% EtOAc/hexanes as eluent gave 880.1 mg (4.48 mmol) of pure product as a colorless oil (90% yield). 1H-NMR (500 MHz, CDCl3) delta 7.69-7.67 (m, 2H), 7.59-7.57 (m, 2H), 2.52-2.48 (m, 2H), 2.09-1.94 (m, 6H). 13C-NMR (126 MHz, CDCl3) delta 145.2, 132.8, 127.0, 123.3, 118.3, 112.0, 48.0, 40.7, 24.5. HRMS (EI+) m/z calculated for C13H12N2 [M]+: 196.1000, found 196.1004.

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, 4-(Cyanomethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Board of Trustees of the University of Illinois; WHITE, M. Christina; ZHAO, Jinpeng; (94 pag.)US2020/87331; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 15666-97-4, name is Octyl 2-cyanoacetate, 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 15666-97-4, Recommanded Product: Octyl 2-cyanoacetate

General procedure: Aldehyde 5a-d (1.0equiv.), cyanoalkyl acetate (3.0equiv.) and a few drops of triethylamine were dissolved in chloroform (30mL) under a nitrogen atmosphere and heated to reflux overnight. After the completion of the reaction, water was added and the product was extracted with dichloromethane, washed with brine and dried over anhydrous MgSO4. The crude product was purified by column chromatography with dichloromethane/Hexanes as eluent. It was then further purified by trituration with acetone to yield the desired compounds 1-4.

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, Octyl 2-cyanoacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Priyanka, Pragya; Vegiraju, Sureshraju; Lin, Jhe-Yi; Ni, Jen-Shyang; Huang, Hsun-Ying; Dwi Agustin, Rachmawati; Yau, Shueh Lin; Lin, Tzu-Chau; Chen, Ming-Chou; Dyes and Pigments; vol. 133; (2016); p. 65 – 72;,
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Electric Literature of 939-80-0,Some common heterocyclic compound, 939-80-0, name is 4-Chloro-3-nitrobenzonitrile, molecular formula is C7H3ClN2O2, 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.

4-Chloro-3-nitrobenzonitrile (331 mg) and cesium carbonate (700 mg) were added to a solution of compound (1a) (500 mg) in acetonitrile (5.5 mL), and the mixture was stirred under heating at 70 C. for 4 hours. After completion of the reaction, the reaction solution was allowed to standing still for cooling and partitioned between ethyl acetate and water. The organic layer was washed with saturated brine and dried by the addition of anhydrous sodium sulfate. After removal of the solvent by evaporation, the residue was subjected to slurry washing (acetonitrile/methanol), thereby to obtain compound (10a) (470 mg, yield 64%) as a milky white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-3-nitrobenzonitrile, its application will become more common.

Reference:
Patent; TAIHO PHARMACEUTICAL CO., LTD.; Kitade, Makoto; Ohkubo, Shuichi; Yoshimura, Chihoko; US2013/289072; (2013); A1;,
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Related Products of 60758-87-4, The chemical industry reduces the impact on the environment during synthesis 60758-87-4, name is 3,4-Diethoxybenzonitrile, I believe this compound will play a more active role in future production and life.

Reference Example 3 A solution of 29 g of 3,4-diethoxybenzonitrile and 23 g of thioacetamide in 120 ml of 10% hydrochloric acid-DMF was sirred at 90 C. for 3 hours and then 130 C. for 5 hours. After evaporation of the solvent, the residue was washed with diethyl ether (2*100 ml) and water (2*100 ml). The resulting crystals were collected by filtration and dried to obtain 21.7 g of 3,4-diethoxythiobenzamide.

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

Reference:
Patent; Otsuka Pharmaceutical Co., Ltd.; US6291487; (2001); B1;,
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Synthetic Route of 76469-88-0, 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. 76469-88-0 name is Methyl 4-(cyanomethyl)benzoate, 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.

A 100 mL flask was charged with methyl 4-(cyanomethyl)benzoate (1 g, 5.7 mmol), acetonitrile (46 mL), cesium carbonate (5.6 g, 17 mmol) and 1,2-dibromoethane (1.3 g, 5.8 mmol). The resulting suspension was stirred at 80C for three hours, cooled at room temperature and quenched with water (30 mL). The aqueous mixture was extracted with ethyl acetate (2 × 20 mL), the combined organic phases were washed with water (5 mL), brine (5 mL), dried with Na2SO4, filtered and evaporated. Purification by chromatography over silica gel (cyclohexane/ethyl acetate gradient, 1:01:1) affords methyl 4-(1-cyanocyclopropyl)benzoate. (0527) 1H-NMR (400 MHz, CDCl3): d = 8.05-8.00 (m, 2H), 7.37-7.33 (m, 2H), 3.93 (s, 3H), 1.85-1.80 (m, 2H), 1.51-1.47 (m, 2H); ); (0528) LC-MS (method 1): Rt 0.87, m/z = 202 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-(cyanomethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; GAGNEPAIN, Julien, Daniel, Henri; EDMUNDS, Andrew; EMERY, Daniel; HALL, Roger, Graham; HUETER, Ottmar, Franz; KOLLETH KRIEGER, Amandine; RENDLER, Sebastian; SCHAETZER, Juergen, Harry; (0 pag.)WO2020/2563; (2020); 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 5922-60-1 as follows. Safety of 2-Amino-5-chlorobenzonitrile

General procedure: 2-aminobenzonitrile (1mmol), and KCC-1/IL NPs (0.0007g) were added. The autoclave was closed, purged twice with CO2 gas, pressurized with 0.8MPa of CO2 and then heated at 70C for 60min. Then the reactor was cooled to ambient temperature, and the resulting mixture was transferred to a 50mL round bottom flask. Upon completion, the progress of the reaction was monitored by TLC when the reaction was completed, EtOH was added to the reaction mixture and the KCC-1/IL NPs were separated by distillation under vacuum. Then the solvent was removed from solution under reduced pressure and the resulting product purified by recrystallization using n-hexane/ethyl acetate.

According to the analysis of related databases, 5922-60-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sadeghzadeh, Seyed Mohsen; Catalysis Communications; vol. 72; (2015); p. 91 – 96;,
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