Month: March 2021

Synthetic Route of 2469-99-0,Some common heterocyclic compound, 2469-99-0, name is 3-Oxobutanenitrile, molecular formula is C4H5NO, 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.

(v) 2-Cyano-N-[5-(4-(1,1-dimethylethyl)phenyl)thien-2-yl]-3-hydroxybut-2-enamide A suspension of cyanoacetone, sodium salt (40.98 g); in freshly sodium dried and distilled tetrahydrofuran (200 ml) was mechanically stirred and cooled in an ice-bath. A slightly turbid solution of 2-[4-(1,1-dimethylethyl)phenyl]-5-isocyanatothiophene (100 g), in dry tetrahydrofuran (400 ml) was added dropwise during 40 minutes at 3-5 C. After stirring the mustard coloured suspension in the ice-bath for a further 20 minutes, the bath was then removed, stirring continued for 52 minutes at ambient temperature, then for 1.5 hours at 55 +-2 C. in a heating mantle. After evaporation in vacuo the residual cream coloured paste was stirred in 0.7 N sodium hydroxide (975 ml) for 30 minutes. Filtration removed an insoluble cream coloured solid. The alkaline filtrate was adjusted to pH 1 by the addition of concentrated hydrochloric acid, precipitating a cream coloured pasty solid which was removed by filtration, washed with water (approximately 3 1) and partially dried at 60 C. in vacuo. This solid was stirred at reflux in absolute ethanol (2 1) for 15 minutes, then for 45 minutes in an ice-bath. After filtration, washing with ice-cold ethanol (400 ml) and drying at 60 C. in vacuo. It was further purified by stirring for 10 minutes with charcoal (5 g) in boiling ethyl acetate (2.25 1). The charcoal was removed by filtration and washed on the filter with hot ethyl acetate (300 ml). The filtrate and washings were combined and reduced in volume by 1.5 1 by evaporating in vacuo. After standing in an ice-bath for 1 hour, pale green crystals were removed by filtration, washed with 40-60 C. petrol (100 ml) and dried at 45 C. in vacuo. The crystalline solid was finally purified by stirring in 1N sodium hydroxide (750 ml) and ether (750 ml). The lower aqueous alkaline layer was removed and filtered to clarify. Concentrated hydrochloric acid was added to adjust to pH 1. The resulting cream coloured precipitated solid was filtered off, washed on the filter with water (2 1) and dried at 60 C. in vacuo, m.p. 226-228 C.

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

Reference:
Patent; Lilly Industries Limited; US4983619; (1991); A;,
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Adding a certain compound to certain chemical reactions, such as: 403-54-3, name is 3-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 403-54-3, Recommanded Product: 3-Fluorobenzonitrile

3-(4-Benzyl-piperazin-1-yl)-benzonitrile (49b). To a mixture of 3-fluoro-benzonitrile 43b (1.0 g, 8.25 mmol) and K2CO3 (2.27 mg, 16.51 mmol) in dimethyl sulfoxide (7 mL) was added 1-benzyl piperazine (2.14 mL, 12.38 mmol) and the reaction continued as described above to afford amine 199 g of 49b in 87% yields. 1H-NMR (500 MHz, CDCl3): delta 2.65 (4Hs, t, J=5.12 Hz), 3.27 (4Hs, t, J=5.12 Hz), 3.61 (2Hs, s), 7.11-7.15 (3Hs, m), 7.31-7.41 (6Hs, m); ESI-MASS: 300.5 (M+23).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; University of Tennessee Research Foundation; US2005/222408; (2005); A1;,
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Electric Literature of 1953-99-7, A common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, molecular formula is C8Cl4N2, 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.

Synthesis Example 6: Synthesis of 3,4,6-trichloro-5-(2-bromo-phenoxy)-phthalonitrile 5 g of 3,4,5,6-tetrachlorophthalonitrile, 3.25 g of 2-bromophenol, 3.9 g of K2CO3, and 25 ml of N,N-dimethyl formamide were put in a 100 ml flask, and then stirred while heated at 70¡ã C. When the reaction was complete, EA (ethyl acetate) was used for an extraction. After the extraction, the resultant was concentrated to obtain a solid. Herein, the obtained solid was dissolved in an small amount of dichloromethane, several times washed with hexane, filtered, and vacuum-dried to obtain 3,4,6-trichloro-5-(2-bromo-phenoxy)-phthalonitrile.

The synthetic route of 1953-99-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMSUNG SDI CO., LTD.; JEONG, Euisoo; SEO, Hyewon; SHIN, Myoungyoup; SHIN, Sunwoong; JUNG, Juho; HAN, Gyuseok; (25 pag.)US2018/335547; (2018); A1;,
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Some common heterocyclic compound, 623-03-0, name is 4-Chlorobenzonitrile, molecular formula is C7H4ClN, 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. Recommanded Product: 623-03-0

General procedure: Microwave assisted reactions were carried out in a domestic microwave oven (Samsung-LCE 2733 GXTL) for realistic control of the microwaves operating at 850 W generating 2450MHz frequency through out the required time.A mixture of nitrile (0.01 mol), ethylenediamine (0.04 mol) and carbon disulphide solvent (0.001mol) was taken in a Erlenmeyer flask. The Erlenmeyer flask was placed in a microwave ovenand irradiated under at low power (100 W) for 30-150 seconds. The completion of the reactionwas monitored by TLC using ethyl acetate: methanol (4:1) as eluent. The reaction mixture wascooled at room temperature. Cold water (20 mL) was added to it and then extracted withchloroform (3 x 25 mL). The organic layer was dried over anhydrous Na2SO4 and evaporated.Crystallization of the crude product from cyclohexane gave the pure product in 70-80% yields(Table 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 623-03-0, its application will become more common.

Reference:
Article; Pathan, Mohsin Y.; Paike, Vijaykumar V.; Pachmase, Pandurang R.; More, Sandeep P.; Ardhapure, Suresh S.; Pawar, Rajendra P.; ARKIVOC; vol. 2006; 15; (2006); p. 205 – 210;,
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Application of 1558-81-2, 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. 1558-81-2, name is Ethyl 1-Cyano-1-cyclopropanecarboxylate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To concentrated sulfuric acid (102 mL) was added 1-cyano-cyclopropanecarboxylic acid ethyl ester (60 g, 0.43 mol) dropwise followed by 2-methylpentan-2,4-diol (52 g, 0.44 mmol) dropwise at 0 C. The mixture was stirred for an additional 1 h at 0 C. then poured onto ice-water. The aqueous phase was washed with AcOEt (3¡Á200 mL) and then basified to pH 12 with 10 M NaOH. The resulting mixture was extracted with EtOAc (3¡Á500 mL). The combined organic layer was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel to give 1-(4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-yl)-cyclopropanecarboxylic acid ethyl ester (65 g, yield: 63.2%). 1H NMR (CDCl3 400 MHz): delta4.21-4.06 (m, 311), 1.73-1.69 (m, 1H), 1.40-1.10 (m, 1711)

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, Ethyl 1-Cyano-1-cyclopropanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. Lundbeck A/S; Kilburn, John Paul; Rasmussen, Lars Kyhn; Jessing, Mikkel; Eldemenky, Eman Mohammed; Chen, Bin; Jiang, Yu; Hopper, Allen T.; US2014/107340; (2014); 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. 1735-53-1, name is 4-Bromo-3-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 1735-53-1

Description for D664-(1 -Cyclohexen-1 -yl)-3-(trifluoromethyl)benzamide (D66)4-bromo-3-(trifluoromethyl)benzonitrile (commercial) (1.2 g, 4.80 mmol), 1- cyclohexen-1-ylboronic acid (0.907 g, 7.20 mmol), sodium methoxide (0.778 g, 14.40 mmol) and bis(triphenylphosphine)palladium(ll) chloride (0.337 g, 0.480 mmol) were added to dry methanol (12 ml.) and the mixture heated in the microwave at 80 0C for 10 minutes. The reaction mixture was partitioned between ethyl acetate (40 ml.) and water (40 ml.) and then the organic phase washed with further water (40 ml_). The organic phase was dried (MgSC^), filtered and the solvent removed in vacuo. The crude product was purified by flash silica chromatography, eluting with 0-75 % ethyl acetate in hexane to give the title compound as a white solid (1.02 g). deltaH (CDCI3, 400 MHz): 8.09 (1 H, m), 7.90 (1 H, dd), 7.32 (1 H, d), 6.3-5.8 (2H, m) 5.61 (1 H, s), 2.25-2.13 (4H, m), 1.80-1.60 (4H, m). MS (ES): C14H14F3NO requires 269; found 270 (MH+).

The synthetic route of 1735-53-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/74821; (2008); 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. 6629-04-5, name is N-Cyanoacetylurethane, A new synthetic method of this compound is introduced below., Recommanded Product: 6629-04-5

EXAMPLE 1 A mixture of N-ethoxycarbonylcyanoacetamide (42 g), triethylorthoformate (40 g) and acetic anhydride (100 ml) is heated at reflux for one hour. The reaction is allowed to stand until cool and then is filtered, washing with ether, to yield alpha-cyano-beta-ethoxy-N-ethoxycarbonylacrylamide.

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; Zoecon Corporation; US4358591; (1982); A;; ; Patent; Zoecon Corporation; US4411839; (1983); A;; ; Patent; Imperial Chemical Industries Limited; Zoecon Corporation; US4307098; (1981); A;,
Nitrile – Wikipedia,
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These common heterocyclic compound, 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, 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. SDS of cas: 1009-35-4

To a flask charged with 4-fluoro-3-nitrobenzonitrile (0.984 g, 5.92 mmol) in ACN (19.75 mL), was added trans-n-boc- 1 ,4-cyclohexanediamine (1.269 g, 5.92 mmol) and TEA (1.651 mL, 1 1.85 mmol). The resulting mixture was stirred at 80¡ãC for 3 h leading to complete conversion. The mixture was cooled to RT. The resulting solid was filtered, washed with water and dried to give tert-butyl ((lr,4r)-4-((4- cyano-2-nitrophenyl) amino)cyclohexyl)carbamate (1.93 g, 5.36 mmol, 90 percent yield) as yellow solid, which was used for next step without further purification. lH NMR (400 MHz, DMSO-i/6) delta ppm 8.29 – 8.37 (m, 1 H) 7.96 – 8.10 (m, 1 H) 7.53 – 7.71 (m, 1 H) 7.13 (d, J=9.29 Hz, 1 H) 6.64 (d, J=7.82 Hz, 1 H) 3.34 – 3.62 (m, 1 H) 3.09 (d, J=2.25 Hz, 1 H) 1.81 (d, J=10.27 Hz, 2 H) 1.65 (d, J=10.47 Hz, 2 H) 1.09 – 1.38 (m, 13 H). m/z (ESI) 361.2

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

Reference:
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John L.; CHAKKA, Nagasree; DIMAURO, Erin F.; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Xin; WO2014/36022; (2014); 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. 1194-02-1, name is 4-Fluorobenzonitrile, A new synthetic method of this compound is introduced below., name: 4-Fluorobenzonitrile

General procedure: To a stirred suspension of corresponding nitrile and hydroxylamine hydrochloride (1.5 equiv.) in EtOH (10 mL per gram of nitrile) a NaHCO3 (1.5 equiv.) was added. The reaction mixture was stirred under reflux for a 6 h. After the reaction had completed, the reaction mixture was concentrated under reduced pressure, and the residue was diluted with cold water (200 mL). The resulting precipitate was filtered off and washed with cold water (50 mL).

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:
Article; Presnukhina, Sofia; Tarasenko, Marina; Baykov, Sergey; Smirnov, Sergey N.; Boyarskiy, Vadim P.; Shetnev, Anton; Korsakov, Mikhail K.; Tetrahedron Letters; vol. 61; 9; (2020);,
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Related Products of 53312-81-5, 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. 53312-81-5, name is 5-Amino-2-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

j1211] Compound 326 was synthesized from 5-amino-2- fluorobenzonitrile (47.2 mg, 0.346 mmol) which was stirred in dichloromethane (2 mE) and 0.50 mE saturated sodium bicarbonate solution at 0 C. Phosgene (20% in toluene, 0.495 mE, 0.693 mmol) was added and stirred for 30 mm. The organic layer was extracted with dichloromethane and washed with water followed by sodium bicarbonate solution. The organic layer was concentrated and redissolved in DMF (2 mE). Corresponding compound C (100 mg, 0.144 mmol) and TEA (95 IL, 0.6 93 mmol) was added and heated at 90 C. for 1 h. The crude product was purified with reverse phase colunm (water:CAN 1:1) to afford the target compound as a light brown solid (47.8 mg, 38.7%); 1H NMR (400 MHz, Chioroform-d) oe 0.92 (d, J=6.6 Hz, 3H), 1.16 (d, J=6.6 Hz, 3H), 1.25 (d, J=6.6 Hz, 3H), 1.71-1.83 (m, 1H), 2.00-2.08 (m, 1H), 2.10-2.18 (m, 2H), 2.25-2.44 (m, 2H),2.80-3.04 (m, 4H), 3.26-3.46 (m, 3H), 3.68-3.86 (m, 3H),4.38-4.69 (m, 6H), 4.78 (d, J=11.3 Hz, 1H), 4.92-5.05 (m, 1H), 5.07-5.18 (m, 1H), 5.36 (t, J=7.5 Hz, 1H), 5.77 (d, J=7.6 Hz, 1H), 6.54-6.68 (m, 3H), 7.05 (t, J=8.7 Hz, 1H), 7.39 (d, J=9.5 Hz, 1H), 7.48-7.56 (m, 1H), 7.72-7.81 (m, 1H), 8.15 (s, 1H), 8.47 (d, J=9.7 Hz, 1H); ESI-MS: [m/z+ H]=855.46.

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, 5-Amino-2-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; St. Jude Children’s Research Hospital; Lee, Richard E.; Zhao, Ying; Jiuyu, Liu; (323 pag.)US2018/79784; (2018); A1;,
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