Author: Jessica.F

Electric Literature of 10406-24-3, 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. 10406-24-3, name is 3-(Aminomethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 12; By removing ammonia by evaporation from the second hydrogenation product solution discharged from the outlet of the reaction tube B which was obtained in Example 2, a crude xylylenediamine containing 92.1% by weight of m-xylylenediamine and 520 ppm by weight of 3-cyanobenzylamine was obtained. In a SUS reaction tube having an inner diameter of 35 mm, 50 mL of a nickel/diatomaceous earth catalyst with a column shape having a diameter of 5 mm and a length of 5 mm (nickel content: 50% by weight) was packed. The catalyst was reduced for activation at 200 C. under hydrogen gas flow. After cooling, hydrogen gas was introduced under pressure into the reaction tube. The pressure was kept constant at 4 MPa, and the catalyst layer temperature was kept at 100 C. under external heating. Then, hydrogen gas was supplied from the inlet of the reaction tube at a flow rate of 1.1 NL/h. While keeping the flow of hydrogen gas, the above crude xylylenediamine was supplied from the inlet of the reaction tube in a rate of 25.2 g/h, to conduct the re-hydrogenation continuously. The hydrogenation product solution and unreacted hydrogen gas were discharged from the outlet of the reaction tube. The discharged hydrogenation product solution was sampled and analyzed by a gas chromatography. The concentration of m-xylylenediamine was 91.7% by weight and the concentration of 3-cyanobenzylamine was less than the detection limit of 30 ppm by weight. After evaporating off liquid ammonia from the obtained hydrogenation product solution, the crude m-xylylenediamine was distilled under reduced pressure (125 C., 6 Torr). The concentration of m-xylylenediamine was 99.99% by weight and the concentration of 3-cyanobenzylamine was less than the detection limit of 30 ppm by weight. As described above, in the method of the present invention, the amount of the solvent containing liquid ammonia to be used is reduced while keeping high yields even when using a simple apparatus, to reduce the quantity of energy required for removing the solvent. Therefore, the present invention provides a cost-effective method of producing xylylenediamines by the hydrogenation of phthalonitriles. Thus, the present invention is of a great industrial value.

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

Reference:
Patent; Kumano, Tatsuyuki; Shigematsu, Ryusuke; Kato, Kinji; Nakaya, Kenji; US2008/9654; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 4592-94-3, name is 3-(4-Bromophenyl)-3-oxopropanenitrile, 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 4592-94-3, COA of Formula: C9H6BrNO

Example 36 Preparation of 3-(4-bromophenyl)-3-hydroxypropanenitrile A suspension of 4-bromobenzoylacetonitrile (500 mg) in ethanol (5 mL) and acetic acid (300 muL) was heated with sodium cyanoborohydride (280 mg) using an 80 C. hot plate for 2 hours. After cooling to ambient temperature, the mixture was diluted with water and concentrated to a syrup, which was diluted with ethyl acetate and washed with water, sat. NaHCO3, and brine. The extract was dried with mgSO4, filtered, and evaporated to provide 510 mg of a cloudy oil, which was filtered through silica gel using 1:1 ethyl acetate/hexane to provide the product (496 mg) as a thick oil.

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; ProLynx LLC; Santi, Daniel V.; Ashley, Gary W.; (80 pag.)US9387254; (2016); B2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 57381-51-8 as follows. Recommanded Product: 57381-51-8

Example 19: Scheme G2; Potassium tert-butoxide (2.1 equiv., 13.5 mmol, 1.51 g) was added to a stirred solution of 4-chloro-2-fluorobenzonitrile (G2.1) (1 equiv., 6.43 mmol, 1.0 g) and 3-amino-6- chloropyridine (1 equiv., 6.43 mmol, 0.826 g) in DMSO (3 ml). The reaction mixture was stirred at room temperature for 0.5 h. Water was added, the resulting precipitate was filtered off and washed successively with water, isopropanol and isopropyl ether to give G2.2 (1.17 g, yield = 69%).

According to the analysis of related databases, 57381-51-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TIBOTEC PHARMACEUTICALS LTD.; WO2008/37784; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 133541-45-4, name is 4-Bromo-2,5-difluorobenzonitrile, A new synthetic method of this compound is introduced below., Product Details of 133541-45-4

To a stirred suspension of 4-bromo-2,5-difluorobenzonitrile (91 g, 417 mmol) and potassium carbonate (173 g, 1.25 mol) in N,N-dimethylformamide (910 ml) was added (S)-1,1,1-trifluoropropanol [CAS 3539-97-7] dropwise (52.4 g, 460 mmol). The resulting mixture was heated at 70 C. for for 15 hours and cooled to room temperature. The reaction was concentrated and the residue was diluted with water. The aqueous solution was extracted with DCM (3×). The combined organic washes were washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give an oil (136.6 g). The residue was triturated with a mixture of hexanes and toluene (9:1, 200 mL) to give the desired product as a white solid (90.3 g, 93% purity, 64% yield). (0224) LC-MS (Method A): Rt=1.29 min; MS (ESIpos): m/z=312.0 [M+H]+. (0225) 1H-NMR (400 MHz, CHLOROFORM-d) delta [ppm]: 1.511 (4.41), 1.531 (15.64), 1.533 (16.00), 1.548 (15.84), 1.550 (15.83), 4.566 (1.08), 4.581 (2.68), 4.597 (3.18), 4.612 (2.62), 4.626 (1.01), 7.194 (5.27), 7.207 (7.60), 7.220 (7.57).

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; Bayer Pharma Aktiengesellschaft; The Broad Institute, Inc.; Janzer, Andreas; Ferrara, Steven James; (19 pag.)US2019/307728; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C9H6F3N

General procedure: To a solution of 10 (1.0 mmol, 1.0 equiv.) and substituted benzyl cyanate (1.2 mmol, 1.2 equiv.)in 5 mL of anhydrous DMF was added NaH 60% in mineral oil (66 mg, 2.0 mmol, 2.0 equiv.) at0C. The reaction mixture was allowed to warm to room temperature overnight, and was quenchedwith saturated NH4Cl and extracted with ethyl acetate (3 x 30 mL). The combined organic phaseswere washed with brine, dried over anhydrous MgSO4, filtered and concentrated to yield the crudeproduct. The product was purified via combi-flash on silica gel using 20% EtOAc in hexanes togive the desired product.

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; Tang, Jing; Do, Ha T.; Huber, Andrew D.; Casey, Mary C.; Kirby, Karen A.; Wilson, Daniel J.; Kankanala, Jayakanth; Parniak, Michael A.; Sarafianos, Stefan G.; Wang, Zhengqiang; European Journal of Medicinal Chemistry; vol. 166; (2019); p. 390 – 399;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 20099-89-2, name is 4-(2-Bromoacetyl)benzonitrile, 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 20099-89-2, Formula: C9H6BrNO

General procedure: A solution of 1a or 1b (0.001 mol) in acetone (10 mL), an appropriate substituted 2-bromoacetophenone derivative (0.001 mol) and potassium carbonate (0.138 g, 0.001 mol) were reuxed at 40 C for 12 h. The solvent was evaporated, residue was washed with water, dried and recrystallized from ethanol. The mass spectra of the compounds (3a-p) are available in the Supplementary Materials.

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-(2-Bromoacetyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cevik, Ulviye Acar; Saglik, Beguem Nurpelin; Levent, Serkan; Osmaniye, Derya; Cavu?oglu, Betul Kaya; Ozkay, Yusuf; Kaplancikli, Zafer Asim; Molecules; vol. 24; 5; (2019);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 134450-56-9 as follows. Application In Synthesis of 4,5-Difluorophthalonitrile

Compounds 5 and 6 were synthesized by reacting 4 with sub-stoichiometric or stoichiometric 4,5-difluorophthalonitrile, respectively, under basic conditions via nucleophilic aromatic substitution reaction. The targeted charged TADF emitters XI and XII were obtained following methylation with iodomethane and anion metathesis with saturated NH4PF6 solution in 33% and 27% yield, respectively, over six steps. The solubilities of XI and XII in DCM were greatly improved after the anion metathesis, in comparison with that of the original iodo salts.

According to the analysis of related databases, 134450-56-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS; Zysman-Colman, Eli; Wong, Michael Yin; (41 pag.)US2017/352818; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 1009-35-4 as follows. SDS of cas: 1009-35-4

4-Fluoro-3-nitrobenzonitrile (182.6 g; 1.10 moles) was dissolved in DMF at 25- 30°C under nitrogen atmosphere and sodium carbonate (249.8 g; 2.36 moles) was added. The slurry was heated to 45-50°C and compound obtained in example- 05/DMF solution (327.12 g; 0.78 moles) was added in 30-60 min at 45-50°C. The reaction mass was maintained for ~8h at 45-50°C. After completion of the reaction by HPLC, reaction mass was diluted with ethyl acetate and water at < 50°C and stirred for 30-45 min. Layers were separated and aqueous layer was extracted with ethyl acetate. Combined organic layer was washed with -10percent w/v brine solution and concentrated under vacuum at < 55°C. Methanol was added to the concentrated residue and heated to 45-50°C and stirred for lh at 45-50°C. The obtained slurry was cooled to 25-30°C and maintained for lh at 25-30°C. The product was filtered and washed with methanol followed by water and then dried under vacuum to obtain the title product as a light yellow wet solid (369.2 g; 74.85percent of theory on dried basis). HPLC Purity: 95.91percent. According to the analysis of related databases, 1009-35-4, the application of this compound in the production field has become more and more popular. Reference:
Patent; NATCO PHARMA LIMITED; APPAYE KALIYAPERUMAL, Srinivasan; TALASANI, Shyam Sunder Reddy; SAMATHAM, Nagalingam; KONDURI, Srinivasa Krishna Murthy; BUDIDETI, Shankar Reddy; MUDDASANI, Pulla Reddy; NANNAPANENI, Venkaiah Chowdary; (22 pag.)WO2019/38779; (2019); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 21667-62-9, 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. 21667-62-9 name is 3-(3-Chlorophenyl)-3-oxopropanenitrile, 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.

General procedure: A mixture of ethyl 3-oxo-3-phenylpropanoate (2a) (1.73 mL,10.00 mmol) and allylamine [(3.75 mL, 50.00 mmol) neutralized with acetic acid (2.86 mL, 50.00 mmol)] in ethanol (10 mL) was heated to reflux for 3 h. The resulting mixture was concentrated and the residue was taken up in CH2Cl2. The organic layer was washed with 5% HCl and water, dried over MgSO4 and concentrated. Purification of the crude product by flash column chromatography (silica gel; petroleum ether/ethyl acetate95:5) afforded 3a (2.08 g, 9.00 mmol) in 90% yield as a colourless liquid. When treated with 2c, it afforded 3c instead of 3-(allylamino)-3-(2-fluorophenyl) acrylonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(3-Chlorophenyl)-3-oxopropanenitrile, and friends who are interested can also refer to it.

Reference:
Article; Zhai, Sheng-Xian; Dong, Hong-Ru; Chen, Zi-Bao; Hu, Yi-Ming; Dong, Heng-Shan; Tetrahedron; vol. 70; 44; (2014); p. 8405 – 8412;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 77326-36-4, 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. 77326-36-4, name is 2-Amino-6-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

It was prepared as described for 8. Starting from 2-amino-6-fluorobenzonitrile (318 mg, 2.31 mmol) in 1,2-dichloroethane (25 mL) and enone 7 (R9 = i-Pr) (272 mg, 1.53 mmol) in 1,2-dichloroethane (15 mL), a crude product (383 mg) was obtained and subjected to column chromatography [silica gel (19 g), hexane/AcOEt/25% aqueous NH4OH mixtures as eluent]. On elution with hexane/AcOEt/25% aqueous NH4OH 98:2:0.1, huprine 10 (220 mg, 42% yield) was obtained as a beige solid.A solution of huprine 10 (220 mg, 0.74 mmol) in CH2Cl2 (15 mL) was filtered through a PTFE 0.45 mum filter, treated with 1.81 N methanolic solution of HCl (1.24 mL, 2.24 mmol), and the resulting solution was evaporated under reduced pressure. After recrystallization of the resulting solid residue from AcOEt/MeOH 30:1 (9.3 mL), 10·HCl (138 mg) was obtained as a beige solid, mp >300 C (dec.) (AcOEt/MeOH 30:1). IR (KBr) nu 3500-2500 (max at 3494, 3370, 3312, 3201, 3158, 3024, 2958, 2929, 2891, 2833, 2750, 2669, C-H, N-H, and N+-H st), 1640, 1595, and 1548 (ar-C-C and ar-C-N st) cm-1; 1H NMR (500 MHz, CD3OD) delta 0.87 (d, J = 7.0 Hz, 3H) and 0.89 (d, J = 7.0 Hz, 3 H) [9-CH(CH3)2], 1.97 (dm, J = 12.5 Hz, 1H, 13-Hsyn), 2.02-2.12 [complex signal, 2H, 13-Hanti and 9-CH(CH3)2], superimposed in part 2.08 (br d, J = 17.5 Hz, 1H, 10-Hendo), 2.52 (br dd, J = 17.5 Hz, J’ = 5.0 Hz, 1H, 10-Hexo), 2.80 (m, 1H, 7-H), 2.86 (dm, J ? 18.0 Hz, 1H, 6-Hendo), 3.21 (dd, J = 18.0 Hz, J’ = 5.5 Hz, 1H, 6-Hexo), 3.41 (m, 1H, 11-H), 4.85 (s, NH2 and NH+), 5.58 (dm, J = 5.0 Hz, 1H, 8-H), 7.34 (ddd, J = 13.5 Hz, J’ = 8.0 Hz, J = 1.0 Hz, 1H, 2-H), 7.56 (br d, J = 8.5 Hz, 1H, 4-H), 7.82 (dddm, J ? J’ ? 8.5 Hz, J = 5.5 Hz, 1H, 3-H); 13C NMR (75.4 MHz, CD3OD) delta 21.4 (CH3) and 21.9 (CH3) [9-CH(CH3)2], 27.2 (CH, C11), 27.9 (CH, C7), 29.6 (CH2, C13), 31.7 (CH2, C10), 35.9 [CH, 9-CH(CH3)2], 36.1 (CH2, C6), 107.2 (C, d, J ? 11.5 Hz, C12a), 112.2 (CH, d, J = 23.3 Hz, C2), 115.7 (C, C11a), 116.3 (CH, C4), 122.2 (CH, C8), 134.9 (CH, d, J ? 11.5 Hz, C3), 140.6 (C, C4a), 144.5 (C, C9), 152.9 (C) and 155.3 (C) (C5a and C12), 161.1 (C, d, J = 253 Hz, C1). Anal. Calcd for C19H21FN2·HCl·3/4H2O (346.36): C, 65.89; H, 6.84; N, 8.09; Cl, 10.24. Found: C, 65.55; H, 6.62; N, 7.99; Cl, 10.21.

The synthetic route of 2-Amino-6-fluorobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Defaux, Julien; Sala, Marta; Formosa, Xavier; Galdeano, Carles; Taylor, Martin C.; Alobaid, Waleed A.A.; Kelly, John M.; Wright, Colin W.; Camps, Pelayo; Munoz-Torrero, Diego; Bioorganic and Medicinal Chemistry; vol. 19; 5; (2011); p. 1702 – 1707;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts