Month: May 2021

These common heterocyclic compound, 38469-84-0, name is 5-Methoxy-2-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. name: 5-Methoxy-2-nitrobenzonitrile

General procedure: Condition B: An oven-dried pressure tube (10 mL) was charged with sodium sulfide nonahydrate (144 mg, 0.6 mmol), acetic acid (36 mg, 0.6 mmol), nitrobenzene (24.6 mg, 0.2 mmol), DMF (0.8 mL). The reaction vessel was closed under air and the resulting solution was stirred at room temperature for 20 h. Then the reaction mixture was filtered through a pad of silica gel and washed with 5 mL ethyl acetate for three times. The filtrate was removed under vacuum and the residue was purified by flash column chromatography (silica gel, petroleum ether/ethyl acetate = 4:1) to give the desired product.

The synthetic route of 5-Methoxy-2-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shuai, Qi; Li, Jun; Zhao, Feng; Su, Weike; Deng, Guojun; Chemical Papers; vol. 73; 4; (2019); p. 965 – 975;,
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Synthetic Route of 38791-62-7, 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. 38791-62-7, name is 4-Phenoxyphthalonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 1,2-Diisocyano-4-phenoxy benzene (8) (0.300 g, 1.36 ×10-3 mol) and phenol (0.356 g, 0.0375 mol) in THF was refluxed. The resultant product (9), 1,2-diisocyano-3,4-diphenoxy benzene,(0.300 g, 1.36 × 10-3 mol) was refluxed in 1-pentanol (14 mL)and 1 mol 1,8-diazabicyclo[5.4.0]-undec-7-ene (0.21 g, 1.36× 10-3 mol) for 16 h. Methanol (20 mL) was there after added and the precipitate (2a) filtered off, Soxhlet extracted with methanol and acetone and dried at 60 C. Yield = 0.294 g and yield (%) 43, Rf = 0.23 (ethyl acetate:hexane, 3:8). (KBr, numax,cm-1): 3620 (N-H), 2848 (C-H) aromatic, 1685 (C=C), 1163(C-H), 743 (C-H). UV-visible lambdamax (nm): 337, 606, 640, 661,702. 1H NMR (300 MHz, CDCl3) delta 2.01 (s, 2H, NH), 3.66 (m,4H, CH), 6.99 (m, 4H, ArH), 7.23 (m, 4H, ArH), 7.50 (m, 4H,ArH) 8.04 (m, 4H, ArH), 8.99 (m, 4H, ArH), 9.23 (m, 4H,ArH), 13C NMR (300 MHz, CDCl3) delta 71.01, 76.57, 76.99,77.41, 117.45, 119.69, 119.92, 126.95, 127.48, 127.63, 128.53,128.85, 128.94, 134.43, 135.20. Anal. calcd. C, 76.21; H, 4.19;N, 9.03. Found: C, 76.21; H, 4.18; N, 9.11.

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

Reference:
Article; Isabirye, David A.; Seheri, Naledi H.; Aiyelabola, Temitayo O.; Asian Journal of Chemistry; vol. 29; 3; (2017); p. 489 – 495;,
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Application of 447-60-9, 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 447-60-9 as follows.

Step B 7-Chloro-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one; [Show Image] A 1.8 M lithium diisopropylamide THF solution (45.3 ml, 81.6 mmol) was diluted with THF (68 ml). Thereafter, a solution obtained by dissolving the 5-chloro-2,N-dimethylbenzamide (5.0 g, 27.2 mmol) prepared in step A in THF (28 ml) was added dropwise to the diluted solution at -78C. Thereafter, a solution obtained by dissolving 2-trifluoromethylbenzonitrile (4.65 g, 27.2 mmol) in THF (28 ml) was further added thereto, and the obtained mixture was then stirred at -78C for 2.5 hours. The temperature of the reaction solution was increased to a room temperature, and a saturated ammonium chloride aqueous solution was added thereto, followed by extraction with ethyl acetate. The extract was washed with a saturated saline solution, and was then dried over anhydrous sodium sulfate. Thereafter, a solid generated as a result of vacuum concentration was filtrated, so as to obtain 7-chloro-3-(2-trifluoromethylphenyl)-2H-isoquinolin-1-one (6.87 g; yield: 78%) in the form of a colorless solid. 1H-NMR (270MHz, CDCl3) delta (ppm): 6.49 (1H, s), 7.33-7.72 (5H, m), 7.81-7.84 (1H, d, J=7.26Hz), 8.32-8.33 (1H, d, J=1.65Hz), 9.18 (1H, brs) ESI (LC-MS positive mode) m/z 324 (M+H).

According to the analysis of related databases, 447-60-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1854792; (2007); A1;,
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Adding a certain compound to certain chemical reactions, such as: 138642-47-4, name is 2-Bromo-5-methoxybenzonitrile, 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 138642-47-4, Computed Properties of C8H6BrNO

B. Synthesis of 5-Methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile A mixture of 2-bromo-5-methoxybenzonitrile (82.6 g, 0.39 mol, 1 equiv), bis(pinacolato)diboron (109.1 g, 0.43 mol, 1.1 equiv) and potassium acetate (115.3 g, 1.17 mol, 3 equiv) in a mixture of 1,4-dioxane (400 mL) and DMSO (40 mL) was sparged with nitrogen for 1 hour. Pd(dppf)Cl2 (7.13 g, 5 mol %) was added and reaction mixture was gently heated at 60 C. for 2 hours then refluxed for 16 hours. The mixture was filtered through celite and the solids isolated from the filtrates were washed with isopropanol and heptanes to give the desired product as an off-white solid (57.41 g, 57% yield). Additional product (?10 g) was isolated from the filtrates.

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-5-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; BROOKS, Jason; SZIGETHY, Geza; MORELLO, Glenn; DENG, Jun; DJUROVICH, Peter I.; CHEN, Hsiao-Fan; (206 pag.)US2016/72082; (2016); A1;,
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Electric Literature of 129931-47-1, 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. 129931-47-1, name is 3-Chloro-2-fluoro-5-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(i) 1-(2-Chloro-6-cyano-4-trifluoromethylphenyl)-5-bromo-4-trifluoromethyl-2-pyridone (Compound No 16 in Table II) was prepared by the reaction of 3-chloro-4-fluoro-5-cyanotrifluoromethylbenzene and 5-bromo-4-trifluoromethyl-2-pyridone. 1 H NMR delta(CDCl3) 8.10 (1H,d); 8.01 (1H,d); 7.45 (1H,s); 7.13 (1H,s).

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-Chloro-2-fluoro-5-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Imperial Chemical Industries PLC; US5109004; (1992); A;,
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Application of 13726-21-1, 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. 13726-21-1, name is 2-(4-Chloro-3-methoxyphenyl)acetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Gaseous HCl was slowly bubbled into a cooled solution of 4-chloro-3-methoxyacetonitrile (9b) in toluene (10 mL), ether (10 mL) and EtOH (1 mL) for about 10 min. The reaction was stoppered and stored at -30 C. for one week. TLC failed to detect any remaining starting material. The solvent was evaporated and the yellow solid was stirred with Et2O, filtered and washed with Et2O and dried in a vacuum oven to yield 0.57 g (90%) of ethyl 4-chloro-3-methoxyphenylmethylimidate (9d).

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-(4-Chloro-3-methoxyphenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roche Palo Alto LLC; US2004/192704; (2004); A1;,
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Adding a certain compound to certain chemical reactions, such as: 362527-61-5, name is Ethyl 3-bromo-4-cyanobenzoate, 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 362527-61-5, name: Ethyl 3-bromo-4-cyanobenzoate

STEP 1 : A mixture of ethyl 3-bromo-4-cyanobenzoate (500 mg, 2.08 mmol), 2-methylpropan-l -amine (250 muL, 4.16 mmol), Pd2(dba)3 (96 mg, 5 mol%), Xantphos (120 mg, 10 mol%) and potassium phosphate (959 mg, 4.16 mmol) in dioxane (10 mL) was stirred for overnight at 95 0C. After cooling to room temperature the mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated followed by column chromatography (10 % ethyl acetate in hexanes) to give ethyl 4- cyano-3-[(2-methylpropylamino)]benzoate (393 mg, 76.7 %) as a yellow solid. ‘ MS(EI) for C14H18N2O2: 247.1 (MH+).

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 3-bromo-4-cyanobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EXELIXIS, INC.; WO2009/55077; (2009); 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 99835-27-5 as follows. Computed Properties of C7H2BrCl2N

Synthesis of compound 9.3. To a solution of compound 9.2 (1.6 g, 6.37mmol, 1.0 equiv) in toluene (28 mL) was added ammonium chloride (1.7g, 31.8mmol, 5.0 equiv) at room temperature. Trimethylaluminum solution (2M in toluene) (2.29g, 31.8 mmol, 5.0 equiv) was added slowly under a nitrogen atmosphere. The mixture was heated at 110 C for 48 hrs. Upon completion, the reaction mixture was cooled to room temperature and silica was added followed by chloroform (50 mL). The resulting suspension was stirred for 30 minutes, filtered and the filter cake washed with 20% methanol in dichloromethane. The filtrate was concentrated under reduced pressure to obtain crude material, which was triturated with 10% ethyl acetate in hexane to yield compound 9.3 (1.6 g, 93%). MS (ES): m/z 269 [M+H]+.

According to the analysis of related databases, 99835-27-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NIMBUS LAKSHMI, INC.; MASSE, Craig E.; GREENWOOD, Jeremy Robert; ROMERO, Donna L.; HARRIMAN, Geraldine C.; WESTER, Ronald T.; SHELLEY, Mee; KENNEDY-SMITH, Joshua Jahmil; DAHLGREN, Markus; WO2015/131080; (2015); 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. 6476-32-0, name is 2-Phenoxybenzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C13H9NO

A solution of 2-phenoxybenzonitrile (from step (ii) above (10.1 g, 0.0517 mol) in THF (50 ml) was added dropwise to the well-stirred suspension of LAH (4.9 g, 0.129 mol) in THF (50 ml) at 0 C. under nitrogen atmosphere and then allowed to stir at room temperature for overnight. The reaction mixture was quenched with 6(N) KOH (5 ml) 0 C. and stirred with THF (50 ml) for another 30 minutes. The reaction mixture was filtered and the residue was washed with ethyl acetate. The filtrate was concentrated to give the crude amine. Satd. HCl in diethyl ether (20 ml) was added to the solution of crude amine in diethyl ether (20 ml) and stirred for 2 h. Then the reaction mixture was filtered and residue was dried to give the title compound (10 g, 97.08

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; ASTRAZENECA AB; US2008/15237; (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. 508203-48-3, name is 2,3-Difluoro-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

To a suspension of 2,3-difluoro-4-methylbenzonitrile (5.0 g, 32.6 mmol) in ethanol (1 1 1 mL) at 25C was added hydroxylamine hydrochloride (4.5 g, 65.3 mmol). The reaction mixture was heated at 30 80C for 2 hours. After allowing the reaction to reach room temperature the volatiles were removed under reduced pressure thus affording a white solid that was used in the next step without purification. (0450) NMR (400 MHz, CDCI3) delta ppm: 7.30 (m, 1 H), 6.95 (m, 1 H), 6.50 (brs, 1 H), 5.05 (brs, 2H), 2.30 (s, 3H).

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; SYNGENTA PARTICIPATIONS AG; HOFFMAN, Thomas, James; STIERLI, Daniel; BEAUDEGNIES, Renaud; POULIOT, Martin; HAAS, Ulrich, Johannes; (101 pag.)WO2018/177880; (2018); A1;,
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