Month: June 2021

Adding a certain compound to certain chemical reactions, such as: 67515-59-7, name is 4-Fluoro-3-(trifluoromethyl)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 67515-59-7, HPLC of Formula: C8H3F4N

4-fluoro-3-(trifluoromethyl)benzonitrile (1 g; 5.29 mmol; 1 eq.) and (R)-(-)-2-methylpiperidine (3.1 rmL; 26.4 mmol; 5 eq.) in DMSO (10 mL) were heated at 1000C under nitrogen for 12h. The reaction mixture was then diluted in EtOAc, washed with water, NaHCO3 sat and NH4CI sat. The organic phase was dried over MgSO4, filtered and evaporated under vacuum to give a yellow oil, that was submitted to the next step without further purification. HPLC (Method A) Rt 5.65 min. LC/MS (Method B): 269.1 (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, 4-Fluoro-3-(trifluoromethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SERONO S.A.; MUZERELLE, Mathilde; QUATTROPANI, Anna; MONTAGNE, Cyril; DORBAIS, Jerome; WO2010/69949; (2010); A1;,
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Nitriles – Chemistry LibreTexts

328-87-0, name is 2-Chloro-5-trifluoromethylbenzonitrile, 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. Safety of 2-Chloro-5-trifluoromethylbenzonitrile

EXAMPLE 7 Preparation of 2-Cyano-alpha,alpha,alpha-trifluoro-p-tolyl-3-ethoxy-4-nitrophenyl ether A solution of potassium hydroxide (2.6 g., 0.04 mole) 87.3% pure and 3-ethoxy-4-nitrophenol (7.3 g., 0.04 mole) in methanol (30 ml) is stripped to dryness under reduce pressure. A residue of potassium 3-ethoxy-4-nitrophenoxide is dissolved in sulfolane (200 g.) and 4-chloro-3-cyano-benzotrifluoride (8.2 g., 0.04 mole) is added. Gas-liquid chromotography shows the reaction to be complete after stirring at 110 C. for 41/2 hours and 135 C for 21/2 hours. The reaction mixture is cooled and poured into deionized water and the precipitate which forms is filtered off and air dried. Recrystallization from isopropanol yields 2-cyano-alpha,alpha,alpha-trifluoro-p-tolyl-3-ethoxy-4-nitrophenyl ether (7.4 g. 53%) m.p. 143-145 C.

The synthetic route of 328-87-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rohm and Haas Company; US4063929; (1977); A;,
Nitrile – Wikipedia,
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Related Products of 60702-69-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 60702-69-4, name is 2-Chloro-4-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 23A; 2-chloro-4-fluoro-5-nitrobenzonitrile; To a solution of 2-chloro-4-fluorobenzonitrile (10.1 g, 64.9 mmol) in concentrated sulfuric acid (20 mL) was added fuming nitric acid (5.80 ml, 130 mmol) at room temperature slowly and the mixture was stirred for 60 minutes. The solution was then poured into ice-water and stirred for 20 minutes. The precipitate was filtered, washed with more water and air-dried to afford the crude material, which was purified by sublimation to afford the title compound. .H NMR (300 MHz, dimethylsulfoxide-d6) delta ppm 8.97 (d, J = 8.09 Hz, 1 H) 8.30 (d, J = 11.03 Hz, 1 H).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-4-fluorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; XU, Xiangdong; DINGES, Jurgent; HASVOLD, Lisa; LONGENECKER, Kenton, L.; WO2012/45196; (2012); 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. 623-26-7, name is Terephthalonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C8H4N2

Crude p-cyanobenzylamine was synthesized in accordance with the process described in Japanese Unexamined Patent Publication (kokai) No. 9-40630 as follows. Into a 100 ml autoclave, methanol (30 ml) and sponge nickel (R-2400, product of W.R. Grace & Co.) (1.0 g) were placed, and the internal pressure of the autoclave was elevated to 1.0 MPa by introducing hydrogen. The mixture contained in the autoclave was stirred while heating at 150 C. for one hour. Terephthalonitrile (5.0 g) and sodium hydroxide (0.1 g) were introduced into the reactor, and the internal pressure was elevated to 0.5 MPa at ambient temperature while introducing hydrogen. Under monitoring of the hydrogen absorbing rate, when the hydrogen pressure was dropped to 0.1 MPa, the pressure was elevated again to 0.5 MPa. This pressure control operation was repeated. Reaction was terminated when the hydrogen absorption ratio reached 115% of the theoretical value. From the thus-obtained reaction mixture, methanol was removed through distillation. The resultant mixture was subjected to a further distillation at a high temperature under a reduced pressure, thereby removing crude p-cyanobenzylamine. Through high-performance liquid chromatographic analysis of the distillate, the p-cyanobenzylamine content and the p-xylylenediamine content were found to be 93 mass % and 7 mass %, respectively.

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; Showa Denko K.K.; US6392083; (2002); B1;,
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 52798-01-3 as follows. Product Details of 52798-01-3

To a solution of methyl (4-cyanophenyl)acetate (4.00 g, 27.8 mmol) in MeOH (20 mL), hydroxylamine hydrochloride (3.17 g, 45.7 mmol) and NaHCO3 (3.84 g, 45.7 mmol) is added. The suspension is stirred at 60 C. for 18 h before it is filtered and the filtrate is concentrated. The residue is dissolved in DCM, washed with water followed by brine, dried over MgSO4, filtered, concentrated and dried to give methyl [4-(N-hydroxycarbamimidoyl)-phenyl]-acetate (3.67 g) as a colourless oil; LC-MS: tR=0.50 min, [M+1]+=209.05.

According to the analysis of related databases, 52798-01-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; US2010/63108; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 64248-62-0,Some common heterocyclic compound, 64248-62-0, name is 3,4-Difluorobenzonitrile, molecular formula is C7H3F2N, 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.

Step 1: 3,4-Difluorobenzonitrile (30 g, 0 · 22 mol) was placed in a 500 mL autoclave, and an ammonia gas of 37 · 4 g (2.2 mol) was introduced. Then, the temperature was raised to 110 C for 24 hours, sampled, and the reaction was monitored by liquid chromatography to a normalized content of 0.5%. After cooling to room temperature, pressure was added, toluene (120 mL) was added, the temperature was raised to 60 C for 0.5 h, then the temperature was lowered to 0 C, filtered, and the filter cake was mixed with water (150 mL X 3 ), filtered, and filtered cake 40. (: Vacuum drying to give 2- fluoro-4-aminobenzonitrile 27.9 g (yield 95%; purity >99%, off-white solid, melting point 70-72 C). It is 3-fluoro-4-aminobenzonitrile.

The synthetic route of 64248-62-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jinkai (Liaoning) Chemical Co., Ltd.; Yang Xiaoge; Wang Yongcan; Wang Xiuying; Jiang Zhipeng; Zhang Jinxin; Song Tongji; (13 pag.)CN109678741; (2019); A;,
Nitrile – Wikipedia,
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Synthetic Route of 4426-11-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4426-11-3, name is Cyclobutanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

LiHMDS (1M in toluene, 17.7 mL, 17.7 mmol, 3.1 eq) is added dropwise to a cold (-5 C.) solution of 4-bromo-2-fluoro-pyridine [Marsais, F. et al, Journal of Organic Chemistry, (1992), 57, 565-573] (1 g, 5.7 mmol) and cyclobutanecarbonitrile (1.39 g, 17.1 mmol, 3 eq) in toluene (20 mL). The reaction mixture is allowed to warm to rt, stirred for 5 h, quenched by addition of a saturated solution of NaHCO3 and filtered through a pad of celite. The filtrate is extracted with EtOAc. The organic phase is washed with a saturated solution of NaHCO3, dried (Na2SO4), filtered and concentrated. The residue is purified by silica gel column chromatography (Hex/EtOAc, 1:0?95:5) to afford 933 mg of the title compound as a yellow oil: ESI-MS: 237.0/239.0 [M+H]+; tR=4.27 min (System 1); TLC: Rf’0.30 (Hex/EtOAc, 9:1).

The chemical industry reduces the impact on the environment during synthesis Cyclobutanecarbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Novartis AG; US2009/163469; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 138642-47-4, These common heterocyclic compound, 138642-47-4, name is 2-Bromo-5-methoxybenzonitrile, 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.

General procedure: To a mixture of substituted alcohol 1 (1 mmol) and substituted nitrile 2 (1 mmol), T3P 50 wt% in ethyl acetate (50 mol%) was added and stirred at 90 C. After the reactant disappeared (monitored by TLC), the reaction mixture was cooled to room temperature, excess of water was added and extracted with ethyl acetate and combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by recrystallization using DCM: pet ether (1:9) mixture to get pure compound 3.

The synthetic route of 138642-47-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chaithra, Nagaraju; Mantelingu, Kempegowda; Rangappa, Kanchugarakoppal S.; Rangappa, Shobith; Sandhya, Nagarakere C.; Swarup, Hassan A.; Synthetic Communications; vol. 49; 16; (2019); p. 2106 – 2116;,
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Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 935-02-4, name is 3-Phenylpropiolonitrile, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H5N

4.4.1 (Z+E)-3-(3-Methyl-2-selenoxo-2,3-dihydro-1H-imidazol-1-yl)-3-phenyl-2-propenenitrile (4a) To a mixture of acetylene 2 (64.0 mg, 0.5 mmol) and Se (40.0 mg, 0.5 mmol) in MeCN (1 mL) was added 1-methylimidazole (1a; 41.0 mg, 0.5 mmol) in MeCN (1 mL). The mixture was stirred at 82 C for 5 h. After cooling to 20-25 C, the solvent was removed and column chromatography afforded selone (Z)-4a (46 mg, 39%) as a yellow microcrystalline powder, mp 208-209 C (ethanol). Initial imidazole 1a was recovered (7 mg, conversion was 83%). Initial Se was recovered (20 mg, conversion was 50%). Z:E-isomers ratio was 5:1 [(E)-isomer, 5%, data 1H NMR]. (Z)-Isomer: 1H NMR (400.13 MHz, CDCl3): delta=7.50-7.27 [m, 5H, Ho,m,p from C(6)-Ph], 7.07 (s, 1H, 4-H), 6.98 (s, 1H, 5-H), 6.12 (s, 1H, 7-H), 3.76 (s, 3H, N-CH3) ppm. 13C NMR (100.62 MHz, CDCl3): delta=159.2 (C-2), 154.9 (C-6), 132.4 [Ci from C(6)-Ph], 132.0 [Cp from C(6)-Ph], 129.3 [Cm from C(6)-Ph], 127.0 [Co from C(6)-Ph], 121.7 (C-4), 119.3 (C-5), 114.5 (CN), 97.7 (C-7), 37.5 (N-CH3) ppm. (E)-Isomer: 1H NMR (400.13 MHz, CDCl3): delta=7.50-7.45 [m, 5H, Ho,m,p from C(6)-Ph], 6.94 (s, 1H, 7-H), 6.90 (s, 1H, 4-H), 6.65 (s, 1H, 5-H), 3.73 (s, 3H, N-CH3) ppm. IR (KBr): 2222 (CN), 1622 (C=C), 1368 (C=Se) cm-1. Anal. Calcd for C13H11N3Se (288.21): C, 54.18; H, 3.85; N, 14.58; Se, 27.40. Found: C, 54.50; H, 3.99; N, 14.52; Se, 27.07.

According to the analysis of related databases, 935-02-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Belyaeva, Kseniya V.; Andriyankova, Ludmila V.; Nikitina, Lina P.; Mal’Kina, Anastasiya G.; Afonin, Andrei V.; Ushakov, Igor A.; Bagryanskaya, Irina Yu.; Trofimov, Boris A.; Tetrahedron; vol. 70; 5; (2014); p. 1091 – 1098;,
Nitrile – Wikipedia,
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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. 3759-28-2, name is 2-(Cyanomethyl)benzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 3759-28-2

Step B 4-Cyano-N-(1,1-dimethylethoxy)carbonyl-4-(2-cyanophenyl)piperidine A solution of bis(2-chloroethyl)-N-(1,1-dimethylethoxy)carbonyl amine (19 g, 78 mmol) and homophthalonitrile (8.6 g, 60 mmol) and cesium carbonate (79 g, 241 mmol) was stirred at 60 C. for 12 hours. The solution cooled to room temperature and diluted with 500 ml EtOAc and washed with saturated aqueous NaHSO4 and saturated aqueous NaCl. The solution was dried over Na2SO4, concentrated in vacuo, and purified by PCTLC (30% EtOAc in Hexane) to afforded 4-cyano-N-(1,1-dimethylethoxy)carbonyl-4-(2-cyanophenyl) piperidine as a yellow/orange oil. 1H NMR (CDCl3): delta7.81-7.79 (d, 2H), 7.67-7.65 (m, 2H), 7.51-7.47 (m, 1H), 4.31 (br s, 2H), 3.26 (br s, 2H), 2.33-2.20 (m, 4H), 1.48 (s, 9H).

The synthetic route of 3759-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US6319932; (2001); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts