Tag: M.W=200-300

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 17823-40-4 as follows. Quality Control of 4-Bromo-2,3,5,6-tetrafluorobenzonitrile

A mixture of Compound G (6 50 g, 14.93 mmol), 4-bromo-2,3,5,6-tetrafluorobenzonitrile (3.86 g, 15.23 mmol), Pd(PPh3)4 (871 mg, 0.747 mmol), potassium carbonate (6 21 g, 44.79 mmol) in degassed deionized water (20 mL) and degassed THF (60 mL) solution was stirred at 80 C under a nitrogen atmosphere for 24 h. After cooled to room temperature, the reaction mixture was added methanol (400 mL) and filtered. The obtained solid was sequentially rinsed by water (20 mL) and methanol (20 mL), and eventually dried in vacuo. The obtained residue veas purified by column chromatography on silica gel using 3: 1 (v/v) hexane/toluene as eluent to afford a white solid (4 80 g, 66.6%). H NMR (500 MHz, CDCb, d): 8 94 (d, ./= 6.5 Hz, 2H), 8 80 (d, J= 7.0 Hz, 41 }. 7.70 (d, J= 8.5 Hz, 21 }. 7.66-7.59 (m, 6H); APCI-MS m/z: 483.4 ML

According to the analysis of related databases, 17823-40-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KYULUX, INC.; CHENG, Shuo-Hsien; CHO, Yong, Joo; SUZUKI, Yoshitake; YANG, Yu, Seok; NOTSUKA, Naoto; ENDO, Ayataka; KAKIZOE, Hayato; YOSHIZAKI, Makoto; AGUILERA-IPARRAGUIRRE, Jorge; (264 pag.)WO2019/191665; (2019); A1;,
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Reference of 1813-33-8, 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. 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 2-chloro-4-(trifluoromethyl)-benzonitrile (1.00 mmol) and appropriate thiol (RSH, 3.00 mmol),18-crown-6-ether (cat.) and potassium carbonate (2.00 mmol)were dissolved in acetonitrile (3 ml). The mixture was refluxedfor 12 h and then cooled to ambient temperature. The mixturewas quenched by adding water and extracted with EtOAc.Extracted organic compound was dried over MgSO4, filtered, andconcentrated in vacuo. The residue was purified by flash columnchromatography on silica gel using EtOAc/hexane (1:4) eluantcondition. (RSH = CH3CO2(CH2)2SH for 42).

The synthetic route of 2-Chloro-4-(trifluoromethyl)benzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ann, Jihyae; Jung, Aeran; Kim, Mi-Yeon; Kim, Hyuk-Min; Ryu, Hyungchul; Kim, Sunjoo; Kang, Dong Wook; Hong, Sunhye; Cui, Minghua; Choi, Sun; Blumberg, Peter M.; Frank-Foltyn, Robert; Bahrenberg, Gregor; Stockhausen, Hannelore; Christoph, Thomas; Lee, Jeewoo; Bioorganic and Medicinal Chemistry; vol. 23; 21; (2015); p. 6844 – 6854;,
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Adding a certain compound to certain chemical reactions, such as: 330793-38-9, name is 4-Bromo-2-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 330793-38-9, Formula: C8H6BrNO

Preparation 17: 2-methoxy-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2- yl)benzamide; Step 1 : 4-bromo-2-methoxybenzamide; To a solution of 4-bromo-2-methoxybenzonitrile (Preparation 16, Step 1 , 2.0Og, 9,43 mmol) in ethanol (6 ml_) was added 10percent aqueous potassium hydroxide (5.30 ml_, 943 mmol). The reaction was heated to 8O0C for 16 h. An additional amount of 10percent aqueous potassium hydroxide (5.3OmL) was added to the reaction and the mixture was stirred for 8 h at 8O0C. The reaction was cooled to room temperature and a solid precipitated. The mixture was filtered to yield the title compound as a white solid 4 (658 mg, 30percent). 1H NMR (500 MHz, DMSO-Cf6) delta ppm 7.70 (d, 1 H), 7.60 (bs, 2H), 7.54 (s, 1 H), 7.22 (d, 1H), 3.90 (s, 3H).

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-Bromo-2-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; ARHANCET, Graciela Barbieri; CASIMIRO-GARCIA, Agustin; CHEN, Xiangyang; HEPWORTH, David; MEYERS, Marvin Jay; PIOTROWSKI, David Walter; RAHEJA, Raj Kumar; WO2010/116282; (2010); 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. 179897-89-3, name is 5-Bromo-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2-fluorobenzonitrile

To a solution of tetrahydro-pyran-4-ol (3.3 g, 33.0 mmol) in DMF (60 ml) at 0C is added sodium hydride (1.4 g, 33.0 mmol). 5-Bromo-2-fluoro-benzonitrile (5.5 g, 27.5 mmol) in DMF (30 ml) is added dropwise at 0 C. The reaction is stirred at 45C for 16 h. The reaction is cooled to room temperature and quenched by pouring the reaction into water (500 ml). The precipitate is filtered and dried under vacuum; yield: 6.8 g 5-bromo-2-(tetrahydro-pyran-4-yloxy)-benzonitrile; HPLC/MS: 2.27 min, [M+H] = 283.

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; MERCK PATENT GMBH; EGGENWEILER, Hans-Michael; HOELZEMANN, Guenter; DORSCH, Dieter; WO2013/117285; (2013); A1;,
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Reference of 1953-99-7, These common heterocyclic compound, 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, 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.

In a 100 ml flask, 3,4,5,6-tetrachlorophthalonitrile (5 g), 2,6-dichlorophenol (2.45 g), K2CO3 (3.9 g) and N,N-dimethylformamide And the mixture was stirred while heating to 70°C. After completion of the reaction, the reaction mixture is extracted with EA (ethyl acetate). After extraction and concentration, a solid can be obtained. The resulting solid is dissolved in a small amount of dichloromethane, washed several times with hexane, filtered, and vacuum dried to obtain 3,4,6-trichloro-5-(2,6-dichloro-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; Seo Hye-won; Shin Myeong-yeop; Jeong Ui-su; Han Gyu-seok; (56 pag.)KR2019/11995; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 70484-01-4, name is 4-Bromophthalonitrile, 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 70484-01-4, SDS of cas: 70484-01-4

4-bromo-phthalonitrile (0.414 g), 4-borate-4′,4′-dimethoxytriphenylamine (1.725 g), Tetrakis(triphenylphosphine)palladium (0.231 g) and potassium carbonate (2.764 g) were placed in a mixed solution of water (3 mL) and tetrahydrofuran (50 mL). Nitrogen gas was used as a shielding gas, and aeration-degassing was carried out three times to obtain a nitrogen atmosphere. Then, the mixture was stirred at 80 C for 12 hours. After the reaction was completed, the reaction solution was cooled to room temperature, and magnesium sulfate was added to remove water; the solution after water removal was dried. To obtain a solid product, The obtained solid product was subjected to column chromatography using an eluent (petroleum ether: ethyl acetate: dichloromethane in a volume ratio of 20:1:2); after column chromatography, The obtained solution was spin-dried to obtain an phthalic acid derivative, which was confirmed by nuclear magnetic analysis.Its structure is as shown in Formula I, which is 4-o-phenylenedicyano-4′,4′-dimethoxytriphenylamine. The nuclear magnetic analysis chart is shown in Figure 1;

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

Reference:
Patent; South University of Science and Technology of China; Xu Zongxiang; Feng Yaomiao; Hu Qikun; (18 pag.)CN109651197; (2019); A;,
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Related Products of 1835-49-0, A common heterocyclic compound, 1835-49-0, name is Tetrafluoroterephthalonitrile, molecular formula is C8F4N2, 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.

Water-wet tetrafluoroterephthalonitrile 56. 69 G (10% water content, 98% pure, 50.0 g in terms of tetrafluoroterephthalonitrile), water-wet 5% Pd/C 1.18 g (58% water content, 0.5 g in terms of Pd), and toluene 200.0 g were introduced into a 500 ml three-necked glass flask equipped with a stirrer, a thermometer, a Claisen tube and a cooling tube. The contents were heated to distill away toluene and water together in an amount of 187.5 g. After cooling, toluene 187.5 g was added and the water content was measured to be 150 ppm. The resultant reaction solution was introduced into a 500 ml stainless steel autoclave (NU-4 model produced by Nitto Koatu Co., Ltd. ), and further Zeolite 5A powder 45 g (Molecular Sieve 5A produced by Union Showa K. K. ) was added thereto. Then the autoclave was purged with nitrogen. THEREAFTER THE CONTENTS WERE HEATED TO 160C under stirring, and hydrogen pressurized at a pressure higher than that in the autoclave at the above temperature by 0.1 MPa was supplied to initiate hydrogenolysis. The rate of hydrogen absorption lowered in approximately 5 hours and 30 minutes of reaction time, and the supply of hydrogen was terminated to end the reaction. The hydrogen absorption was 116 MOL% (based on the mol of tetrafluoroterephthalonitrile under standard conditions). Cooled to room temperature, the reaction slurry was filtered, and the filtrate was analyzed with the gas chromatography analyzer. The analysis gave a conversion of 97. 8% and a reaction yield of 84.4 % (product: 2,3, 5,6-tetrafluorobenzonitrile). Example 5 Reaction was conducted basically in the same manner as in Example 4 except that the amount of 5% Pd/C was altered to 2.38 g (58% water content, 1.0 g in terms of Pd) and that the amount of the Zeolite 5A powder was altered to 37.5 g (Molecular Sieve 5A produced by Union Showa K. K. ). The results were that the hydrogenolysis reaction was completed in 5 hours and 30 minutes and the hydrogen absorption was 114%. The analysis gave a conversion of 98. 2% and a reaction yield of 87. 5% (product: 2,3, 5, 6-tetrafluorobenzonitrile).Example 6 Reaction was conducted basically in the same manner as in Example 4 except that the amount of 5% Pd/C was altered to 1.43 g (58% water content, 0.6 g in terms of Pd). The results were that the hydrogenolysis reaction was completed in 5 hours and 20 minutes and the hydrogen absorption was 121%. The analysis gave a conversion of 99.4% and a reaction yield of 86. 2% (product: 2,3, 5, 6-tetrafluorobenzonitrile). Example 7 Reaction was conducted basically in the same manner as in Example 4 except that the hydrogenolysis temperature was altered to 170C. The results were that the hydrogenolysis reaction was completed in 5 hours and 30 minutes and the hydrogen absorption was 111%. The analysis gave a conversion of 99. 3% and a reaction yield of 87. 5% (product: 2,3, 5,6-tetrafluorobenzonitrile). Example 8 Reaction was conducted basically in the same manner as in Example 4 except that the hydrogenolysis temperature was altered to 180C. The results were that the hydrogenolysis reaction was completed in 5 hours and 10 minutes and the hydrogen absorption was 114%. The analysis gave a conversion of 99. 3% and a reaction yield of 89. 1% (product: 2,3, 5, 6-tetrafluorobenzonitrile). Example 9 Reaction was conducted basically in the same manner as in Example 4 except that the additional toluene was used in an amount of 147.5 g. The results were that the hydrogenolysis reaction was completed in 5 hours and 30 minutes and the hydrogen absorption was 112%. The analysis gave a conversion of 98. 9% and a reaction yield of 87. 0% (product: 2,3, 5,6-tetrafluorobenzonitrile). Example 10 Reaction was conducted basically in the same manner as in Example 4 except that the additional toluene was used in an amount of 107.5 g. The results were that the hydrogenolysis reaction was completed in 5 hours and 30 minutes and the hydrogen absorption was 108%. The analysis gave a conversion of 98.7% and a reaction yield of 86.5% (product: 2,3, 5,6-tetrafluorobenzonitrile).

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.; WO2004/9535; (2004); 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 120315-65-3 as follows. Formula: C8H6BrNO

Intermediate S: 3-Methoxy-4-(4,4,5,5-tetramethyl-ri ,3,21dioxaborolan-2ylbenzonitrile 4-Bromo-3-methoxy-benzonitrile (300 mg, 1.4 mmol) was dissolved in dioxane (2.5 mL) and the solution was flushed with argon. Bis-pinacolatodiboron (719 mg, 2.8mmol), Pd(dppf)CI2 (58 mg, 0.07 mmol) and KOAc (417 mg, 4.2 mmol) were added and the reaction mixture was heated to 100 C and stirred at this temperature for 19 h. It was then allowed to cool to rt and diluted with EtOAc. The organic phase was washed with brine, dried (Na2S04) and concentrated. The residual crude product was purified by flash chromatography (25g silica gel cartridge, hexanes/EtOAc, 100:0? 60:40) to give the title compound as a white solid; H-NMR (DMSO-c 6, 400 MHz) delta ppm 7.68 (d, 1 H), 7.42 (s, 1 H), 7.39 (d, 1 H), 3.82 (s, 3H), 1.32 (s, 12H).

According to the analysis of related databases, 120315-65-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 79463-77-7, name is Diphenyl N-cyanocarbonimidate, 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 79463-77-7, Product Details of 79463-77-7

DIPEA (1.52 mL, 8.82 mmol) then diphenyl cyanocarbonimidate (1.08 g, 4.41 mmol) in DCM (11 mL) were added to a sol. of intermediate 12 (1 g, 4.41 mmol) in DCM (39 mL). The r.m. was stirred at r.t. for 1 h. The solvent was evaporated. Yield: 0.5 g of intermediate 13 (34 %).

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, Diphenyl N-cyanocarbonimidate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude; WO2012/126984; (2012); A1;,
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Electric Literature of 32446-66-5,Some common heterocyclic compound, 32446-66-5, name is 4,4′-Dicyanobenzophenone, molecular formula is C15H8N2O, 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.

Compound III-2 (3.51 g, 8 mmol) was dissolved in 50 mL of dry THF and stirred.Cooled to -20 C in a nitrogen atmosphere,Then, 1.6 M of n-BuLi n-hexane solution (5 mL, 8 mmol) was slowly added dropwise with a syringe, and after the addition was completed,The reaction mixture was stirred at this temperature for an additional 1 hour.A solution of V-2 (1.86 g, 8 mmol) dissolved in 5 mL of dry THF was slowly added dropwise with a syringe.After the dropwise addition was completed, the reaction mixture was stirred at the same temperature for half an hour, and then warmed to room temperature and stirred for 1 hour.Finally, it was stirred under reflux overnight. The reaction mixture was carefully poured into 300 mL of ice water and stirred.The extract was extracted with 50 mL of EtOAc (3 mL).The desiccant was removed by suction filtration, and the filtrate was evaporated to dryness on a rotary evaporator.Compound VI-2 is obtained

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

Reference:
Patent; Tianjin Xiaoxin Pharmaceutical Technology Co., Ltd.; Zeng Huaxian; (7 pag.)CN108129370; (2018); A;,
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