Month: February 2021

1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 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. Recommanded Product: 1080-74-6

General procedure: A mixture of dye 6 (1.18 g, 3 mmol) and indandione (0.438 g,3 mmol) or malononitrile (0.198 g, 3 mmol) or 3-dicyanovinylindan-1-one (0.582 g, 3 mmol) in basic ethanol solution (7 ml) was stirredat room temperature overnight, filtered off and purified by columnchromatography on silica gel using CHCl3 as the eluent, affordingdyes a or b or c, respectively Yield: 66.6%. Mp 208e210 C. 1H NMR (600 MHz, CDCl3) 1.31 (t,6H, J ? 7.2 Hz, N(CH2CH3)2), 3.56 (q, 4H, J ? 7.2 Hz, N(CH2CH3)), 3.92(s, 3H, OCH3), 6.78 (d, 2H, J ? 9.6 Hz, AreH), 7.08 (d, 2H, J ? 7.2 Hz,AreH), 7.76 (m, 4H, AreH), 7.93 (d, 1H, J ? 7.2 Hz, AreH), 8.03 (m,2H, AreH), 8.66 (d, 1H, J ? 7.8 Hz, AreH), 8.75 (s, 1H, CH]C). 13CNMR (125 MHz, CDCl3) d 12.80, 45.42, 55.49, 69.77, 113.90, 114.44,114.78, 123.85, 125.11, 125.80, 126.01, 132.47, 134.36, 135.15, 136.96,138.06, 139.94, 143.91, 153.39, 160.77, 161.68, 170.58, 183.00, 188.07.IR n/cm 1 2211, 1746, 1697, 1595, 1519, 1214, 1102, 1065. HRMS calcdfor C33H26N6O2S: 570.68. Found: 570.95.

The synthetic route of 1080-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; El-Shishtawy, Reda M.; Al-Amshany, Zahra M.; Asiri, Abdullah M.; Borbone, Fabio; Tuzi, Angela; Roviello, Antonio; Barsella, Alberto; Dyes and Pigments; vol. 96; 1; (2013); p. 45 – 51,7;,
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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. 1953-99-7, name is 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 3,4,5,6-Tetrachlorobenzene-1,2-dicarbonitrile

To a 100 mL flask2,4-Bis (alpha,alpha-dimethylbenzyl) -2-yloxy) -3,5,6-trichloro-phthalonitrile (1 g), 3,4,6-Trichloro-5-pentoxy-phthalonitrile (0.7 g),1,8-Diazabicycloundec-7-ene (0.8 g), 1-pentanol (7 g) and zinc acetate (0.3 g) were added and stirred while heating to 140 ¡ã C. After completion of the reaction, the mixture is concentrated and purified by column chromatography. The liquid obtained after purification is concentrated to obtain a solid. The crystallized solid is vacuum-dried to obtain a compound represented by the following general formula (9).

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 Ui-su; Seo Hye-won; Shin Myeong-yeop; Han Gyu-seok; (40 pag.)KR2019/13136; (2019); A;,
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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. 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 501-00-8

CHART B, Preparation of the amine used in Chart B, Step B-2. A stirred suspension of freshly washed and dried sodium hydride (50% by wt, 9.59 g, 200 mmol) in dry dimethyl sulfoxide (75 mL) under N2 is cooled to 0 C. A mixture of 3-fluorophenylacetonitrile (8.6 mL, 74.0 mmol) and 1,3-dibromopropane (8.3 mL, 81.4 mmol) in ether (40 mL) is then added dropwise over 35 minutes, via cannula. The resulting orange-red mixture is allowed to stir at 20-25 C. overnight. The thick reaction mixture is cooled to 0 C. and treated with isopropanol (4 mL). After stirring for 15 minutes, water (64 mL) is added in 10 mL increments and the phases are separated. The aqueous layer is extracted with ether (4*100 mL). The combined organics are washed with water (3*100mL), brine (1*100 mL), dried (MgSO4), filtered and concentrated. The product is distilled at 95 C. (1.0 torr) to afford 7.41 g of 1-(3-fluorophenyl)cyclobutanecarbonitrile. 1 H NMR (CDCl3) delta7.39 (m, 1 H), 7.19 (m, 1 H), 7.13 (m, 1 H), 7.05 (m, 1 H), 2.81 (m, 2 H), 2.60 (m, 4 H), 2.50 (m, 1 H), 2.12 (m, 1 H); 13 C NMR (CDCl3) delta164.6, 161.3, 142.2, 130.6, 130.5, 123.8, 121.37, 121.32, 115.0, 114.7, 113.0, 112.7, 77.2, 40.9, 39.9, 34.6, 17.0.

The synthetic route of 501-00-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Upjohn Company; US5525742; (1996); A;,
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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. 621-03-4, name is 2-Cyano-N-phenylacetamide, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

General procedure: To a well-stirred solution of 2-cyano-N-(methyl)acetamide (10 g, 102 mmol) in dry DMF (154 ml) was added crushed potassium fluoride (118 g, 2040 mmol) and the reaction mixture was cooled to 0C. Carbon disulphide (7.4 ml, 122.4 mmol) was carefully added and the resultant yellow mixture was stirred for 30 min at the same temperature. Methyl iodide (12.7 ml, 204 mmol) was then added drop-wise over 5 min. After stirring for 1 h at 0 C, the mixture was stirred at room temperature for 12 h. The mixture was then diluted with ice-cold water and the precipitated ketene dithioacetal was collected by filtration. The crude product was purified by recrystallisation from a mixture of ethyl acetate and petroleum ether to yield 18.3 g (89%) of the product as yellow solid

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; Kumar, Sukeerthi; Thakur, Rajni R.; Margal, Sanjay R.; Thomas, Abraham; Tetrahedron; vol. 69; 25; (2013); p. 5112 – 5118;,
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These common heterocyclic compound, 118431-88-2, name is 3-Cyclopropyl-3-oxopropanenitrile, 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: 118431-88-2

EXAMPLE 8 Into a glass flask having an internal volume of 50 mL, equipped with a stirring apparatus, a thermometer, a reflux condenser and a Dean-Stark apparatus, 10.72 g (6.6 mmol) of 3-cyclopropyl-3-oxopropanenitrile, 1.92 g (6.0 mmol) of 2-amino-4′-fluorobenzophenone methanesulfonate having a purity of 97.3% and 10 mL of toluene were put in an atmosphere of nitrogen, and reaction was carried out under at 110C for 2 hours while distilling off the formed water. After completion of the reaction, the reaction liquid was cooled to room temperature, 7.0 mL (7.0 mmol) of a 1 mol/L sodium hydroxide aqueous solution was added thereto to make the reaction liquid basic, followed by liquid separation, and the obtained organic layer was analyzed by high performance liquid chromatography (absolute quantitative analysis), whereupon 1.57 g (yield: 91%) of 2-cyclopropyl-4-(4′-fluorophenyl)quinoline-3-carbonitrile was formed.

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

Reference:
Patent; Nissan Chemical Industries, Ltd.; EP1361215; (2003); 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 92616-49-4 as follows. Recommanded Product: 4-Bromo-1-naphthonitrile

To a solution of 4-bromo-1-naphthonitrile 10 (5g, 21.7mmol) in 1,4-dioxane and water (V:V=5:1, 100ml), was added bis(pinacolato)diboron (11g, 43.4mmol), PdCl2(dppf) (1.588g, 2.17mmol), KOAc (3.189g ,32.5mmol). The mixture was heated to 90 C and stirred for 16 h under N2. The solution was allowed to cool to room temperature and the water (200ml) was added to the solution. Then the solution was extracted with ethyl acetate (80ml¡Á3). The organic phase was combined and dried over Na2SO4, filtered, and concentrated to give crude 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile 11 (4.3g, yield = 71%), which was used without further purification.

According to the analysis of related databases, 92616-49-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yang, Xintuo; Pang, Xuehai; Fan, Lei; Li, Xinghai; Chen, Yuanwei; Bioorganic and Medicinal Chemistry Letters; vol. 27; 9; (2017); p. 1919 – 1922;,
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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. 20099-89-2, name is 4-(2-Bromoacetyl)benzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C9H6BrNO

2-Aminopyridine (1.88 g) and 2-bromo-4′-cyanoacetophenone (4.48 g) were dissolved in ethanol (40 mL), and sodium hydrogencarbonate (1.85 g) was added to the solution, followed by refluxing for 10 hours. Water was added to the reaction mixture, and the mixture was extracted with chloroform, followed by drying over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to flash column chromatography. Fractions eluted by dichloromethane-methanol (100 : 1) were concentrated under reduced pressure, and the solid was recovered through filtration by use of diethyl ether, to thereby yield 4-imidazo[1,2-a]pyridin-2-ylbenzonitrile (3.82 g). 1H-NMR(400MHz,DMSO-d6)delta:6.94(1H,tt,J=1.0,6.8Hz), 7.30(1H,ddt,J=1.0,6.8,9.0Hz),7.62(1H,d,J=9.0Hz), 7.90(2H,d,J=8.5Hz),8.16(2H,d,J=8.5Hz), 8.56(1H,ddd,J=1.0,2.0,6.8Hz),8.60(1H,s).

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; Fujifilm RI Pharma Co., Ltd.; Daiichi Sankyo Company, Limited; EP1956013; (2008); A1;,
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These common heterocyclic compound, 139152-08-2, name is 4,5-Dichlorophthalonitrile, 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. Quality Control of 4,5-Dichlorophthalonitrile

Compound 2 (1.5 g, 6.1 mmol) was dissolved in 40 mL anhydrous DMF. Anhydrous CsF (1.9 g, 12.2 mmol) was then added to the solution and the mixture was allowed to stir for 10 min at room temperature. A solution of 4,5-dichlorophthalonitrile (1.0 g, 5.1 mmol) in 10 mL anhydrous DMF was then added and the reaction mixture was stirred for 24 hrs at room temperature. After completion, the salt was filtered out using Buchner funnel and the crude mixture was diluted in 100 mL water and extracted with DCM (2¡Á50 mL). DCM was then concentrated under reduced pressure and the crude material was purified by column chromatography using (2:8) EtOAc/hexane solvent system as an eluent to obtain the desired product 5 as a white solid in 1.7 g (85% yield); mp is 106.2 C. Elemental analysis calculated (%) for C23H17ClN2O3: C, 68.23; H, 4.23; N, 6.92. Found: C, 68.03; H, 4.22; N, 6.78; FT-IR, numax/cm-1 3297.68, 2883.06, 2611.14, 2232.20; 1H-NMR (600 MHz, DMSO-d6, 25 0C): delta=2.38 (s, 3H), 3.33 (t, J=2.3 Hz, 2H), 4.02 (t, J=2.3 Hz, 4H), 4.32 (dd, J=10.9, 35.0 Hz, 4H), 7.09 (s, 1H), 7.35 (s, 2H), 8.47 (s, 1H); 13C-NMR (150 MHz, DMSO-d6, 25 0C): delta=20.5, 57.7, 77.2, 79.5, 108.5, 114.8, 114.9, 115.0, 119.9, 126.8, 130.0, 131.4, 135.6, 136.4, 146.6, 157.6; HRMS [M]+ calcd for C23H7ClN2O3: 404.0928, found: 404.0922.

The synthetic route of 4,5-Dichlorophthalonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KUWAIT UNIVERSITY; MAKHSEED, SAAD A.; HUSAIN, ALI A.; GANESAN, ASAITHAMPI; DURMUS, MAHMUT; US2020/102267; (2020); A1;,
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Application of 75344-77-3, 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. 75344-77-3, name is 4-Bromo-3,5-dimethylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

4-Bromo-3,5-dimethyl benzonitrile (5.0 g) is dissolved in HCl in dioxane (4 M, 17.3 mL) and EtOH (5 mL) added. After stirring for 16 h volatiles are evaporated in vacuo and the crude residue (6.5 g) used as such in the next step.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-3,5-dimethylbenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HAMPRECHT, Dieter; FRATTINI, Sara; LINGARD, Iain; PETERS, Stefan; US2013/324514; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 179897-89-3, name is 5-Bromo-2-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 179897-89-3, Safety of 5-Bromo-2-fluorobenzonitrile

To 5-Bromo-2-fluoro-benzonitrile (10.05 g, 50.25 mmol) in DMSO (30 mL) is added sodiummethanethiolate (3.87 g, 55.27 mmol) portionwise at 0 C. The reaction mixture is stirred for 2 h at r.t. Sodiummethanethiolate (1.06 g, 15.07 mmol) is added and stirred for further 2 h at r.t. The reaction mixture is diluted with water (100 mL) and the precipitate is filtered off and dried in vacuo at 50 C. [0325] Yield 88% m/z 228/230 [M+H]+, rt 1.26 min, LC-MS Method V018_S01

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; GRAUERT, Matthias; GRUNDL, Marc; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; US2014/275159; (2014); A1;,
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