Tag: M.W=100-200

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. 658-99-1, name is 2-(3,4-Difluorophenyl)acetonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 658-99-1

91.1.1 Synthesis of 3-cyano-3-(3,4-difluoro-phenyl)pentanedioic acid diethyl ester Cool a solution of sodium bis(trimethylsilyl)amide (686 mL, 1M in tetrahydrofuran, 686 mmol) to about -10 C. Add a solution of 3,4-difluoro-phenylacetonitrile ((50 g, 326 mmol) in tetrahydrofuran (130 mL) over about 1.5 hours. When the addition is complete, warm the reaction mixture to ambient temperature and allow to stir for 2 hour. Cool a solution of ethyl bromoacetate (120 mL, 718 mmol) in tetrahydrofuran (250 mL) in a dry-ice/isopropanol bath. Transfer the above solution via cannula into the solution of ethyl bromoacetate over about 35 minutes. Warm to ambient temperature. After 18 hours, dilute with diethyl ether (300 mL) and extract water, a 1M hydrochloric acid solution, a saturated aqueous solution of sodium bicarbonate, and then a saturated aqueous solution of sodium chloride. Dry the organic layer over MgSO4, filter, and concentrate in vacuo to give the title compound to give the title compound.

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; Hoechst Marion Roussel Inc.; US5824690; (1998); A;,
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Electric Literature of 1000339-52-5,Some common heterocyclic compound, 1000339-52-5, name is 3-Fluoro-2-nitrobenzonitrile, molecular formula is C7H3FN2O2, 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.

Synthesis of 2-nitro-2-(tolylamino)benzonitrile o-Toluidine (2.75 g, 29 mmol) and 3-fluoro-2-nitrobenzonitrile (4.5 g, 27.1 mmol) was added into THF (20 mL) and N,N-diisopropylethylamine (20 mL) and heated at 85 C. for 2 days. The solvent was then evaporated and the residue was then purified by column chromatography using THF:hexane (1:4, v/v) as the eluent. 4.5 g (67% yield) of a red solid was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Fluoro-2-nitrobenzonitrile, its application will become more common.

Reference:
Patent; Universal Display Corporation; KWONG, Raymond; LAM, Sze Kui; LAM, Siu Tung; TSANG, Kit Yee; LEE, Chi Hang; SZIGETHY, Geza; (159 pag.)US2016/218303; (2016); 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. 68119-31-3, name is 2-(2,2-Difluorobenzo[d][1,3]dioxol-5-yl)acetonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

l-bromo-2-chloroethane (1.5 equiv) (0474) uu 1 / v y ici u (0475) [00135] A mixture of (2,2-difluoro-l,3-benzodioxol-5-yl)-acetonitrile (1.0 eq), 50 wt % aqueous KOH (5.0 eq) l-bromo-2-chloroethane (1.5 eq), and Oct4NBr (0.02 eq) was heated at 70 C for 1 h. The reaction mixture was cooled, then worked up with MTBE and water. The organic phase was washed with water and brine. The solvent was removed to afford (2,2-difluoro-l,3-benzodioxol-5-yl)-cyclopropanecarbonitrile. 1H NMR (500 MHz, DMSO) d 7.43 (d, J = 8.4 Hz, 1H), 7.40 (d, J = 1.9 Hz, 1H), 7.30 (dd, J = 8.4, 1.9 Hz, 1H), 1.75 (m, 2H), 1.53 (m, 2H).

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; VERTEX PHARMACEUTICALS INCORPORATED; ALTSHULER, David M.; ANDERSON, Corey Don; CHEN, Weichao George; CLEMENS, Jeremy J.; CLEVELAND, Thomas; COON, Timothy Richard; FRIEMAN, Bryan; GROOTENHUIS, Peter (deceased); HADIDA RUAH, Sara Sabina; HARE, Brian J.; KEWALRAMANI, Reshma; MCCARTNEY, Jason; MILLER, Mark Thomas; PARASELLI, Prasuna; PIERRE, Fabrice; ROBERTSON, Sarah M.; SOSNAY, Patrick R.; SWIFT, Sara E.; ZHOU, Jinglan; (0 pag.)WO2020/102346; (2020); A1;,
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These common heterocyclic compound, 89001-53-6, name is 2-Methyl-4-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. Product Details of 89001-53-6

solution of the 2-methyl-4-nitrobenzenecarbonitrile (160.0 g, 0.98 mol) in 80% sulfuric acid (700 mL) was heated in an oil bath at 100 C for 2 hours, cooled to room temperature and poured onto crushed ice. The resulting solid was filtered and used without purification in the next step.

The synthetic route of 2-Methyl-4-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/69245; (2004); 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. 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

3.123. Compound 111: (lR,2R)-N-[6-(2-chloro-4-cyano-6-fluoro-N-methyl-anilino)-l-methyl- 3.123.1. Step i): 4-amino-3-chloro-5-fluoro-benzonitrile A mixture of 4-amino-3-fluorobenzonitrile (184 mmol) and NCS (276 mmol) in AcOH (300 mL) is stirred at 70C for approximately 16 h. The mixture is concentrated. H20 is added to the residue and the solid product is filtered off and washed (sat. NaHCC>3 and H20). To eliminate H20, THF is added and removed under reduced pressure to yield the desired product (Int. 21). 3.123.2. Step ii): 4-[[6-[bis[(4-methoxyphenyl)methyl]amino]-4-(methylamino)-5-nitro-2- pyridyl]amino]-3-chloro-5-fluoro-benzonitrtte

The synthetic route of 63069-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; MAMMOLITI, Oscar; QUINTON, Evelyne; JOANNESSE, Caroline, Martine, Andree-Marie; DE BLIECK, Ann; BLANC, Javier; (263 pag.)WO2017/12647; (2017); A1;,
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Reference of 327056-73-5, The chemical industry reduces the impact on the environment during synthesis 327056-73-5, name is 3-Chloro-5-fluorobenzonitrile, I believe this compound will play a more active role in future production and life.

5-Fluoro-3-chloro-benzonitrile (Ig, 6.4 mmol) was dissolved in DMSO (20 ml) followed by addition Of K2CO3 (1.3g, 9.6 mmol) and 1 -methyl piperazine (1.4 ml, 12.8 mmol). The reaction mixture was heated at 80 0C for 20 hours. Diethyl ether was added to the crude material (10 ml) then acidified with IN HCl. A precipitate was filtered off from the crude reaction mixture to give 3-chloro-5-(4-methyl- rhoirhoerazin-l-yl)-benzonitrile (1.4g, 93% yield) as a white solid (LC/MS: Rt 1.83 [M + H]+ 236, acidic method).

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

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2006/70195; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 92664-05-6, name is Potassium 1-cyano-3-ethoxy-2,3-dioxopropan-1-ide, 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 92664-05-6, COA of Formula: C6H6KNO3

To a stirring suspension of crude 5-hydrazi- nylisoquinoline (prepared from Example 25 step a, 6.0 g, 37.7 mmol) and potassium 1-cyano-3-ethoxy-3-oxoprop-1- en-2-olate (8.1 g, 45.2 mmol) in ethanol (36 mE) was added a solution of 6 N aqueous hydrochloric acid (7.7 mE, 45.2 mmol) and deionized water (10 mE). The reaction mixture was heated at 90 C. for 5 h. After cooling to room temperature, the reaction mixture was concentrated in vacuo and the resulting residue was extracted with 2:1 chloroforml iPrOR. The organic layer was washed with aqueous saturated sodium bicarbonate and the organic layer was dried (Na2SO4), filtered, and concentrated in vacuo. The resulting solid was suspended in dichloromethane/diethyl ether and the yellow solid was collected by filtration to give the desired product (3.14 g, 11.1 mmol, 30%)

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, Potassium 1-cyano-3-ethoxy-2,3-dioxopropan-1-ide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ChemoCentryx, Inc.; Cappel, Markus; (83 pag.)US2018/9797; (2018); A1;,
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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. 78881-21-7, name is 4-Amino-3-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 78881-21-7

To the ice-cold trifluoroacetic anhydride (60 mL) was added 4-amino-3-methyl-benzonitrile (14.33 g, 0.108 mol) in portion. The resulting white slurry was stirred at 0 C. for 30 min. Then ammonium nitrate (17.28 g, 0.216 mol) was added. The reaction mixture was allowed to stir at 0 C. for 1 h and at room temperature for 14 h. After removal of most solvent, the reaction mixture was cooled with ice and quenched with ice. The yellow precipitate was filtered, washed with cold water, and dried under vacuum. The crude product (15.5 g, 52% yield, and ca. 80% pure) was used for the next step without purification. 1H NMR (300 MHz, CD3OD) delta 8.05 (1H, s), 7.74 (1H, s), 2.30 (3H, s). LRMS (neg. ESI, (M-H)-) m/z 272.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 78881-21-7.

Reference:
Patent; Wittman, Mark D.; Balasubramanian, Neelakantan; Velaparthi, Upender; Zimmermann, Kurt; Saulnier, Mark G.; Liu, Peiying; Sang, Xiaopeng; Frennesson, David B.; Stoffan, Karen M.; Tarrant, James G.; Marinier, Anne; Roy, Stephan; US2004/44203; (2004); A1;,
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Some common heterocyclic compound, 6136-93-2, name is 2,2-Diethoxyacetonitrile, molecular formula is C6H11NO2, 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. Computed Properties of C6H11NO2

In a 2 L, three-neck round bottom flask (equipped with magnetic stir bar, thermometer, and addition funnel), charged diethoxyacetonitrile (111.1 g, 860 mmol) and methanol (620 mL, anhydrous) while under a steady nitrogen flow. Via an addition funnel, slowly charged 25 wt % solution of sodium methoxide (4.64 g, 86 mmol, 19.7 mL) in methanol. (Note: addition is slightly exothermic). The mixture was stirred for 15 h, at which point, the solvent was removed under vacuum (Note: starting material had not been completely converted according to NMR). The residue was dissolved in methanol and charged with a fresh sodium methoxide solution- same concentration/equivalents- and stirred another 15 h). The solvent was removed under vacuum and the residue was dissolved in diethyl ether (1.0 L), with the organic phase washed with water (3 x 500 mL), then brine (1 x 300 mL). The organic layer was dried over magnesium sulfate, the salts filtered and the solvent reduced under vacuum to give 89.9 g of a crude mixture of methyl 2,2-diethoxyethanimidoate and un-reacted starting material (10-12 mol % by NMR) as a thin oil. Note that best yields of the imidate are obtained when the organic layer is stripped of at 400 mbar and 45 0C because of its volatility.The oil was dissolved in methanol (300 mL,) and placed into a 2 L round bottom flask (equipped with magnetic stir bar, reflux condenser) along with 1-(4-bromophenyl)methanamine (100.0 g, 537 mmol) and the mixture subjected to heating in a pre-heated oil bath. The mixture was stirred at 700C for 18 h and then allowed to cool. The solvent was removed to give 158.8 g of the desired intermediate (1) in 93.8% yield (based on 1-(4-bromophenyl)methanamine as limiting reagent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6136-93-2, its application will become more common.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/125405; (2007); A2;,
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Nitriles – Chemistry LibreTexts

Related Products of 26830-95-5, 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. 26830-95-5 name is 4-Methyl-2-nitrobenzonitrile, 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.

4-methyl-2-nitrobenzonitrile (0 ¡¤ 2mmol, 32 ¡¤ 4mg) ,tetrahydroxydiboron (0.6mmol, 53.8 mg), glacial acetic acid (0.24mmol, 14.5mg), cuprous chloride (0.04mmol, 4.0mg), Benzaldehyde (0¡¤24mmol, 25¡¤4mg), methanol (1ml), water (1ml) were added to the test tube, reacted at 60 C for 3h, after the completion of reaction, the reaction solution was extracted with ethyl acetate three times, the combined organic phases are concentrated to dryness, separated through column chromatography (petroleum ether: ethyl acetate =4:1), Yield:(34.8mg,73%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Methyl-2-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; China Three Gorges University; Zhou Haifeng; Sui Yuebo; Jiang Xiaolan; Yang Bing; Yu Tao; (16 pag.)CN108558778; (2018); A;,
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