Tag: M.W=100-200

Synthetic Route of 53312-82-6, 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. 53312-82-6, name is 4-Amino-2-bromobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4-amino-2-bromobenzonitrile (0.055 g, 0.281 mmol) was stirred in dichloromethane (2 mL) and 0.50 mL saturated sodium bicarbonate solution (0.024 g, 0.281 mmol) solution at 0 C. Phosgene (20% in toluene, 0.3 mL, 0.561 mmol) was added and stirred for 30 min. The organic layer was extracted with dichloromethane and washed with water followed by sodium bicarbonate solution. The organic layer was concentrated and redissolved in DMF (2 mL). 5-(pyridin-4-yl)-1,3,4-thiadiazol-2-amine (0.050 g, 0.281 mmol) was added and heated at 90 C for 1 h. The resulting solid was filtered and washed with water, ethyl acetate and acetone to yield compound 24 as a pure solid (0.045 g, 0.112 mmol, 40%). See below for characterization data.

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

Reference:
Article; Rosenthal, Andrew S.; Dexheimer, Thomas S.; Gileadi, Opher; Nguyen, Giang H.; Chu, Wai Kit; Hickson, Ian D.; Jadhav, Ajit; Simeonov, Anton; Maloney, David J.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 20; (2013); p. 5660 – 5666;,
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Related Products of 939-80-0, 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. 939-80-0 name is 4-Chloro-3-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.

EXAMPLE 3a Preparation of 4-chloro-3-aminobenzonitrile A degassed solution of 40 mmol of 4-chloro-3-nitrobenzonitrile (starting material) and 40 ml of xylene are placed in an autoclave (volume: 200 ml).5.0 mmol of TPPTS (in the form of 9.2 g of an aqueous solution containing 0.546 mol of TPPTS/kg of solution) as phosphine and 2.4 g (60 mmol) of NaOH, 23.8 ml of H2 O and 1.0 mmol of PdCl2 are added. The pH isfrom 10.5 to 11.0. The autoclave is closed, evacuated and filled with nitrogen. The evacuationand filling with nitrogen is repeated twice, then the autoclave is filled with CO, evacuated and refilled with CO. The evacuation and filling with CO is repeated twice. The autoclave is subsequently pressurized with CO to a pressure of 120 bar and the mixture is heated to 100 C. while stirring. The reaction time is 20 hours. The mixture is subsequently cooled to room temperature, the autoclave is emptied and the organic phase is separated from the aqueous phase. The organic phase is filtered to remove traces of palladiumand evaporated under reduced pressure, with the desired product being purified, if desired by crystallization or chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-nitrobenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Hoechst Aktiengesellschaft; US5744643; (1998); A;,
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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 51762-67-5 as follows. Recommanded Product: 51762-67-5

General procedure: (1R,2R)-1,2-bis(3-phenylphenyl)ethane-1,2-diol 1 (1.0 mmol,1.0 equiv.) and 4mL of DMSO were placed in two-neck flask under anitrogen atmosphere at room temperature. To this reaction mixturewas added 3- or 4-nitrophthalonitrile (1.0 mmol, 1.0 equiv.) andstirred for 15 min under inert atmosphere. Finely ground anhydrousK2CO3 (1.0 mmol, 1.0 equiv.) was then added to the resultingmixture at room temperature. The reaction was monitored by thin layer chromatography and completed in 2 h. The reaction mixturewas poured into water-ice (1:3 v/v) resulting in the formation oflight-yellow precipitate and then extracted with dichloromethane.The combined organic layer was dried over anhydrous Na2SO4 andthe solvent was evaporated under reduced pressure to give a crudeproduct that was purified by silica gel chromatography. The elutionwas carried out with dichloromethaneeethyl acetate (95:5).

According to the analysis of related databases, 51762-67-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Goek, Halil Zeki; Goek, Ya?ar; Journal of Molecular Structure; vol. 1206; (2020);,
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Some common heterocyclic compound, 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, molecular formula is C7H5ClN2, 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-Amino-3-chlorobenzonitrile

General procedure: To an ice-cold suspension of nicotinoyl chloride hydrochloride(I) (1.78 g, 10 mmol) and appropriate 4-aminobenzonitrile (IIa-g) (10 mmol, 1.0 equiv) in acetonitrile(50 ml) under nitrogen was added triethylamine (8.1 g, 11.15 ml,40 mmol, 4.0 equiv) dropwise over 30 min. The resulting suspensionwas stirred at 0 C for 1 h then at room temperatureovernight. The reaction mixture was evaporated, diluted withEtOAc, washed with 10% HCl, brine, dried over anhydrousNa2SO4 and concentrated in vacuo. The resulting solid waswashed with diethyl ether and dried to yield the desired compounds(IIIa-g) in 50-90% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21803-75-8, its application will become more common.

Reference:
Article; Dokla, Eman M.E.; Fang, Chun-Sheng; Abouzid, Khaled A.M.; Chen, Ching S.; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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Electric Literature of 3759-28-2, 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. 3759-28-2, name is 2-(Cyanomethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of 1-aryl/alkyl-3,3-bis-methylsulfanyl-propenone (1.0 mmol), 2-cyanomethyl-benzonitrile (1 mmol, 142.0 mg), and powdered KOH (2 mmol, 112.0 mg) in dry DMSO (5 mL) was stirred at room temperature for 2 h. Completion of reaction was monitored by TLC. After completion, reaction mixture was poured onto ice-water with constant stirring and then neutralized with 10% HCl. The precipitate obtained was filtered, washed with water and dried over dry sodium sulfate. Many compounds were purified by recrystallization in dry methanol. Some compounds were purified through column chromatography using 15% ethylacetate in hexane as an eluent. Characterization data for some of the synthesized compounds are reported earlier.17

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-(Cyanomethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Singh, Surjeet; Althagafi, Ismail; Yadav, Pratik; Panwar, Rahul; Kumar, Abhinav; Pratap, Ramendra; Tetrahedron; vol. 70; 46; (2014); p. 8879 – 8884;,
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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. 42872-73-1, name is 2-Bromo-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-4-methylbenzonitrile

General procedure: To a stirred mixture of Ar-X (1, 1.0 mmol) and lithium bromide (208 mg, 2.4 mmol) in THF (3.5mL) was added dropwise a solution of i-PrMgBr in THF (2.0 M, 0.53 mL, 1.06 mmol) at -40C under Ar and the resulting mixture was stirred at -40C for 10 min and at room temperature for 3 h. To a stirred solution of dibromodifluoromethane (CF2Br2) in THF (4.90 M, 0.49 mL and 2.4 mmol) was added dropwise the prepared solution of ArMgBr 2 in THF via cannula at between room temperature and 35C over 1 min. and the resulting solution was stirred for 1 h. The reaction was quenched with saturated aqueous NH4Cl (10 mL) and extracted with EtOAc (10 mL¡Á3). The combined extracts were dried over Na2SO4. Concentration of the solvent in vacuo afforded a residue, which was purified by silica gel column chromatography (hexane/EtOAc=10/1) and recycle GPC to give alpha,alpha-dibromo-alpha-fluorotoluene derivative 8.

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; Shiosaki, Masahiro; Inoue, Munenori; Journal of Fluorine Chemistry; vol. 175; (2015); p. 160 – 168;,
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Some common heterocyclic compound, 96784-54-2, name is 3-Methyl-4-nitrobenzonitrile, molecular formula is C8H6N2O2, 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: 3-Methyl-4-nitrobenzonitrile

4-cyano-3- methylnitrobenzene, 264 (1.5 g, 9.25 mmols) was suspended in 20 ml of water, sodium azide (0.661 g, 10.18 mmols) and zinc bromide (2.08 g, 9.25 mmols) were added. The reaction mixture was refluxed for 24 h with vigorous stirring. 15 ml of 3N HC1 and ethyl acetate (50 ml) were added, vigorous stirring was continued until no solid was present and the aqueous layer had a pH of 1. Phases were separated and the aqueous layer extracted with EtOAc (2 x 50 ml). The combined organic layers were evaporated under vacuum. The residue was dissolved in 100 ml of 0.25 N NaOH, and the mixture stirred for 30 min, until the original precipitate dissolved and a suspension of zinc hydroxide formed. The suspension was filtered, and the solid washed with 10 ml of 1 N NaOH. The filtrate was treated with 20 ml of 3 N HC1; the precipitated tetrazole was filtered, washed with 3 N HC1 (2 x 20 ml) and dried under vacuum. Yield 1.6 g (84 %). 1 H NMR (400 MHz, CDCl3) d 8.02 (d, 7 = 8.3 Hz, 1H), 7.68 (s, 1H), 2.63 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 96784-54-2, its application will become more common.

Reference:
Patent; ELEX BIOTECH, INC.; THAINASHMUTHU, Josephrajan; SIBRIAN-VAZQUEZ, Martha; BOATMAN, Douglas; (129 pag.)WO2019/191502; (2019); A1;,
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Synthetic Route of 198633-76-0, 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. 198633-76-0 name is 2-Fluoro-6-methylbenzonitrile, 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.

To a cooled (0 C) solution of 2-fluoro-6- methylbenzonitrile (5.0 g, 37 mmol) in 100 mL of concentrated H2SO4 was added NBS (6.93 g, 38.9 mmol). Then the mixture was stirred at 0 C for 3 hrs and poured into ice-water (1 L). The solution was extracted three times with EtOAc (200 mL) and the combined orgianc layers were washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by silica gel flash chromatography to give the title compound

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Fluoro-6-methylbenzonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CATO, Brian; FRIE, Jessica, L.; KIM, Dooseop; PASTERNAK, Alexander; SHI, Zhi-Cai; WO2014/85210; (2014); A1;,
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Electric Literature of 42872-73-1, A common heterocyclic compound, 42872-73-1, name is 2-Bromo-4-methylbenzonitrile, molecular formula is C8H6BrN, 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.

To a solution of 2-bromo-4-methylbenzonitrile (4.0 g; 20.40 mmol) in sulfuric acid (6mL) at 0C was added potassium nitrate (2.063 g; 20.40 mmol) in sulfuric acid (18mL). After stirring at 0C for 1.5 hour, the reaction mixture was poured into 500 mL ofice water. The precipitate was collected by filtration and washed with copious amountsof water. The precipate was dried to give 4.5 g (9 1%) of intermediate 455.

The synthetic route of 42872-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier Alexis Georges; PONCELET, Virginie Sophie; GROSS, Gerhard Max; JACOBY, Edgar; MEERPOEL, Lieven; KULAGOWSKI, Janusz Jozef; MACLEOD, Calum; MANN, Samuel Edward; GREEN, Simon Richard; HYND, George; (477 pag.)WO2017/125530; (2017); A1;,
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Some common heterocyclic compound, 56043-01-7, name is 2-Amino-6-methylbenzonitrile, molecular formula is C8H8N2, 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 2-Amino-6-methylbenzonitrile

General procedure: Adapted from a literature procedure,1 the appropriate organonitrile (1.0 eq.) and K2CO3(0.2eq.)wereaddedtoamicrowavetubewithastir-barwithdeionizedwater(8.5mLpermmolsubstrate).Afterirradiationundermicrowaveat150Cfor30minutes,thereactionmixturewascooled,extractedwithEtOAc(320mL),thecombinedphasesdriedoverMgSO4andexcesssolventremovedinvacuo.TheresiduewaspurifiedbyFCC,ifrequired,togivethetitlecompound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 56043-01-7, its application will become more common.

Reference:
Article; Sutherell, Charlotte L.; Ley, Steven V.; Synthesis; vol. 49; 1; (2017); p. 135 – 144;,
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