Month: May 2021

6587-24-2, name is Methyl 2-cyanobenzoate, 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. Quality Control of Methyl 2-cyanobenzoate

From methyl 2-cyanobenzoate (1). To a freshly prepared solution of sodium methoxide obtained by dissolving sodium metal (0.69 g, 30 mmol) in dry MeOH (25 mL), methyl 2-cyanobenzoate (1) (1.61 g, 10 mmol) and malononitrile (1.98 g, 30 mmol) were added with stirring. The obtained yellow-orange solution was refluxed for 8 h till the TLC showed the absence of starting ester 1. Then the resulting suspension was cooled, fine pale yellow precipitate of compound 10a was filtered off, washed with MeOH (10 mL) and dried in air. Pale yellow powder. Yield: 2.00 g (68 %); mp 262-263 C.

The synthetic route of 6587-24-2 has been constantly updated, and we look forward to future research findings.

6306-60-1, name is 2-(2,4-Dichlorophenyl)acetonitrile, 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. category: nitriles-buliding-blocks

EXAMPLE VIII To a stirred mixture of 18.5 parts of 2,4-dichlorobenzeneacetonitrile, 90 parts of N,N-dimethylformamide and 67.5 parts of benzene are added portionwise 3.2 parts of a sodium hydride dispersion 78% while nitrogen gas is introduced. After stirring for 1 hour at room temperature, 14.5 parts of (2-chloroethyl)cyclohexane are added. The whole is stirred first for 5 hours at 40-50 C. and further overnight at room temperature. The reaction mixture is poured onto water and the product is extracted twice with 2,2′-oxybispropane. The combined extracts are washed twice with water, dried, filtered and evaporated. The residue is distilled, yielding 16 parts (54%) of 2,2′-dichloro-alpha-(2-cyclohexylethyl)benzeneacetonitrile; bp. 145-148 C. at 0.05 mm. pressure.

The synthetic route of 6306-60-1 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 51632-29-2, name is 2-(3-Phenoxyphenyl)acetonitrile, molecular formula is C14H11NO, 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. COA of Formula: C14H11NO

N-Methyl-2-(3-phenoxyphenyl)ethan-1-amine (I-52). Nitrile reduction: A round bottom flask was charged with nitrile I-51 (211 mg, 1 mmol, 1 eq), EtOH (5 mL) and 37% w/w aqueous HCl (0.16 mL, 2 mmol, 2 eq). N2 is bubbled through the solution for 5 minutes and Pd/C 10 wt.% (52 mg, 50 mumol, 5 mol%) is added. The mixture is sparged with N2 and then with H2 and is kept under H2 atmosphere (balloon). After 50 hours the reaction is complete as judged by TLC. The mixture is filtered over a Whatman filter and the filtrate is concentrated under reduced pressure to afford the product, which was used without further purification (246 mg, 0.98 mmol, 98%). TLC: Rf = 0.05 (6% MeOH/DCM). Carbamoylation: The carbamate was prepared according to general procedure C using amine (246 mg, 0.98 mmol, 1 eq), methylchloroformate (115 muL, 1.48 mmol, 1.5 eq) and DiPEA (517 muL, 3.0 mmol, 3 eq). Column chromatography (5% -> 40% EtOAc/pentane) afforded the product (176 mg, 0.65 mmol, 66%). TLC: Rf = 0.3 (10% EtOAc/pentane). Carbamate reduction: The title compound was prepared according to the general procedure D using carbamate (170 mg, 0.62 mmol, 1 eq), LiAlH4 (2 M THF solution, 0.52 mL, 1.04 mmol, 1.6 eq) and was used without further purification (125 mg, 0.55 mmol, 88%). TLC: Rf = 0.1 (6% MeOH/DCM).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 51632-29-2, its application will become more common.

Related Products of 874-97-5,Some common heterocyclic compound, 874-97-5, name is 3-Cyanobenzyl alcohol, molecular formula is C8H7NO, 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.

e 2-Chlorobenzenesulfonic acid 3-[(3-cyanophenyl)methoxy]phenyl ester Diethyl azodicarboxylate (174 mg, 1.0 mmol) was added to a solution of 2-chlorobenzenesulfonic acid 3-hydroxyphenyl ester (285 mg, 1.0 mmol), as prepared in the preceding step, 3-cyanobenzyl alcohol (133 mg, 1.0 mmol)(Yoon et al., J. Org. Chem. 38:2786-2792 (1973)), and triphenylphosphine (263 mg, 1.0 mmol) in tetrahydrofuran (10 mL) at 0 C. The mixture was stirred at 0 C. for 2 hours and at room temperature for 3 hours. The reaction mixture was quenched with water (30 mL) and extracted with ethyl acetate (3*30 mL). The organic phase was washed with saturated NaHCO3 (2*30 mL), brine (2*30 mL) and dried over Na2 SO4. The solvent was removed in vacuo the residue was purified by flash column chromatography (2:1 ethyl acetate:hexane) to give the title compound as a pale yellow oil (375 mg, 93%). 1 H-NMR (300 MHz, CDCl3) delta 5.02 (s, 2H), 6.78 (m, 2H), 6.85 (dd, 1H, J=4.2, 1.3 Hz), 7.20 (t, 1H, J=8.2 Hz), 7.38 (t, 1H, J=5.8 Hz), 7.51 (t, 1H, J=7.7 Hz), 7.59-7.68 (m, 5H) and 7.93 (dd, 1H, J=4.0, 0.7 Hz).

The synthetic route of 874-97-5 has been constantly updated, and we look forward to future research findings.

Electric Literature of 628-20-6, A common heterocyclic compound, 628-20-6, name is 4-Chlorobutyronitrile, molecular formula is C4H6ClN, 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: A solution of the corresponding omega-halonitrile (2.5 mmol) in dimethylformamide (0.5 ml)was added over 1.5 h to a mixture of the arylamine (5 mmol), K2CO3 (345.5 mg, 2.5 mmol)and KI (830 mg, 5 mmol) in dimethylformamide (3 ml) for compounds 1 or dimethylformamide(0.6 ml) and dimethoxyethane (2.4 ml) for compounds 4. The mixture wasstirred at the indicated temperature for 5 h. After completion of the reaction, as indicatedby TLC, the mixture was diluted with ethyl ether (50 ml) and water (10 ml). The aqueousphase was separated and additionally extracted once with ethyl ether (30 ml). The combinedorganic layers were washed with water, dried over anhydrous sodium sulfate andfiltered. The filtrate was evaporated in vacuo and the resulting crude material was dissolvedin tetrahydrofuran and treated with 1M borane/THF (30 ml). The solution was refluxedfor 2 h, cooled and treated with methanol. The solvent was then evaporated in vacuo.The residue was refluxed with 10% hydrochloric acid (30 ml) for 2 h, filtered and madealkaline with 10% aqueous sodium hydroxide. The alkaline mixture was extracted withethyl acetate (4 × 20 ml). The organic phase was washed with water (5 ml), dried oversodium sulfate and filtered. The solvent was evaporated in vacuo and the crude product waspurified by column chromatography (silica gel, dichloromethane:methanol:isopropylamine10:1:0.1).

The synthetic route of 628-20-6 has been constantly updated, and we look forward to future research findings.

Reference of 147754-12-9,Some common heterocyclic compound, 147754-12-9, name is 4-Fluoro-2-methylbenzonitrile, molecular formula is C8H6FN, 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.

2-Bromomethyl-4-fluorobenzonitrile (4) A mixture of 4-fluoro-2-methylbenzonitrile (3) (2 g, 14.8 mmol), NBS (2.64 g, 15 mmol) and AIBN (100 mg) in CCl4 was refluxed under nitrogen for 2 hours. The reaction was cooled to room temperature. The solid was removed by filtration. The organic solution was concentrated to give crude product as an oil, which was used in the next step without further purification. 1H-NMR (400 MHz, CDCl3): delta 7.68 (dd, J=5.2, 8.4 Hz, 1H), 7.28 (dd, J=2.4, 8.8 Hz, 1H), 7.12 (m, 1H), 4.6 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-2-methylbenzonitrile, its application will become more common.

Application of 36282-26-5, 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. 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Pyrrole intermediates 3a-j, or 7a-p or 7s (0.7 mmol) and 2-bromo-4-fluorobenzonitrile (0.7 mmol) were dissolved in 0.5 mL of dry dimethyl formamide (DMF) in a round bottom flask. Sodium hydride (60% dispersion in oil) (0.7 mmol) was then added into the stirring reaction mixture under argon. After 4 h 10 mL of water was added to the reaction mixture and extracted using ethyl acetate (2 x 15 mL). The organic layers was washed with brine and dried over sodium sulfate followed by concentration. column chromatography (SiO2) was performed utilizing 20% ethyl acetate in hexanes to obtain products as amorphous solids

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-Bromo-4-fluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

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. Formula: C8H6N2O2

Step 3: To a stirred solution of 2-methyl-4-nitrobenzonitrile (407 mg, 2.510 mmol) in tetrahydrofuran was added 2 M borane-methyl sulfide complex in tetrahydrofuran (2.1 mL). The reaction mixture was stirred for 15 h at 70 C. The mixture was cooled to room temperature, then quenched by water. The mixture dissolved in ethyl acetate and washed with water and brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. (2-Methyl-4-nitrophenyl)methanamine (178 mg) was obtained as 43% yield.

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

Reference of 626-17-5, These common heterocyclic compound, 626-17-5, name is 1,3-Dicyanobenzene, 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.

The same type of sponge nickel catalyst as used in Comparative Example 5 was charged into a glass tube with a 10-mm inner diameter in an amount of 3 g and dried at 200 C. in a nitrogen stream. Then, a mixed gas (methanol:nitrogen=4:96 by volume) was allowed to pass through the catalyst bed to pretreat the catalyst under the conditions of atmospheric pressure, 200 C., a flow rate of 1.5 NL/h, and 3 h. After the pretreatment, the catalyst was cooled to 30 C. in a nitrogen gas flow. The pretreated catalyst was slurried in 60 g of methanol in a nitrogen atmosphere. The hydrogenation of isophthalonitrile was conducted in the same manner as in Comparative Example 5 except for using the pretreated catalyst thus prepared. After 4 h of the hydrogenation, a part of the reaction liquid was sampled and analyzed. The conversion of isophthalonitrile was 100 mol %, the yield of m-xylylenediamine was 92.8 mol %, the yield of 3-cyanobenzylamine was 0.2 mol %, and the yield of high-boiling condensation products was 7 mol %.

The synthetic route of 626-17-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 612-24-8, name is 2-Nitrobenzonitrile, 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 612-24-8, COA of Formula: C7H4N2O2

General procedure: TAPEHA-Pd (0.015 g) was added to a solution of nitroarenes (1.0 mmol) in EtOH (20 mL). After N2H4 .H2O(4.0 mmol) was added the color of the catalyst was turned to black rapidly in the same way as reducing with NaBH4 . This color change means formation of palladium nanoparticles43 TAPEHA-PdNPs as mentioned above. After being stirred for 20 min at room temperature and atmospheric pressure, the catalyst was removedby ltering and EtOH was removed under a vacuum.

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