Month: July 2021

Electric Literature of 40497-11-8, 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. 40497-11-8, name is Ethyl 2,3-dicyanopropanoate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

300L glass lined kettle add 80.142kg of absolute ethanol, stir,Then add 30.1% hydrogen chloride ethanol 45.579kg (containing hydrogen chloride 376.273mol), Configured to about 11% hydrogen chloride ethanol,Then add 98.0% 2,6-dichloro-4-trifluoromethylaniline 47.060kg (200.504mol),Control temperature 30 40 , after stirring and dissolving,Add 98.0% ethyl 2,3-dicyanopropionate 31.026kg (199.838mol), stir well,It is prepared as a raw material liquid and stored at about 20 .Add 25.136 kg of absolute ethanol to the axial-flow stirring tank, stir, and add 16.523 kg (234.704 mol) of 98.0% sodium nitrite, keeping the stirring configuration as a suspension.Pass the frozen brine at about 0 C into the reactor casing described in Example 1 above, and adjust the flow rate of the frozen brine after normal circulation. Then, the raw material liquid described in this example was pumped into the reactor described in Example 1 with a diaphragm metering pump at a flow rate of 5.00 l / min, and the suspension liquid in this example was pumped using a diaphragm metering pump at a flow rate of 1.00 l / min. Into the reactor described in Example 1, the reactor outlet was connected to a 500L glass-lined kettle. The flow rate of frozen brine is adjusted to control the temperature of the first stage of the reactor at 10-15 C, the temperature of the second stage at 15-20 C, and the temperature of the third stage at 20-25 C. Monitor the pH value and nitrite concentration, fine-tune the suspension flow, control the nitrite concentration at the outlet of the reactor to 0.1 to 0.5%, and the pH value to 1 to 5, after starting the discharge,Sampling HPLC to detect 2,6-dichloro-4-trifluoromethylaniline content of 0.169% (Figure 1, 12.329min is the raw material peak).After continuing to feed until the material is pumped, add 50 liters of 10% hydrogen chloride ethanol to the 300L mentioned in this example, add 10 liters of absolute ethanol to the stirring tank, and continue to use 5.00 liters / min and 1.00 liters / min. The partial flow rate is pumped into the reactor. After the pumping is completed, the contents of the reactor are purged with nitrogen.

The synthetic route of Ethyl 2,3-dicyanopropanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Youpu Biochemical Technology Co., Ltd.; Zhang Jiqian; Shi Yunyun; Ma Chenglong; Jiang Fei; Gu Jialin; (10 pag.)CN111018786; (2020); 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. 120315-65-3, name is 4-Bromo-3-methoxybenzonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 120315-65-3

0.18 mmol intermediate example 2.1 (0.45 mL, 0.4M in NMP), 0.15 mmol 4-Bromo-3-methoxybenzonitrile (1.44 mL, 0.5M in NMP, 4 eq), 0.018 mmol Pd2(dba)3 (0.180 mL, 0.1M in NMP, 0.1 eq), 0.036 mmol rac-BINAP (0.180 mL, 0.1M in NMP, 0.2 eq) and 0.3 mmol NaOtBu (0.188 mL, 1.6M in water, 3 eq) were combined in a sealed vial and heated at 170 C under microwave irradiation for 45 min. After cooling, the solution was filtered and subjected to preparative HPLC to give 12.0 mg (17 %) 4-{[6-(4-hydroxy-3,5-dimethylphenyl)[1,2,4]triazolo[1,5-a]pyridin-2-yl]amino}-3-methoxybenzonitrile: 1H-NMR (300 MHz, d6-DMSO): delta = 9.00 (1 H, s), 9.02 (1 H, s), 8.61 (1 H, s), 8.42 (1 H, d), 8.41 (1 H, s), 7.88 (1 H, d) 7.62 (1 H, d), 7.43 (1 H, d), 7.40 (1H, s), 7.33 (2H, s), 3.90 (3H, s), 2.20 (6H, s) ppm. UPLC-MS: RT = 1.23 min; m/z (ES+) 386.4 [MH+]; required MW = 385.4.

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; Bayer Schering Pharma AG; EP2343295; (2011); 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. 185836-35-5, name is 4-(Benzyloxy)-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 185836-35-5

A solution of [(R)- (-)-L-AMINO-PROPAN-2-OL] (389 g, 5.19 mol) in dimethyl sulfoxide (600 mL) was added to a solution of the product from Step A (786 g, 3.46 mol), basic alumina (786 g), and [4A] molecular sieves (131 g). The stirred mixture was heated at 110- 140 oC for 24 h, cooled and filtered, the filter-aide was washed with 10 L of 4: 1 ether- ethyl acetate followed by 4 L of 3: 2 ethyl acetate-hexane. The organic washes were extracted with water (5 L) and the aqueous phase was extracted with 25% ethyl acetate- hexane (4 x 2 L). The combined organic phases were washed with water and brine, dried over sodium sulfate, concentrated to about 3 L and allowed to stand for 48 h. The precipitated solid was collected by filtration, washed with hexane, and vacuum-dried to provide the desired product in two crops (619 g and 86 g). The concentated supernatant was applied to a 5 kg silica gel pad and eluted with a gradient of 10-50% ethyl acetate- hexane to give, after concentration in vacuo, additional product (119 g): total yield was 791 g [(8 1 %).]

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; ALCON, INC.; WO2003/101379; (2003); A2;,
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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 654-70-6 as follows. Formula: C8H5F3N2

Example 43 (General Procedure (D)) 3-Tert-Butyl-5-Chloro-N-(4-Cyano-3-Trifluoromethyl-Phenyl)-2-Hydroxy-6-Methyl-Benzamide. The title compound was prepared from 5-chloro-3-tert-butyl-6-methylsalicylic acid and 4-cyano-3-trifluoromethylanilin. 1H-NMR: (CDCl3, 400 MHz): delta ppm 1.40 (s, 9 H) 2.53 (s, 3 H) 7.39 (s, 1 H) 7.66 (s, 1 H) 7.86 (d, J=8,3 Hz, 1 H) 8.97 (d, J=8,3 Hz, 1 H) 8.05 (s, 1 H) 9.05 (s, 1H).

According to the analysis of related databases, 654-70-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hansen, Birgit Sehested; Hansen, Thomas Kruse; Tullin, Soren; Colding-Jorgensen, Morten; US2004/138301; (2004); A1;,
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Synthetic Route of 35704-19-9, 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. 35704-19-9, name is N-(4-Cyanophenyl)acetamide belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The R-N02 or R-CN (1 mmol), G-NiPd catalyst (4mg), and water:methanol (3:7) were stirred 5 mm in a 100 mL thermolysis tube at room temperature. Next, AS (3 mmol) was added to the reaction mixture and the vessel was closed. Reaction was then continued under vigorous stirring at room temperature. The progress of the catalytic reaction was monitored by thin layered chromatography (TLC). Most reactions completed over the time period of 5-30 mi Afier completion of the reaction, the catalysts were removed by centrifugation at 7000 rpm and washed three times with water or methanol. Then, the catalysts were allowed to dry for further uses. The solvent was removed by using a rotary evaporatot Finally, the crude residue was directly purified by colunm chromatography on silica gel using acetone. The yields of the reduced compounds were determined by ?H and ?3C NMR with D20, DM50, CD3OD or CDC13 as the solvent depending on the product separated.

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, N-(4-Cyanophenyl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BROWN UNIVERSITY; Sun, Shouheng; Ho, Sally Fae; Mendoza-Garcia, Adriana; (10 pag.)US2016/279619; (2016); A1;,
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Application of 1897-52-5, 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. 1897-52-5, name is 2,6-Difluorobenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a piperidine (5 mL, 50.6 mmol) solution in toluene (20 mL) was added MeMgCI (3.0 M in THF, 16.9 mL, 50.6 mmol). The solution was heated to 50 C, for two hours before allowing to cool to room temperature and transferring using a cannula to a solution of 2,6-difluorobenzonitrile (7.03 g, 50.6 mmol) in toluene (20 mL). The solution was stirred for 16 h at room temperature after which time the reaction was quenched by addition of water (1 mL). After stirring for an hour, anhydrous sodium sulfate was added and the solution was then filtered to remove salts. The clear solution was then washed with brine (2 x 40 mL) before removal of the volatiles under reduced pressure to yield a viscous yellow oil. This was then diluted with another portion of hexanes (15 mL) and placed at -20 C for two days resulting in crystallization of the desired product. Yield = 8.7 g (77 %). 1H NMR (300 MHz) (CDCb) delta (ppm): 7.24 (m, 1 H, Ar); 6.86 (m, 2 H, Ar); 6.06 (m, 1 H, NH), 3.33 (br m, 4 H, NCH2), 1.53 (br m, 6 H, CH2CH2CH2) ppm. 19F- NMR (282 MHz, CDCI3) delta: -1 13.30 ppm.

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, 2,6-Difluorobenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LANXESS ELASTOMERS B.V.; KARBAUM, Peter; SCOTT, Richard, Thomas, William; VAN DE MOOSDIJK, John; (39 pag.)WO2016/41818; (2016); 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. 1813-33-8, name is 2-Chloro-4-(trifluoromethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 1813-33-8

EXAMPLE 17 1′-[4-[1-(4-Fluorophenyl)-5-trifluoromethylindazol-3-yl]-1-butyl]spiro]isobenzofuran-1(3H),4′-piperidine], 17a. To a suspension of magnesium turnings (135 g) in 300 ml of dry tetrahydrofuran, ethyl bromide (140 g) dissolved in 500 ml of dry tetrahydrofuran was slowly added followed by reflux for 20 min. A solution of 4-chloro-1-butanol (274 g) in 500 ml of tetrahydrofuran was added dropwise at reflux temperature. After stirring for 20 min, the Grignard solution was filtered and added portionwise to a solution of 2-chloro-4-trifluoromethyl-benzonitril (200 g) in 600 ml of dry tetrahydrofuran. The reaction mixture was stirred for 16 h at room temperature followed by addition af 2N hydrochloric acid and ice. Extraction with ether, drying of the ether phase over magnesium sulfate and removal of solvent in vacuo left a viscous oil which was applied to a silica gel column (eluent:dichloromethane/ether=3:1) giving 4-(2-chloro-5-trifluoromethylbenzoyl)-1-butanol (101 g) as an oil.

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 1813-33-8.

Reference:
Patent; Lundbeck; H.; US5665725; (1997); A;,
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Electric Literature of 4592-94-3, 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. 4592-94-3 name is 3-(4-Bromophenyl)-3-oxopropanenitrile, 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.

General procedure: To the 1 mol eq. of 3-aryl-3-oxopropanonitrile (2) was added1 mol eq. of hydrazine hydrate (1) in Toluene/EtOH (9:1) and thereaction mixture was refluxed for 30 min then another 1 mol eq. ofdifferent 3-aryl-3-oxopropanonitrile (2) and catalytic amount ofPTSA (0.01 mol eq.) was added. Again reaction mixture wasrefluxed up to 4 h. On completion of the reaction, excess solvent was distilled off. The solid so obtained was filtered and washedwith cold ethanol. Solid was neutralised with aq. sodium bicarbonatesolution and again filtered. Compound thus obtained wasair dried and recrystallized from ethanol.

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

Reference:
Article; Aggarwal, Ranjana; Singh, Gulshan; Kaushik, Pawan; Kaushik, Dhirender; Paliwal, Deepika; Kumar, Ajay; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 326 – 333;,
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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. 120351-94-2, name is 3-(2-Aminoethoxy)benzonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C9H10N2O

Step 1 Synthesis of N-[2-(3-cyanophenoxy)ethyl]-(1S)-10-camphorsulfonamide: 700 mg (4.32 mmol) of 3-(2-aminoethoxy)benzonitrile was dissolved in 20 ml of DMF. 0.75 ml (4.32 mmol) of diisopropylethylamine and a solution of 1.08 g (4.32 mmol) of (1S)-(+)-10-camphorsulfonyl chloride in 5 ml of DMF were added to the solution at 0C, and they were stirred for 4 hours. The crude product was obtained by the same isolation process as that of step 1 in Example 1 with ethyl acetate as the extractant. After the purification by the silica gel column chromatography, the title compound was obtained. Yield: 1.41 g (3.75 mmol) (87 %) MS (ESI, m/z) 377 (MH+) H-NMR (CDCl3) delta 0.88 (3H, s), 1.04 (3H, s) 1.47 (1H, ddd), 1.89-2.15(5H, m), 2.33 (1H, td), 2.98 (1H, d), 3.46 (1H, d), 3.59 (2H, dt), 4.14 (2H, t), 6.00(1H, t), 7.15 (1H, d), 7.18(1H, s), 7.26 (1H, d), 7.39 (1H,t)

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; Ajinomoto Co., Inc.; EP976722; (2000); A1;,
Nitrile – Wikipedia,
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Related Products of 78881-21-7, 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. 78881-21-7 name is 4-Amino-3-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.

General procedure: Phosphorus trichloride (1.0 mmol) is added to a stirred solution of 8-hydroxyquinoline-7-carboxylic acid (1.0mmol) and aniline (1.00mmol) in chlorobenzene (3 mL). The resulting solution is heated at 150 oC for 1 hour via microwave irradiation. The cooled solution is evaporated to dryness sunder reduced pressure. The residue was suspended between EtOAc, 1M NaOH and brine solution (25 mL), filtered and triturated in a warm mixture of EtOH and MeOH (40 mL). The collected mixture was filtered and dried under reduced pressure to give the desired product.

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

Reference:
Article; Chae, Hee-Don; Cox, Nick; Capolicchio, Samanta; Lee, Jae Wook; Horikoshi; Kam, Sharon; Ng, Andrew A.; Edwards, Jeffrey; Butler, Tae-Leon; Chan, Justin; Lee, Yvonne; Potter, Garrett; Capece, Mark C.; Liu, Corey W.; Wakatsuki, Soichi; Smith, Mark; Sakamoto, Kathleen M.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 16; (2019); p. 2307 – 2315;,
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