Category: nitriles-buliding-blocks

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. 89942-45-0, name is 2-(Hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C8H7NO

General procedure: To a 100 mL two-necked flask was added substituted benzylalcohol or 4,6-dimethylpyrimidine-2-thiol (2.60 mmol), NaOH (6.40 g, 1.60 mmol) and dimethylsulfoxide (30 mL). The flask was vacuumed and flushed three times with nitrogen. Then the solutionof 8 (0.20 g, 0.87 mmol) in dimethylsulfoxide (510 mL) was added, and the resulting mixture was heated to 80 C and kept at that temperature for approximately 12 h until the completion of the reaction (monitored by TLC). Subsequently, the mixture was cooled to room temperature and diluted with ethyl acetate (100 mL). The mixture was washed with brine to pH 7, and the organic phase was dried with anhydrous sodium sulfate. The organic phase was concentrated to get crude product, which was purified by column chromatography (ethyl acetate/ petroleumether 1:30 as eluent) to get 4a-ac in yields of 27.3-75.1%.

The synthetic route of 89942-45-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lu, Huan-Huan; Xue, Ping; Zhu, Yuan-Yuan; Ju, Xiu-Lian; Zheng, Xiao-Jiao; Zhang, Xun; Xiao, Ting; Pannecouque, Christophe; Li, Ting-Ting; Gu, Shuang-Xi; Bioorganic and Medicinal Chemistry; vol. 25; 8; (2017); p. 2491 – 2497;,
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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. 191014-55-8, name is 4-Fluoro-2-methoxybenzonitrile, A new synthetic method of this compound is introduced below., name: 4-Fluoro-2-methoxybenzonitrile

To a mixture of 4-fluoro-2-methoxybenzonitrile, (800 mg, 5.3 mmol) and conc.HCl (0.53 mL, 6.36 mmol, 1.2 eq.) in ethanol (20 mL) was added 10% Pd-C (100 mg; Aldrich), and the mixture hydrogenated at 1 atm hydrogen for 15 hrs at room temperature. To this mixture was added an additional amount of conc.HCl (1 mL) and 10% Pd-C (200 mg) and the reaction allowed to continue for another 40 hrs. The mixture was filtered through Celite and the filtrate concentrated in vacuo to dryness. The residue was triturated with ether to provide the title compound (895 mg, Yield 88%) as a white powder: 1H NMR (CDCl3, 500 MHz) delta ppm: 3.84 (3H, s, OMe), 3.91 (2H, d, J=5.5 Hz, N-CH2), 6.81 (1H, dt, J=2.5 Hz, J=J=8.5 Hz, Ar-H), 6.99 (1H, dd, J=2.5 Hz, J=11.3 Hz, Ar-H), 7.47 (1H, dd, J=7 Hz, J=8.5 Hz, Ar-H); 13C NMR (CDCl3, 125.8 Hz) delta ppm: 36.76, 56.03, 99.30, 99.51 106.28, 106.45, 117.93, 117.95, 131.60, 131.69, 158.56, 158.64, 162.28, 164.22. HRMS (ESI) calcd for C8H11FNO (M+H) 156.0825, found 156.0830.

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; Bristol-Myers Squibb Company; US2007/111984; (2007); 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. 420-04-2, name is Cyanamide, A new synthetic method of this compound is introduced below., name: Cyanamide

0.2 mol of the above intermediate and 0.2 mol of 50% monocyanamide aqueous solution were added, stirred uniformly, and 0.1 mol of anhydrous sodium hydrogen phosphate was added under stirring at room temperature to control the reaction temperature not exceeding 40 C, and the reaction time was 4 h, and analyzed by thin layer chromatography. The reaction progress was followed; after the reaction was completed, the filtration was carried out, the filter residue was washed with distilled water, and the washing water and the filtrate were combined, shaken, and allowed to stand for stratification; the aqueous layer was separated, and the aqueous layer was extracted with ethyl acetate three times. The ethyl acetate layer was combined with the oil layer and distilled under reduced pressure at 80 kPa for 2 h. A colorless clarified oil was obtained as the product, ethyl N-cyanoethyl imidate, yield: 95.3%.

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; Zhang Yu; (4 pag.)CN109721509; (2019); A;,
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Reference of 420-04-2, These common heterocyclic compound, 420-04-2, name is Cyanamide, 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.

(1) Ethyl N-cyanoacetoimidate A solution of cyanamide (3.52 g), acetic anhydride (15.7 ml) and triethyl orthoacetate (15.0 ml) was stirred at 140 C. for 2.5 hours. After the reaction, the mixture was distilled under reduced pressure to give 5.29 g of a colorless transparent liquid (yield 58%). Boiling point: 50-60 C./2.5 mmHg IR (KBr): 2990, 2940, 2210, 1700, 1668, 1604 cm-1 1 H-NMR (CDCl3) delta: 1.35 (3H, t, J=7.1 Hz), 2.40 (3H, s), 4.29 (2H, q, J=7.1 Hz)

Statistics shows that Cyanamide is playing an increasingly important role. we look forward to future research findings about 420-04-2.

Reference:
Patent; The Green Cross Corporation; US5750545; (1998); A;,
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Reference of 39786-34-0, 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. 39786-34-0, name is Ethyl 2-(2-cyanophenoxy)acetate belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a 2000-mL round-bottom flask was placed a solution of KOtBu (18 g,160.41 mmol) in THF (600 mL) then a THF solution (400 mL) solution of ethyl 2-(2-cyanophenoxy)acetate (20 g,97.46 mmol,as prepared in the previous step) was added dropwise with stirring. After completion of addition,the reaction wasstirred at rt for 2 h,quenched by the addition of water,and extracted with EtOAc (3×200 mL).The organic extracts were combined,washed with brine (2×200 mL),dried over anhydrousNa2SO4,and concentrated under reduced pressure affording 17 g of the title compound as ayellow solid. Mass Spectrum (LCMS,ESI pos): Calcd. for C,,H,2NO3: 206.1 (M+H); Found:206.1.

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, Ethyl 2-(2-cyanophenoxy)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); 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 24056-34-6 as follows. SDS of cas: 24056-34-6

6.4 g (51.1 mmol) of 4-hydroxy-cyclohexanecarbonitrile (121) were dissolved in 120 ml_ of dichloromethane, cooled to 0 0C and 14.9 nriL (13.7 g, 128 mmol) of 2,6-lutidine and 15.4 ml_ (14.9 g, 56.2 mmol) of tert-butyldimethylsilyltrifluoromethanesulfonate were added. The reaction mixture was stirred for 16h at room temperature, then additional 5.0 ml_ of tert-butyldimethylsilyltrifluoromethanesulfonate were added and stirring continued for 1 h. The reaction mixture was diluted with 100 ml_ of dichloromethane and washed with 100 ml_ of water, 80 mL of saturated aqueous sodium bicarbonate solution and 50 mL of brine. The organic phase was dried over magnesium sulphate, filtered, concentrated in vacuo and purified by silica gel chromatography (heptanes:ethyl acetate) to give 9.76 g of the desired product. Rt = 0.95 min (Method 18). Detected mass: 240.1 (M+H+).

According to the analysis of related databases, 24056-34-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI-AVENTIS; WO2009/156100; (2009); A1;,
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Adding a certain compound to certain chemical reactions, such as: 191014-55-8, name is 4-Fluoro-2-methoxybenzonitrile, 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 191014-55-8, category: nitriles-buliding-blocks

To a mixture of intermediate 127, 4-fluoro-2-methoxybenzonitrile, (800 mg, 5.3 mmol) and conc.HCl (0.53 mL, 6.36 mmol, 1.2 eq.) in ethanol (20 mL) was added 10% Pd-C (100 mg; Aldrich), and the mixture hydrogenated at 1 atm hydrogen for 15 hrs at room temperature. To this mixture was added an additional amount of conc.HCl (1 mL) and 10% Pd-C (200 mg) and the reaction allowed to continue for another 40 hrs. The mixture was filtered through Celite and the filtrate concentrated in vacuo to dryness. The residue was triturated with ether to provide the title compound (895 mg, Yield 88%) as a white powder: 1H NMR (CDCl3, 500 MHz) ? ppm: 3.84 (3H, s, OMe), 3.91 (2H, d, J=5.5 Hz, N-CH2), 6.81 (1H, dt, J=2.5 Hz, J=J=8.5 Hz, Ar-H), 6.99 (1H, dd, J=2.5 Hz, J=11.3 Hz, Ar-H), 7.47 (1H, dd, J=7 Hz, J=8.5 Hz, Ar-H); 3C NMR (CDCl3, 125.8 Hz) ? ppm: 36.76, 56.03, 99.30, 99.51 106.28, 106.45, 117.93, 117.95, 131.60, 131.69, 158.56, 158.64, 162.28, 164.22. HRMS (ESI) calcd for C8H11FNO (M+H) 156.0825, found 156.0830.

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; Naidu, B. Narasimhulu; Banville, Jacques; Beaulieu, Francis; Connolly, Timothy P.; Krystal, Mark R.; Matiskella, John D.; Ouellet, Carl; Plamondon, Serge; Remillard, Roger; Sorenson, Margaret E.; Ueda, Yasutsugu; Walker, Michael A.; US2005/267105; (2005); A1;,
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Electric Literature of 493038-93-0, These common heterocyclic compound, 493038-93-0, name is 2-(3-Chloro-5-fluorophenyl)acetonitrile, 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 mixture of (3-(trifluoromethyl)phenyl)acetonitrile (45.2 g,244 mmol) and diethyl dithiophosphate (50.0 g, 269 mmol) in 4 N HCl solution in EtOAc (500 mL, 2000 mmol) was stirred at room temperature overnight. The mixture was washed with water, 1 N aqueous NaOH solution, and brine, dried over Na2SO4, and concentrated in vacuo. The residue was triturated with hexane with ice-bath cooling. The precipitate was collected by filtration followed by washing with hexane to give 35.0 g (65%) of 6a as colorless solid.

Statistics shows that 2-(3-Chloro-5-fluorophenyl)acetonitrile is playing an increasingly important role. we look forward to future research findings about 493038-93-0.

Reference:
Article; Tokumaru, Kazuyuki; Ito, Yoshiteru; Nomura, Izumi; Nakahata, Takashi; Shimizu, Yuji; Kurimoto, Emi; Aoyama, Kazunobu; Aso, Kazuyoshi; Bioorganic and Medicinal Chemistry; vol. 25; 12; (2017); p. 3098 – 3115;,
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Application of 86770-80-1, 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. 86770-80-1, name is 3,3-Difluorocyclobutanecarbonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3 ,3-difluoro- 1 -(4-(trifluoromethyl)pyridin-2-yl)cyclobutanecarbonitrile [1270] Example 125B and 2-fluoro-4-(trifluoromethyl)pyridine (0.900 mL, 7.39 mmol) were dissolved in toluene (2.4 mL), cooled to <5 C and added KHMDS (29.6 mL, 14.78 mmol) dropwise, allowed to warm slowly to room temperature and stirred for 90 minutes. The mixture was diluted with MTBE and washed with water (2x). The organic phase was dried (Na2S04), filtered, and concentrated. The residue was chromatographed on silica gel (0-25% EtOAc/hexanes) to provide Example 125C (1.22 g, 4.65 mmol, 63.0 % yield). XH NMR (300 MHz, DMSO-d6) ? 9.00 - 8.94 (m, 1H), 8.04 - 7.99 (m, 1H), 7.88 (ddd, J= 5.1, 1.6, 0.8 Hz, 1H), 3.68 - 3.48 (m, 5H). 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, 3,3-Difluorocyclobutanecarbonitrile, other downstream synthetic routes, hurry up and to see. Reference:
Patent; ABBVIE INC.; BAYBURT, Erol K.; CLAPHAM, Bruce; COX, Phil B.; DAANEN, Jerome F.; GOMTSYAN, Arthur; KORT, Michael E.; KYM, Philip R.; VOIGHT, Eric A.; SCHMIDT, Robert G.; DART, Michael J.; GFESSER, Gregory; WO2013/62964; (2013); A2;,
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Synthetic Route of 10406-24-3, 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. 10406-24-3, name is 3-(Aminomethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 2 m-Cyanobenzylamine (13.2 g), sodium nitrite (10.4 g), and dimethylformamide (100 ml) were mixed together, and the mixture was vigorously stirred at room temperature. Trifluoroacetic acid (22.8 g) was added dropwise to the mixture over one hour. After completion of addition, the mixture was further allowed to react at 100 C. for one hour. For the subsequent process, the procedure of Example 1 was repeated, to thereby obtain 6.9 g of m-cyanobenzyl alcohol (bp. 128-130 C./400 Pa) (yield 52%). The purity of the product was 98%.

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

Reference:
Patent; Showa Denko K.K.; US6187945; (2001); B1;,
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