Tag: M.W=100-200

Reference of 63069-50-1,Some common heterocyclic compound, 63069-50-1, name is 4-Amino-3-fluorobenzonitrile, molecular formula is C7H5FN2, 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.

1.13. Synthesis of 4-amino-3-chloro-5-fluoro-benzonitrile (mt. 21) j00260j A mixture of 4-amino-3-fluorobenzonitrile (184 mmol) and NCS (276 mmol) in AcOH (300 mL) was stirred at 70C for approximately 16 h. The mixture was concentrated. H20 was added to the residue and the solid product was filtered off and washed (sat. NaHCO3 and H20). To eliminate H20, THF was added and removed under reduced pressure to yield the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-3-fluorobenzonitrile, its application will become more common.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; MAMMOLITI, Oscar; BLANC, Javier; OR?ULIC, Mislav; RO?CIC, Maja; WO2015/110378; (2015); 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. 13388-75-5, name is 2-(3,5-Dimethoxyphenyl)acetonitrile, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C10H11NO2

To a stirred solution of 5 (2.0 g, 11.28 mmol) in dry CH2CI2 (125 mL), at -78C, under an argon atmosphere, was added boron tribromide (3.75 mL, 39.48 mmol). Following the addition, the reaction mixture was gradually warmed to room temperature and the stirring was continued at that temperature until completion of the reaction (2 days). The reaction mixture was then poured into a mixture of aqueous saturated NaHC03/crushed ice. The mixture was warmed to room temperature and volatiles were removed in vacuo. The residue was diluted with ethyl acetate and washed with saturated NaHCOs solution, water and brine. The organic layer was dried (MgSC^), filtered and concentrated under reduced pressure. Purification by flash column chromatography on silica gel (40% ethyl acetate in hexanes) afforded 1.42 g (85% yield) of 10 as a white solid, mp 144-146C. 1H NMR (500 MHz, CDCl3/DMSO-d6) delta 8.69 (s, 2H, OH), 6.34 (m, 1H, 2-H), 6.33 (m, 2H, 4-H, 6-H), 3.59 (s, 2H, -CH2CN).

According to the analysis of related databases, 13388-75-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NORTHEASTERN UNIVERSITY; MAKRIYANNIS, Alexandros; D’SOUZA, Marsha, R.; BAJAJ, Shama; NIKAS, Spyridon, P.; THAKUR, Ganeshsingh, A.; WO2014/62965; (2014); 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. 55877-79-7, name is 5-Chloro-2-methoxybenzonitrile, A new synthetic method of this compound is introduced below., name: 5-Chloro-2-methoxybenzonitrile

Exam le 10Molecular Weight: 167.6 Molecular Weight: 201 .7[00304] In a 3 -neck 100 mL round-bottomed flask, on magnetic stirrer, slurry of sodium hydrosulfide hydrate (4.33 g, 2.0 eq) and magnesium chloride hexahydrate(1.52 g, 1.0 eq.) in DMF(15mL) was added. 3-Chloro-5-methoxybenzonitrile (1.25 g, 1.0 eq) was added in one portion and the reaction mixture was stirred at room temperature for 1- 2 h. The progress of reaction was followed by TLC using ethyl acetate: hexane (1 : 1) as mobile phase. The resulting green slurry was poured in 150 mL water and the resulting precipitates were collected by filtration. The crude product was re-suspended in 1 N HC1 and stirred for 45 min., then filtered and washed with water to give intermediate- 1 (1.2 g, 80%). Mass/LCMS: 202.0.

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; KARYOPHARM THERAPEUTICS, INC.; SHECHTER, Sharon; KAUFFMAN, Michael; SANDANYAKA, Vincent, P.; SHACHAM, Sharon; WO2011/109799; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 501-00-8, name is 2-(3-Fluorophenyl)acetonitrile, 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 501-00-8, Formula: C8H6FN

General procedure: To a stirred solution of MeONa in MeOH (5%,1.5 mL) was added 3a (ca. 122 mg, 0.5 mmol, 1 eq), immediatelyfollowed by cyano derivative (1.1 eq) at room temperature. Thereaction mixture was heated under reflux for 1.5 h. After coolingfor 1 h in ice bath, the solid was filtered and washed with a minimumof cold MeOH. If not pure, crude product was purified by columnchromatography on silica gel with CH2Cl2/MeOH: 99:1?90:10 as eluent.

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:
Article; N’Guessan, Jean-Paul Deto Ursul; Delaye, Pierre-Olivier; Penichon, Melanie; Charvet, Claude L.; Neveu, Cedric; Ouattara, Mahama; Enguehard-Gueiffier, Cecile; Gueiffier, Alain; Allouchi, Hassan; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6695 – 6706;,
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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. 60710-80-7, name is 3-Amino-4-methylbenzonitrile, A new synthetic method of this compound is introduced below., Quality Control of 3-Amino-4-methylbenzonitrile

General procedure: NaNO2 aqueous solution (13.80g, 0.2mol, 32.20mL) was added dropwise to a mixture of 3a (21.40g, 0.2mol), H2O (190mL), and 12N HCl aqueous solution (50mL, 0.6mol) at 0C. The mixture was stirred at 0C for 30min and then was filtered. The precooled NaBF4 (24.20g, 0.22mol) dissolved in H2O (90mL) was added to the filtrate and kept stirring at 0C for an additional 40min. The precipitate was collected by filtration, washed with cold ethanol (50mL×3), cold ethylether (50mL×3), and concentrated in vacuo to deliver diazonium salt (19.19g) as a yellow solid. To a solution of diazonium salt (19.19g, 0.093mol) in CHCl3 (231mL), KOAc (15.15g, 0.155mol) was added. The mixture was stirred at room temperature for 4h. Afterwards, the reaction was quenched with water (200mL) and extracted with CH2Cl2 (70mL×3). The organic phase was washed with brine (50mL×3), dried over anhydrous Na2SO4, and concentrated under reduced pressure. The obtained crude residue was purified by recrystallization to give the title compound 7.51g.

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; Song, Pinrao; Chen, Ming; Ma, Xiaodong; Xu, Lei; Liu, Tao; Zhou, Yubo; Hu, Yongzhou; Bioorganic and Medicinal Chemistry; vol. 23; 8; (2015); p. 1858 – 1868;,
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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. 19179-31-8, name is 3,5-Dimethoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 19179-31-8

General procedure: A mixture of nitrile (1 mmol), sodium azide (1.5 mmol), Cu complex catalyst (0.4 mol%) and DMF (3 mL) was taken in a round-bottomed flask and stirred at 110 C temperature. After completion of the reaction the catalyst was separated from the reaction mixture with an external magnet and reaction mixture was treated with ethyl acetate (2 × 20 mL) and 1 N HCl (20 mL). The resultant organic layer was separated and the aqueous layer was again extracted with ethyl acetate (2 × 15 mL). The combined organic layers were washed with water, concentrated, and the crude material was chromatographed on silica gel (Hexane-EtoAc, 1:1) to afford the pure product.

The synthetic route of 19179-31-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Esmaeilpour, Mohsen; Javidi, Jaber; Nowroozi Dodeji, Fatemeh; Mokhtari Abarghoui, Mehdi; Journal of Molecular Catalysis A: Chemical; vol. 393; (2014); p. 18 – 29;,
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Related Products of 1885-38-7,Some common heterocyclic compound, 1885-38-7, name is (E)-Cinnamonitrile, molecular formula is C9H7N, 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: Under a nitrogen atmosphere, a mixture of [RhCl(C2H4)2]2 (1.8 mg,0.0045 mmol) and ligand L1f (3.7 mg, 0.0099 mmol) in toluene(1 mL) was stirred at r.t. for 15 min, at which time arylboronic acid(0.60 mmol) was added, followed by cyanoalkenes (0.30 mmol),aqueous KOH (0.75 M in H2O, 0.20 mL, 0.15 mmol) and toluene(1 mL). The reaction was stirred at 80 C for 12 h, after which thereaction mixture was concentrated in vacuo and purified by silica gelflash column chromatography (petroleum ether/ethyl acetate as eluent)to give the product

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

Reference:
Article; Xue, Feng; Zhu, Yong; Qi, Xiaolei; Journal of Chemical Research; vol. 42; 6; (2018); p. 300 – 304;,
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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. 796600-15-2, name is 2-Chloro-4-fluoro-3-methylbenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H5ClFN

Example 79; (R)-2-chloro-4-(1-(5-(4-cyanophenyl)-1,3,4-oxadiazol-2-yl)-3-hydroxypropylamino)-3-methylbenzonitrile; Intermediate 79a; (R)-2-(3-chloro-4-cyano-2-methylphenylamino)-4-hydroxybutanoic acid; To a suspension of D-Homoserine (2.5 g, 20.99 mmol) and K2CO3 (5.8 g, 41.98 mmol) in DMSO (30 mL) was added 2-chloro-3-methyl-4-fluorobenzonitrile (3.56 g, 20.99 mmol) at room temperature. The reaction mixture was heated to 80 C. and stirred for 17 h. The reaction mixture was allowed to cool to room temperature and quenched with H2O (200 mL) and extracted with EtOAc (3×200 mL). The aqueous layer was then acidified with solid citric acid and extracted with EtOAc (2×100 mL). The organic extracts were combined, washed with H2O (3×100 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to provided the title compound as a beige solid (3.39 g, 60%): 1H NMR (400 MHz, delta in ppm) 7.49 (d, J=9 Hz, 1H), 6.62 (d, J=9 Hz, 1H), 6.06 (br d, J=9 Hz, 1H), 4.49-4.41 (m, 1H), 3.83-3.80 (m, 2H), 2.29 (s, 3H), 2.27-2.20 (m, 1H) and 2.18-2.09 (m, 1H).

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; Miller, Chris P.; US2009/253758; (2009); A1;,
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Reference of 2338-75-2, A common heterocyclic compound, 2338-75-2, name is 4-(Trifluoromethyl)phenylacetonitrile, molecular formula is C9H6F3N, 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: Absolute ethyl alcohol (100 mL), substituted benzylcyanide (5.4 mmol), and 2,3,4-trimethoxybenzaldehyde (5.4 mmol) were added to three-necked reaction flask with a mechanical stirrer. The reaction mixture was stirred for 0.5 h at 70 C. Then, a sodium hydroxide (20 %) solution was added dropwise until a precipitate formed. The reaction was cooled to room temperature and the mixture was poured into ice-water. The residue was filtered and washed with hot water to pH 7. The crude product was dried under vacuum and then recrystallized in ethanol

The synthetic route of 2338-75-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Oezen, Furkan; Tekin, Suat; Koran, Kenan; Sandal, Sueleyman; Goerguelue, Ahmet Orhan; Research on Chemical Intermediates; vol. 42; 12; (2016); p. 7793 – 7805;,
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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. 622-75-3, name is 2,2′-(1,4-Phenylene)diacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H8N2

Add p-hydroxybenzaldehyde (0.01 mol, 1.22 g) and epichlorohydrin (0.10 mol, 9.25 g) to a 250 mL single-necked bottle with magnets, heat up to 68 C, and add tetrabutyl dibutyl ether after the raw materials are dissolved. Ammonium bromide (0.001mol, 0.322g). After 8 hours of reaction, terephthalonitrile (0.0045mol, 0.7000g) and 150mL of ethanol were added. After stirring for 10 minutes, solid sodium hydroxide (0.03mol, 1.20g) was added. , Continue the reaction for 4 to 6 hours and stop the reaction.After the temperature of the reaction system dropped to room temperature, suction filtration was performed to collect the solid product, washed with water, and dried to obtain a crude product. The crude product was recrystallized from a mixed solvent of DMF and ethanol (V: V = 3: 1) to obtain a pure yellow product 1.95. g, yield 93%.

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 622-75-3.

Reference:
Patent; Xiangtan University; Zhang Hailiang; Tan Huiping; Yuan Yongjie; Yang Bohao; (15 pag.)CN110407772; (2019); A;,
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