Tag: M.W=100-200

Some common heterocyclic compound, 623-03-0, name is 4-Chlorobenzonitrile, molecular formula is C7H4ClN, 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. Recommanded Product: 623-03-0

General procedure: Microwave assisted reactions were carried out in a domestic microwave oven (Samsung-LCE 2733 GXTL) for realistic control of the microwaves operating at 850 W generating 2450MHz frequency through out the required time.A mixture of nitrile (0.01 mol), ethylenediamine (0.04 mol) and carbon disulphide solvent (0.001mol) was taken in a Erlenmeyer flask. The Erlenmeyer flask was placed in a microwave ovenand irradiated under at low power (100 W) for 30-150 seconds. The completion of the reactionwas monitored by TLC using ethyl acetate: methanol (4:1) as eluent. The reaction mixture wascooled at room temperature. Cold water (20 mL) was added to it and then extracted withchloroform (3 x 25 mL). The organic layer was dried over anhydrous Na2SO4 and evaporated.Crystallization of the crude product from cyclohexane gave the pure product in 70-80% yields(Table 1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 623-03-0, its application will become more common.

Reference:
Article; Pathan, Mohsin Y.; Paike, Vijaykumar V.; Pachmase, Pandurang R.; More, Sandeep P.; Ardhapure, Suresh S.; Pawar, Rajendra P.; ARKIVOC; vol. 2006; 15; (2006); p. 205 – 210;,
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Adding a certain compound to certain chemical reactions, such as: 403-54-3, name is 3-Fluorobenzonitrile, 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 403-54-3, Recommanded Product: 3-Fluorobenzonitrile

3-(4-Benzyl-piperazin-1-yl)-benzonitrile (49b). To a mixture of 3-fluoro-benzonitrile 43b (1.0 g, 8.25 mmol) and K2CO3 (2.27 mg, 16.51 mmol) in dimethyl sulfoxide (7 mL) was added 1-benzyl piperazine (2.14 mL, 12.38 mmol) and the reaction continued as described above to afford amine 199 g of 49b in 87% yields. 1H-NMR (500 MHz, CDCl3): delta 2.65 (4Hs, t, J=5.12 Hz), 3.27 (4Hs, t, J=5.12 Hz), 3.61 (2Hs, s), 7.11-7.15 (3Hs, m), 7.31-7.41 (6Hs, m); ESI-MASS: 300.5 (M+23).

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; University of Tennessee Research Foundation; US2005/222408; (2005); 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. 71825-51-9, name is 2-Methyl-2-(4-nitrophenyl)propanenitrile, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Methyl-2-(4-nitrophenyl)propanenitrile

16 g (84.1 mmol) of 2-methyl-2-(4-nitro-phenyl)-propionitrile (Example 1d) and 4.16 g of Raney-Ni are shacked in 160 ml of THF-MeOH (1 :1) under 1.1 bar of H2 for 12 h at rt. After completion of the reaction, the catalyst is filtered-off and the filtrate is evaporated to dryness. The residue is purified by flash chromatography on silica gel (hexane-EtOAc 3:1 to 1 :2) to provide the title compound as an oil. ES-MS: 161 (M + H)+; analytical HPLC: W= 2.13 minutes (Grad 1).

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 71825-51-9.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/122806; (2006); A2;,
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Electric Literature of 25309-65-3,Some common heterocyclic compound, 25309-65-3, name is 4-Ethylbenzonitrile, molecular formula is C9H9N, 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.

Step A. Methyl 4-ethylbenzenecarboximidoate Hydrodrochloride Hydrogen chloride gas was bubbled through a methanol solution of 4-ethylbenzonitrile (5.0 g, 38.11 mmol) at 0 C. for 30 minutes. The reaction was sealed and stood at ambient temperature overnight. The solvent was removed in vacuo and the oily residue triturated with diethyl ether. The resulting solid was removed to yield the title compound which was stored in a dry atmosphere.

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

Reference:
Patent; American Home Products Corporation; US2002/22638; (2002); A1;,
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These common heterocyclic compound, 591769-05-0, name is 3-Cyclopentylacrylonitrile, 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. Computed Properties of C8H11N

(3R)- and (3S)-3-Cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidin-4-yl)-1H-pyrazol-1-yl]propanenitrile[0112] To a solution of 4-(1H-pyrazol-4-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidine(15.0 g, 0.0476 mol) in ACN (300 mL) was added 3-cyclopentylacrylonitrile (15 g, 0.12 mol) (as a mixture of cisand trans isomers), followed by DBU (15 mL, 0.10 mol).The resulting mixture was stirred at room temperatureovernight. The ACN was evaporated. The mixture wasdiluted with ethyl acetate, and the solution was washedwith 1.0 N HCl. The aqueous layer was back-extractedwith three portions of ethyl acetate. The combined organic extracts were washed with brine, dried over sodiumsulfate, filtered and concentrated. The crude product waspurified by silica gel chromatography (gradient of ethylacetate/hexanes) to yield a viscous clear syrup, whichwas dissolved in ethanol and evaporated several timesto remove ethyl acetate, to afford 19.4 g of racemic adduct (93percent). The enantiomers were separated by preparative-HPLC, (OD-H, 15percent ethanol/hexanes) and usedseparately in the next step to generate their corresponding final product. The final products (see Step 3) stemming from each of the separated enantiomers were foundto be active JAK inhibitors; however, the final productstemming from the second peak to elute from the preparative-HPLC was more active than its enantiomer.1H NMR (300 MHz, CDCl3): delta8.85 (s, 1H), 8.32 (s, 2H),7.39 (d, 1H), 6.80 (d, 1H), 5.68 (s, 2H), 4.26 (dt, 1H), 3.54(t, 2H), 3.14 (dd, 1H), 2.95 (dd, 1H), 2.67-2.50 (m, 1H),2.03-1.88 (m, 1H), 1.80-1.15 (m, 7H), 0.92 (t, 2H), -0.06(s, 9H); MS(ES):437 (M+1).

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

Reference:
Patent; Incyte Holdings Corporation; FRIEDMAN, Paul A.; FRIDMAN, Jordan S.; LUCHI, Monica E.; WILLIAMS, William V.; (27 pag.)EP2349260; (2016); B1;,
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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. 288309-07-9, name is 5-Acetyl-2-fluorobenzonitrile, A new synthetic method of this compound is introduced below., Safety of 5-Acetyl-2-fluorobenzonitrile

To a stirred solution of the ketone (4-d, 106 mg, 0.65 mmol) in CH2Cl2 (5 mL) was added at 0 C dropwise [bis(2-methoxyethyl)amino]sulfur trifluoride (717 mg, 3.25 mmol). The reaction mixture was stirred at room temperature for 1 h, portioned between ethyl acetate and saturated aqueous NaHCO3. The organic layer was washed with brine, separated, dried (MgSO4) and concentrated in vacuo. The crude product was diluted in MeOH (10 mL) and stirred under H2 atmosphere in the presence of Pd/C (50 mg). After 3 h, the reaction mixture was filtered and the filtrate solution was concentrated in vacuo. The crude amine was diluted with CH2Cl2 (5 mL) and reacted with 2-phenylbutanoyl chloride (119 mg) in the presence of DIEA (0.45 mL, 2.6 mmol). After 3 h, the reaction mixture was concentrated in vacuo and chromatographed (SiO2, 20% ethyl acetate in hexanes) to give the desired product (1-29); HRMS (M+1)=336.1573; 1H NMR (500 MHz, CDCl3) 7.27 (m, 7H), 7.04 (t, 1H, J=8.5 Hz), 5.78 (s, 1H), 4.47 (d, 1H, J=6.0 Hz), 3.28 (t, 1H, J=7.5 Hz), 2.21 (m, 1H), 1.82 (t, 1H, J=18.0 Hz), 0.89 (t, 1H, J=7.5 Hz)

The synthetic route of 288309-07-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hanney, Barbara; Kim, Yuntae; Krout, Michael R.; Meissner, Robert S.; Mitchell, Helen J.; Musselman, Jeffrey; Perkins, James J.; Wang, Jiabing; US2005/277681; (2005); 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. 4640-66-8, name is 4-Chlorophenacylcyanide, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Chlorophenacylcyanide

To a stirred solution of 3-(4-chlorophenyl)-3-oxopropanenitrile (XL; 1.5 g; 8.3 mmol) in ethanol (75 mL) was added hydrazine hydrate (0.8g; 16.7 mmol). The reaction mixture was heated to a reflux for 12 hours. The reaction mixture was cooled and concentrated underreduced pressure and then diluted with water. The aqueous layer was extracted using ethyl acetate (3 x 2OmL) and triturated with hexane to afford 3-(4-chlorophenyl)-1H-pyrazol-5- amine as a yellow solid (XLI; 1 g, 60% yield). ?H NMR (400 MHz, CDC13): oe 11.81 (bs, 1H),7.67-7.65 (d, J = 8.4 Hz, 2H), 7.42-7.40 (d, J = 8.4 Hz, 2H), 5.74 (s, 1H), 4.85 (bs, 2H). MS (M-1): 192.27.

The synthetic route of 4640-66-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NORGINE B.V.; BAKTHAVATCHALAM, Rajagopal; BASU, Manas Kumar; BEHERA, Ajit Kumar; VENKATESHAPPA, Chandregowda; HEWSON, Christopher Alexander; KADNUR, Sanjay Venkatachalapathi; KALINDJIAN, Sarkis Barret; KULKARNI, Bheemashankar; SAXENA, Rohit; SURESH, Juluri; VISWANATHAN, Vellarkad; ZAINUDDIN, Mohd; DHARSHINIS, Akila Parvathy; KRISTAM, Rajenda; WO2015/97122; (2015); A1;,
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Adding a certain compound to certain chemical reactions, such as: 21803-75-8, name is 4-Amino-3-chlorobenzonitrile, 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 21803-75-8, category: nitriles-buliding-blocks

To a stirred solution of 4-annno-3-ehtorobenzonitrile (HX; 1.0 g, 6.55 mmo ) in DMF (20 mL) under argon atmosphere was added potassium O-ethylcarbonodithioate (2.62 g, 16.38 mmol)) atRT. The reaction mixture was stirred at 1 10 C for 16 h. The reaction mixture was diluted water (30 mL) and acidified using 2iV HCi to pH=2, to obtain the solid. The solid was filtered, washed with Hexane (2 x 20 mL) and dried under reduced pressure to obtain compound HY (700 mg, 3.64 nnnoL 56%) as yellow solid. *H NMR (500 MHz, DMSO-<): delta 14.3 (br s, 1H), S.24 (s, 1 H), 7.83 (dd, J= 8.1, 1.2 Hz, 1 H), 7.41 (d, J = 8. Hz. 1H). 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, 4-Amino-3-chlorobenzonitrile, other downstream synthetic routes, hurry up and to see. Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; YATES, Christopher, M.; SHAVER, Sammy, R.; HOEKSTRA, William, J.; (455 pag.)WO2017/117393; (2017); 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. 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H3FN2O2

To a solution of 3-fluoro-4-nitrobenzonitrile (6.3 g; 37.93 mmol) and 2-bromophenol (4.4 mL; 37.94 mmol) in DMF (50 mL) was added potassium carbonate (6.29 g; 45.51 mmol). The mixture was stirred for 5 h at rt. Water (100 mL) was added, and a precipitate formed. The solid was separated via filtration, washed with water, and dried to yield 11.20 g (92.5%) of 3-(2-bromo-phenoxy)-4-nitrobenzonitrile, 1a.

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; Coats, Steven J.; Dax, Scott L.; DeCorte, Bart; Liu, Li; McDonnell, Mark; McNally, James J.; US2006/148823; (2006); A1;,
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These common heterocyclic compound, 2032-34-0, name is 3,3-Diethoxypropanenitrile, 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. Recommanded Product: 2032-34-0

To a solution of ethyl 1 -amino- 1 H-pyrrole-2-carboxylate lib (3.0 g, 19.46 mmol) in EtOH (100 mL) was added 3,3-diethoxypropanenitrile (25 mL, 95%, 158.23 mmol), IN HC1 (aq. 5 mL) and heated at reflux for 18 h. The reaction mixture was cooled to RT, treated with DBU (32.5 mL, 213.18 mmol), and heated at reflux for 1 h. The reaction mixture was concentrated in vacuo and the residue obtained was diluted with ethyl acetate (300 mL), extracted with water (200 mL, 150 mL). The aqueous layers were combined acidified with 4 N HC1 to pH = 1 and extracted with chloroform/methanol (3:1, 4 x 200 mL). The combined chloroform layers were dried over MgS04 filtered and concentrated in vacuum. The residue obtained was purified by flash column chromatography [silica gel 120 g, eluting with hexanes/ethyl acetate/MeOH, 1 : 1 :0 to 2:2: 1 (Rf = 0.35 with hexanes/ethyl acetate/MeOH = 2:2:1)] to furnish 4-hydroxy-[l,2-b]pyridazine-3-carbonitrile 11c (1.44 g, 47%) as a brown solid; NMR (300 MHz, DMSO- 6): delta 8.16 (s, 1H), 7.90 (dd, J= 1.6, 2.6 Hz, 1H), 7.08 (dd, J = 1.6, 4.5 Hz, 1H), 6.80 (dd, J= 2.6, 4.5 Hz, 1H); MS (ES”): 157.8 (M – H).

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

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; BABU, Yarlagadda, S.; KOTIAN, Pravin, L.; WU, Minwan; WO2011/150356; (2011); A1;,
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