Tag: M.W=0-100

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. 2469-99-0, name is 3-Oxobutanenitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Oxobutanenitrile

General procedure: In a 250 mL RBF, 3-aminobut-2-enenitrile (2.0 g, 0.24 mole) was added to a stirred solution of cyclohexyl hydrazine hydrochloride (4.0 g, 0.026 mole) and acetic acid (0.1 mL) in ethanol (60 mL). The reaction was refluxed for 6 h. Crude was evaporated and loaded on column to elute out product at 40% ethyl acetate in hexane. (1.74 g, 40%)

According to the analysis of related databases, 2469-99-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sharma, Swagat; Kozek, Krystian A.; Abney, Kristopher K.; Kumar, Sushil; Gautam, Nagsen; Alnouti, Yazen; David Weaver; Hopkins, Corey R.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 791 – 796;,
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630-18-2, name is Pivalonitrile, 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. Product Details of 630-18-2

A solution of 2-bromobenzo[h]quinoline (1.52 g, 5.89 mmol) in THF (36 ml) was cooled to -78 oC and after 10 minutes a solution of 2.5 M of n-butyllithium in n-hexane (2.47 ml, 6.18 mmol) was added slowly. The resulting dark red solution was stirred at this temperature for 1 hour and then a solution of 2,2-dimethylpropanonitrile (0.78 ml, 7.04 mmol) in THF (5 ml) was added drop-wise. The solution was stirred for a further hour at -78 oC and finally allowed to warm slowly to ambient temperature. A solution of 1 M H2SO4 (25 ml, 25 mmol) was then added and the mixture was heated under reflux for 3 hours: After cooling, the organic phase was separated and the aqueous phase was extracted with Et2O (3 x 15 ml). The organic phases were combined, dried over anhydrous Na2SO4 and the solvent evaporated under reduced pressure. The residue was purified by flash chromatography (eluent: petroleum ether /acetate = 9/1) to give 1.24 g (80% yield) of 1-(benzo[h]quinolin-2-yl)-2,2-dimethylpropanone in the form of a yellow solid; melting point: 88-90 oC. Elemental analysis (%) calculated for C18H17NO: C, 82.10; H, 6.51; N, 5.32. Found: C, 82.10; H, 6.51; N, 5.32. 1H NMR (CDCl3): delta 9.20 (d, J= 7.8 Hz, 1H), 8.13 (s, 2H), 7. 84 (d, J= 7. 8 Hz, 1H), 7.80-7.73 (m, 2H), 7. 73-7. 62 (m, 1H), 7.56 (d, J= 9 Hz, 1H), 1.67 (s, 9H). 13C{1H} NMR (CDCl3): delta 206.7, 152.1, 144.5, 136.3, 133.7, 131.8, 129.5, 128.4, 127.9, 127.5, 124.9, 124.5, 121.2, 44.3, 28.0.

The synthetic route of 630-18-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universita’ Degli Studi di Udine; RIGO, Pierluigi; BARATTA, Walter; SIEGA, Katia; CHELUCCI, Giorgio Adolfo; BALLICO, Maurizio; MAGNOLIA, Santo; EP2178843; (2013); B1;,
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Application of 6011-14-9,Some common heterocyclic compound, 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, molecular formula is C2H5ClN2, 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.

A mixture of 2-aminoacetonitrile hydrochloride (5 g, 54.0 mmol), NaHC03(18.16 g, 216 mmol) and dioxane (50 mL) in H20 (100 mL) was stirred at 0C. Then a solution of benzyl carbonochloridate (1 1.06 g, 64.8 mmol, 9.22 mL) in toluene (10 mL) was added at 0C and stirred at 20C for 12 hours. The mixture was poured into water (100 mL), and the aqueous phase was extracted with ethyl acetate (100 mLchi3).The combined organic phases were washed with brine (100 mL), dried with anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give benzyl(cyanomethyl)carbamate (1 .70 g).1H NMR (chloroform-c/400 MHz): 7.40-7.31 (m, 5H), 5.35- 5.13 (m, 3H), 4.16-4.12 (m, 2H).

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

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (270 pag.)WO2018/7249; (2018); 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. 105-34-0, name is Methyl 2-cyanoacetate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H5NO2

A mixture of cyano-acetic acid methyl ester (1 1 g, 11 1 mmol), CS2CO3 (108 g, 333 mmol) and methyl iodide (35 mL, 556 mmol) in anhydrous DMF (300 mL) was stirred at r.t. for 3 days. Brine (100 mL) and ether (250 mL) were added, and the aqueous layer was extracted with additional ether (250 mL). The organic layers were combined, washed with water (4 x 200 mL), and dried over MgSO/t. The solvent was evaporated to give 1 1 g of the title compound as a yellow oil. lH NMR (CDCI3, 200 MHz): 8ppm= 3.83 (s, 3H), 1.63 (s, 6H).

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 105-34-0.

Reference:
Patent; FIBROGEN, INC.; HO, Wen-Bin; ZHAO, Hongda; DENG, Shaojiang; NG, Danny; WRIGHT, Lee R.; WU, Min; ZHOU, Xiaoti; AREND, Michael P.; FLIPPIN, Lee A.; WO2013/134660; (2013); 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. 6011-14-9, name is 2-Aminoacetonitrile hydrochloride, A new synthetic method of this compound is introduced below., SDS of cas: 6011-14-9

In a 250 mL three-necked flask, 10 g of maleic anhydride, 9.5 g of aminoacetonitrile hydrochloride, 50 ml of acetonitrile was added, and triethylamine was added dropwise at a temperature of 0 to 10 C.Thereafter, the reaction solution was cooled to room temperature, and then the acetonitrile was distilled off under reduced pressure.Thereafter, 30 ml of ethyl acetate and 25 ml of water were added to the residue. After the stirring, the liquid separation operation was carried outAnd then the water layer is removed.To the organic layer, 25 ml of a saturated aqueous solution of sodium chloride was added, followed by a liquid separation operation after stirring, and then the aqueous layer was removed. There will be several layers of distillation under reduced pressure.To give 12.8 g of an oil (compound 2) in 81% yield, volume 1 (purity: 99.21%).

The synthetic route of 6011-14-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Jinan; Zheng Gengxiu; Yang Liu; Ma Zhijia; Wang Wei; Fu Kai; (5 pag.)CN104817511; (2017); B;,
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Synthetic Route of 105-34-0, 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 105-34-0 as follows.

The mixture of benzaldehyde (0.5 mmol) and methyl cyanoacetate(0.5 mmol) in toluene 1 mL was incubated in the presence of Candida cylindracea lipase (30 mg) at 50 C for 4 days. The reaction was monitored by TLC analysis. After this time enzyme was filtered out and the solvent was evaporated in vacuo. The resulting residue was purified by column chromatography (silica gel, eluent ethyl acetate/hexanes) to obtain desired product 5a with 40% yield. 4.7. Characterization of obtained products 5a-u.4.7.1. Methyl (E)-2-cyano-3-phenylprop-2-enoate; (5a)White solid; melting point 89 C; 1H NMR (400 MHz, CDCl3) delta 8.20(s, 1H), 7.92 (dd, J=7.1, 1.5 Hz, 2H), 7.53-7.40 (m, 3H), 3.87 (s, 3H).13C NMR (100 MHz, CDCl3) delta 162.9, 155.3, 133.4, 131.4, 131.1, 129.3,115.4, 102.6, 53.4. All the resonances of 1H, 13C NMR spectra andmelting point were consistent with reported values [32]

According to the analysis of related databases, 105-34-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wilk, Monika; Trzepizur, Damian; Koszelewski, Dominik; Brodzka, Anna; Ostaszewski, Ryszard; Bioorganic Chemistry; vol. 93; (2019);,
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Synthetic Route of 20249-16-5,Some common heterocyclic compound, 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, molecular formula is C5H5NO, 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.

[0467] Synthesis of 3-hydroxy-3-((trimethylsilyl)ethynyl)cyclobutanecarbonitrile (108B): At -78C, n-BuLi (1.6M in hexane, 3.8ml) was added dropwise to a stirred solution of trimethylsilylacetylene (0.99ml, 7.0mmol) in THF(4ml) over 3 minutes. The reaction was stirred for 55rnin at -78C. Compound 108A in 1ml THF was added. The reaction was stirred at -78C for 2 hours. The reaction was quenched with saturated aqueous NH4CI solution, extracted with EtOAc. The organic layer was dried with MgSC and concentrated. The resultant crude was purified by column chromatography on silica to afford compound 108B.

The synthetic route of 20249-16-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BRIZGYS, Gediminas; CANALES, Eda; HALCOMB, Randall, L.; HU, Yunfeng, Eric; KATO, Darryl; LINK, John, O.; LIU, Qi; SAITO, Roland, D.; TSE, Winston, C.; ZHANG, Jennifer, R.; (253 pag.)WO2016/33243; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2469-99-0, name is 3-Oxobutanenitrile, 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 2469-99-0, Product Details of 2469-99-0

Example 1 (E)-2-[(dimethylamino)-methylene]-3-oxobutanenitrile A 2000 ml 3-neck Morton flask was equipped with an overhead stirrer, a N2 inlet, and a thermocouple. The flask was charged with water (500 g) and 36% hydrochloric acid (192.00 g, 12.18 mol). The resultant clear solution was stirred and cooled to room temperature, whereupon 3-aminocrotononitrile (100.19 g, 1.17 mol) was added portion-wise over about 15 minutes. The resultant solution was stirred at room temperature for about 1 h. The aqueous reaction mixture was then extracted twice with ethyl acetate (450.2 g portions).The organic extracts were then charged to a clean 2000 ml 3-neck Morton flask equipped with an overhead stirrer, an addition funnel, and a thermocouple. Stirring was initiated and dimethylformamide dimethyl acetal (165:11 g, 1.39 mol) was added dropwise via the addition funnel over about 18 minutes, while maintaining the internal temperature at <34 C. The resultant solution was stirred at room temperature for about 2 h.A solution of sodium bicarbonate (20.14 g, 0.24 mol) in water (200.0 g) was then added and the resultant biphasic mixture was stirred vigorously at room temperature for about 20 minutes. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated by rotary evaporation to yield an oil, which rapidly crystallized to yield the title compound as a low melting solid.1H NMR (300 MHz, CDCl3): delta 7.82 (s, 1H), 3.41(s, 3H), 3.25(s, 3H), 2.35 (s, 3H)MS: (Cl): m/z 139 (M++1), 161 (M++Na)Elemental Analysis for C7H10N2O¡Á0.17 H2O: Calculated: C, 59.53; H, 7.38; N, 19.84, H2O, 2.17. Found: C, 59.12; H, 7.62; N, 19.85, H2O, 2.04. 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; Cesco-Cancian, Sergio; Chen, Hongfeng; Grimm, Jeffrey S.; Mani, Neelakandha S.; Mapes, Christopher M.; Palmer, David C.; Pippel, Daniel J.; Sorgi, Kirk L.; Xiao, Tong; US2010/4450; (2010); A1;,
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Reference of 98730-77-9,Some common heterocyclic compound, 98730-77-9, name is 1-(Hydroxymethyl)cyclopropanecarbonitrile, molecular formula is C5H7NO, 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.

A stirred mixture of 1-(hydroxymethyl)cyclopropanecarbonitrile (24.30mmoi, 2.36g) in dichioromethane (3OmL) was treated with triethylamine (48.deltammol, 6.83mL, 4.92g) and portiortwise with methanesuifonyl chloride (31.deltammol, 2.445mL, 3.62g) keeping the reaction mixture at O0C. The solution was allowed to stir for 1 hour then diluted with saturated sodium hydrogencarbonate and extracted with 10% methanol/dichloromethane (x3). The organic layers were combined and concentrated under reduced pressure to give the intermediate (i-cyanocydopropyl)methyl methanesutfonate (3.77g).1H NMR (CDCI3, 400 MHz): delta 1.18 (2H, m), 1.46 (2H, m), 3,14 (3H, s), 4.18 (2H, s)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(Hydroxymethyl)cyclopropanecarbonitrile, its application will become more common.

Reference:
Patent; N.V. ORGANON; PHARMACOPEIA, LLC; COOKE, Andrew, John; BENNETT, David, Jonathan; EDWARDS, Andrew Stanley; ROUGHTON, Andrew Laird; NEAGU, Irina; CHAN, Jui-Hsiang; HO, Koc-Kan; ANSARI, Nasrin; MORRIS, Michelle Lee; RONG, Yajing; OHLMEYER, Michael; WO2010/25179; (2010); A1;,
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Some common heterocyclic compound, 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, molecular formula is C5H5NO, 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. Quality Control of 3-Oxocyclobutanecarbonitrile

into a 500-mL round-bottom flask, was placed a solution of 3-oxocyclobutane-l-carbonitrile (4 g, 42.06 mmol, 1.00 eq.) tetra(propan-2-yloxy)titanium (14.16 g, 62.90 mmol, 1.50 eq.) and 2- methylpropane-2-sulfinamide (6.12 g, 50.49 mmol, 1.20 eq.) in tetrahydrofuran (200 mL). The resulting solution was stirred for 16 hours at 65C. The reaction was cooled to 25C. Then NaBH4 (3.2 g, 84.60 mmol, 2.00 eq.) was added. The mixture was stirred for 2 hours at 25C. The reaction was then quenched by the addition of 200 mL of water. The solids were filtered out and the resulting solution was extracted with ethyl acetate (2×200 mL) and the organic layers were combined. The resulting mixture was washed with brine (2×300 mL), dried over sodium sulfate and concentrated under vacuum. This resulted in 7.2 g (85%) of N-(3- cyanocyclobutyl)-2-methylpropane-2-sulfinamide as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20249-16-5, its application will become more common.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (178 pag.)WO2016/115090; (2016); A1;,
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