Tag: M.W=0-100

Electric Literature of 2469-99-0, 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 2469-99-0 as follows.

To a stirring suspension of 5-hydrazinylisoqui- noline (prepared from Example 25 step a, 0.60 g, 3.8 mmol) and 3-oxobutanenitrile (0.31 g, 3.8 mmol) in ethanol (3 mE) was heated at 80 C. for 2 h. After cooling to room temperature, the reaction mixture was in vacuo and the resulting crude residue was purified by flash chromatography (Si02, 0-20% methanol in ethyl acetate) to give the desired product (0.067 g, 2.8 mmol, 73%)

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:
Patent; ChemoCentryx, Inc.; Cappel, Markus; (83 pag.)US2018/9797; (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. 20249-16-5, name is 3-Oxocyclobutanecarbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3-Oxocyclobutanecarbonitrile

a solution of 3-oxocyclobutane-1-carbonitrile (3.9 g, 41.01 mmol, 1.00 eq.) and 2-methylpropane-2-sulfinamide (4.97 g, 41.01 mmol, 1.00 eq.) in tetrahydrofuran (100 mL) was placed in a 250- mL 3-necked round-bottom flask and stirred for 16 hours at 70C. After cooled to room temperature, NaBH4 (780 mg, 20.53 mmol, 0.50 eq.) was added in portions and stirred for 30 mm at room temperature. The reaction was then quenched by the addition of water. The resulting solution was extracted with ethyl acetate and the organic layers combined. Theresulting mixture was washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 7.5 g (9 1%) of N-(cis-3-cyanocyclobutyl)-2- methylpropane-2-sulfinamide as a yellow solid. LC-MS: (M+H) = 201.

According to the analysis of related databases, 20249-16-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BASTOS Cecilia M.; MUNOZ Benito; TAIT Bradley; WO2015/196071; A1; (2015);,
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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. 151-18-8, name is 3-Aminopropanenitrile, A new synthetic method of this compound is introduced below., SDS of cas: 151-18-8

10 (150 mg, 0.37 mmol), l^-dicyclohexylcarbodiimide (76.3 mg, 0.37 mmol) and 1- hydroxybenzotriazole (50 mg, 0.37 mmol) were dissolved in DMF (3 ml) and stirred at 05 0C then 3-aminopropionitrile was added drop wise to the above mixture. After stirring for 10 h at 0 0C then for 14 h at ambient temperature, the reaction mixture was poured into ice- cold H2O and extracted with EtOAc. The combined organic extracts were washed successively with IN HCl, H2O, 8% NaHCO3 solution, H2O and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Purification by silica gel o chromatography (EtOAc, 100%) gave 18a (102.2 mg, 60.2%). 1H NMR (400 MHz, CDCl3) delta 8.41 (t, J- 5.72 Hz, IH), 7.27-7.14 (m, IH), 7.07-7.02 (m, IH), 6.96 (s, IH), 6.29 (s, IH), 5.71 (d, J= 8.17 Hz, IH), 3.99-3.95 (m, IH), 3.60-3.46 (m, 3H), 2.65-2.61 (m, 2H), 2.23 (t, J= 7.76 Hz, 2H), 1.36 (t, J= 7.2 Hz, 2H), 1.25-1.14 (m, 8H), 0.86 (t, J= 7.35 Hz, 3H); 13C NMR (100 MHz, CDCl3) delta 167.57, 162.27, 157.15, 151.61, 148.85, s 132.82, 126.43, 119.17, 117.90, 117.41, 116.24, 113.69, 113.62, 64.51, 35.89, 33.07, 31.50, 29.80, 29.04, 29.00, 28.74, 22.52, 17.99, 13.98.

The synthetic route of 151-18-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2008/54290; (2008); A1;,
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Reference of 2469-99-0, 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 2469-99-0 as follows.

General procedure: A mixture of(tetrahydropyran-4-yl)hydrazine (2.32 g, 20 mmol), 3-oxobutyronitrile (1.66 g, 20 mmol) in ethanol (50 mL) was stirred at 90 C for overnight. The reaction was cooled to room temperature and was concentrated. The residue was purified by flash HPLC(MeCN / H20 = 5/100 to 95/100) to afford the desired product 5-methyl-2-(tetrahydropyran-4-yl)-2H-pyrazol-3-ylamine (2.6 g yield: 72%) as white solid. MS: m/z 182.3 (M+H).

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:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
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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. 2469-99-0, name is 3-Oxobutanenitrile, A new synthetic method of this compound is introduced below., 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%)

The synthetic route of 2469-99-0 has been constantly updated, and we look forward to future research findings.

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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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. 2469-99-0, name is 3-Oxobutanenitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C4H5NO

3-Oxobutyronitrile (5.04, 1.05 eq) and potassium t-butoxide (7 g, 1.05 eq) were added to DMSO (80 mL).Stir at room temperature for 10 minutes, add (E)-3-penten-2-one (5 g, 1 eq), stir at room temperature for half an hour.Further potassium t-butoxide (7 g, 1.05 eq) was added, and after 1 hour, it was stirred with air overnight. The reaction solution was cooled to 0 C.Diluted with 20 ml of water, 4N HCl (15 ml) was added dropwise, stirred for 15 minutes, filtered to give a solid, which was washed with 100 ml of water to give product g (3.8 g).No further purification is required.

The synthetic route of 2469-99-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Hefei Matter Sciences Institute; Liu Qingsong; Liu Jing; Lv Fengchao; Hu Chen; Wang Wenliang; Wang Aoli; Qi Ziping; Liang Xiaofei; Wang Wenchao; Ren Tao; Wang Beilei; Wang Li; (56 pag.)CN108314677; (2018); A;,
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Related Products of 6330-25-2, 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. 6330-25-2 name is 2-Cyano-N-methyl-acetamide, 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.

9.6: 7-Amino-2-chloro-8-ethyl-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic Acid Methylamide; In a 250 ml round-bottomed flask, under a nitrogen atmosphere, 1.3 g (33.0 mmol) of NaH at 60% are suspended in 35 ml of anhydrous DMF. The temperature of the mixture is reduced to 0 C. by means of an ice bath. 1.6 g (16.5 mmol) of 2-cyano-N-methylacetamide are added and the mixture is then stirred for 15 min at 0 C. and 1 h at ambient temperature. The temperature of the mixture is reduced to 0 C. by means of an ice bath, before said mixture is added dropwise to a solution, at 0 C., of 3.2 g (15.8 mmol) of the compound of stage 9.5 dissolved in 35 ml of DMF. The mixture is stirred for 2 hours at ambient temperature and then 660 mg (16.5 mmol) of NaH at 60% are added. The stirring of the mixture is continued for 2 h at ambient temperature and then the mixture is poured into ice-cold water (50 ml) and the DMF is evaporated off under reduced pressure. The precipitate formed is filtered off and washed with water (2×25 ml) and the resulting product is dried in an oven, so as to obtain 2.3 g (8.4 mmol) of compound in the form of a white powder. Yield=53%. 1H NMR DMSO d6 (300 MHz): 1.23 (t, J=7.1 Hz, 3H); 2.80 (d, J=4.7 Hz, 3H); 4.34 (q, J=7.1 Hz, 2H); 8.42 (bs, 1H); 9.11 (s, 1H); 10.71 (d, J=4.7 Hz, 1H); 11.96 (bs, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Cyano-N-methyl-acetamide, and friends who are interested can also refer to it.

Reference:
Patent; SANOFI-AVENTIS; US2011/251194; (2011); A1;,
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Some common heterocyclic compound, 33279-01-5, name is 3-Oxopentanenitrile, 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. Recommanded Product: 33279-01-5

To a stirred solution of 3-oxopentanenitrile (XXXV; 2g; 21 mmol) in ethanol (60 mL) was added hydrazine hydrate (1.3 mL; 41 mmol). The reaction mixture was heated to a reflux for12 hours. The reaction mixture was cooled and concentrated under reduced pressure. The crude mixture was purified by column chromatography using 8% MeOH-DCM to obtain 5-ethyl-1H- pyrazol-3-amine as a brown sticky solid (XXXVI; 1.8 g; 78% yield). ?H NMR (400 MHz,DMSO-d6): oe 11.0 (bs, 1H), 5.17 (s, 1H), 4.5 (bs, 2H), 2.4 (m, 2H), 1.1 (m, 3H). MS (M+1):111.93.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33279-01-5, its application will become more common.

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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Synthetic Route of 630-18-2,Some common heterocyclic compound, 630-18-2, name is Pivalonitrile, molecular formula is C5H9N, 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: To a solution of 4-bromobiphenyl 1a (3.0 mmol, 699.3 mg) in THF (3.0 mL) was added n-BuLi (4.5 mmol, 1.55 M in hexane, 2.87 mL) at 50 C. The obtained mixture was stirred for 30 min at 50 C under an argon atmosphere. Pivalonitrile (6.0 mmol, 498.8 mg) in THF (2.0 mL) was added to the mixture at 50 C and the obtained mixture was stirred for 30 min in the temperature range of 50 C to room temperature. MeOH (2.0 mL) was added to the mixture. Then, I2 (12.0 mmol, 3045.6 mg) and K2CO3 (12.0 mmol, 1658.4 mg) were added to the mixture at room temperature, and the obtained mixture was stirred for 6 h at 70 C. Sat. aq. Na2SO3 solution (20.0 mL) was added to the reaction mixture, and the product was extracted with AcOEt (10.0 mL x 3). The organic layer was dried over Na2SO4. After filtration and removal of the solvent, the residue was purified by silica-gel column chromatography (chloroform: n-hexane 1:1) to give 4-cyanobiphenyl 2a (451.6 mg, 84%).

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

Reference:
Article; Uchida, Ko; Togo, Hideo; Tetrahedron; vol. 75; 39; (2019);,
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Related Products of 2469-99-0, The chemical industry reduces the impact on the environment during synthesis 2469-99-0, name is 3-Oxobutanenitrile, I believe this compound will play a more active role in future production and life.

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%)

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-Oxobutanenitrile, other downstream synthetic routes, hurry up and to see.

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;,
Nitrile – Wikipedia,
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