Category: 29509-06-6

Electric Literature of 29509-06-6, 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. 29509-06-6 name is 4-Methyl-3-oxopentanenitrile, 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.

2B. Preparation of 3-isopropyl-1H-pyrazol-5-amine To a mixture of 4-methyl-3-oxopentanenitrile (0.9 g, 0.008 mole) in ethyl alcohol (5 mL) was added hydrazine (0.25 mL, 0.008 mole). The reaction mixture was refluxed for 1 hour and then cooled to room temperature. The reaction mixture was concentrated and the residue was dissolved in MeOH (2 mL). The crude product was loaded on a sulfuric acid bound resin (AG 50W-X2, hydrogen form, 100-200 mesh, BioRad), washed with MeOH (50 mL), then washed with 2N NH3 in methanol (10 mL). The ammonia washes were combined and concentrated to afford the desired product (700 mg, 68%). 1H-NMR (400 MHz, MeOD) delta 5.44 (s, 1H), 2.84-2.90 (m, 1H), 1.24 (d, J=6.4 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Methyl-3-oxopentanenitrile, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/45496; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, 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 29509-06-6, Computed Properties of C6H9NO

Sodium hydride (60%, 11.52 g, 287 mmol) in a round bottomflask was cooled using an ice-water bath and kept under nitrogenatmosphere on a Schlenk line. Anhydrous acetonitrile (15.0 mL,287 mmol) and 9.0 mL of anhydrous DMSO were added to the flaskand the mixture was stirred for 30 min. Methyl isobutyrate(33.0 mL, 29.3 g, 287 mmol) was added to the reaction mixture.After stirring for approximately 2 h, the reaction mixture turnedinto a thick white solid. The excess NaH in the reaction mixturewas quenched by slow addition of deionized water. NH4Cl(30.7 g) was added to fully protonate the product, which immediatelygave a milky white suspension. The product was thenextracted three times (150 mL each) with ethyl acetate. All organiclayers were combined and washed with NaCl brine. The organiclayer was dried over anhydrous MgSO4 and filtered. To this solutionwas added 16.0 ml (13.1 g, 110 mmol) of DMF-DMA and thereaction was stirred for 18 h, after which the solvent was removedunder reduced pressure and the product (2-isobutyryl-3-dimethylaminoacrylonitrile) purified by column chromatographyusing CHCl3 as the mobile phase. The solvent was removed andthe product dissolved in 50 mL of methanol. Hydrazine hydrate(8.0 mL, 78 mmol) was added and the reaction stirred overnight.Solvent was removed under reduced pressure and the productpurified by column chromatography using 50:50 ethyl acetate/hexanes to give 2e as a light yellow powder (5.86 g, 43.4 mmol,15% yield based on acetonitrile).

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; Kadel, Lava R.; Kromer, John R.; Moore, Curtis E.; Eichhorn, David M.; Polyhedron; vol. 125; (2017); p. 206 – 218;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 29509-06-6, A common heterocyclic compound, 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, molecular formula is C6H9NO, 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.

Hydroxylamine hydrochloride (10.3 g, 148 mmol) was slowly added to an ice cold solution of NaOH (25.9 g, 645 mmol) in water (73 mL) and the resulting solution was poured into a solution of crude 3-oxo-4-methylpentanenitrile while stirring. The resulting yellow solution was heated at 50 C for 2.5 hours to produce a less dense yellow oil. The warm reaction mixture was immediately extracted with CHCl3 (3 x 100 mL) without cooling. The combined organic layers were dried (MgSO4), and concentrated in vacuo. The resulting oily yellow solid was filtered through a pad of silica (10% acetone/90% CH2Cl2) to afford the desired isoxazole as a yellow solid (11.3 g, 70%): mp 63-65 C; TLC Rf (5% acetone/95% CH2Cl2) 0.19; 1H-NMR (DMSO-d6) d 1.12 (d, J=7.0 Hz, 6H), 2.72 (sept,J=7.0 Hz, 1H), 4.80 (s, 2H), 6.44 (s, 1H); FAB-MS m/z (rel abundance) 127 ((M+H)+; 67%).

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; Bayer Pharmaceuticals Corp.; EP1047418; (2005); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 29509-06-6,Some common heterocyclic compound, 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, molecular formula is C6H9NO, 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 solution of 4-methyl-3-oxo-pentanenitrile (Method 30; 0.42 g, 3. 78 mmol) and hydrazine monohydrate (0.183 ml, 3.78 mmol) inEtOH (20 ml) was heated to reflux for 1 hour, cooled, and then concentrated under reduced pressure. The resulted oil was dissolved with DCM, washed with brine, dried over anhydrousNa2S04, concentrated, and purification by column chromatography (EtOAc:MeOH = 20: 1) to the title compound as an orange solid (0.26 g,56%). 1H NMR (400 MHz,CDC13) 8 1.21-1. 23 (d, J= 7.0 Hz, 6 H), 2.82-2. 89 (q, 1 H), 5.42 (s, 1 H). MS: Calcd.: 125; Found:[M+H] + 126.

The synthetic route of 29509-06-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/49033; (2005); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Methyl-3-oxopentanenitrile

EXAMPLE 58 Preparation of 1-methyl-3-(1-methylethyl)-5(1H)-pyrazolamine 4-Methyl-3-oxo-pentanenitrile (39.58 g; 0,356 mol) dissolved in glacial acetic acid (400 ml) and methylhydrazine (18.05 g; 0.382 mol) is added thereto, at 15-20 C. The reaction mixture is heated to 70-75 C. under nitrogen stream for about 5 hours. Then the mixture is cooled, and the solvent is evaporated under reduced pressure. The residue is taken up with water (200 ml) and the pH adjusted to about 9. After extraction with methylene chloride, the solvent of the dried organic layer is stripped off. The residue is taken up in ethyl ether and recovered by filtration. M.p. 115-118 C.

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; Gruppo Lepetit S.p.A.; US4954508; (1990); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Electric Literature of 29509-06-6,Some common heterocyclic compound, 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, molecular formula is C6H9NO, 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.

Example B22 To a stirring suspension of 6-aminobenzothiazole (0.500 g, 3.33 mmol) in cone. HCl (5 ml) at 0-5 C. was added a solution of NaNO2 (0.276 g, 3.99 mmol) in H2O (5 ml). The mixture was stirred at 0-5 C. for 75 min until a clear yellow solution was obtained. To this was then added a solution of SnCl2.2H2O (2.76 g, 13.3 mmol) in conc. HCl (5 ml). After completing the addition, the suspension was stirred at RT for 2 h. 4-Methyl-3-oxopentanenitrile (0.444 g, 3.99 mmol) and EtOH (50 ml) were added and the reaction was stirred with heating at 75 C. After 18 h, the completed reaction was cooled to RT and concentrated to an aqueous residue. This was chilled thoroughly in ice and made strongly basic (pH 12-13) by the addition of 6M NaOH. While still cold the mixture was extracted with EtOAc (2*). The combined organics were washed with H2O (2*), brine (1*), dried (MgSO4), filtered and evaporated to afford crude 1-(benzo[d]thiazol-6-yl)-3-isopropyl-1H-pyrazol-5-amine (0.8 g, 93% yield) as an oil which was used as is in the next reaction. 1H NMR (400 MHz, DMSO-d6) delta 9.36 (s, 1H), 8.30 (d, J=2.4 Hz, 1H); 8.10 (d, J=8.8 Hz, 1H), 7.74 (dd, J=2.4 and 8.8 Hz, 1H), 5.36 (s, 1H), 5.33 (brs, 2H), 2.76 (septet, J=6.8 Hz, 1H), 1.17 (d, J=6.8 Hz, 6H); MS (ESI) m/z: 259.0 (M+H+).

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

Adding a certain compound to certain chemical reactions, such as: 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, 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 29509-06-6, COA of Formula: C6H9NO

General procedure: To the hydrazine either as free base or as a hydrochloride or a trifluoroacetic acid mono or di-salt (1 equiv) and the cyanoketone (from 1.0 to 1.5 equiv) in ethanol or toluene at RT is added DIPEA (from 0 to 2.0 equiv). Then the reaction mixture is heated at reflux until the reaction is finished. The reaction mixture is concentrated in vacuo to afford a crude mixture which is used as such or purified by flash chromatography on silica gel to afford the aminopyrazole as its free base.

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.

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. 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H9NO

A mixture of 4-methyl-3-oxopentanenitrile 10i (1.5 eq), benzaldehyde 6a (1.0 eq),CuCl(0.01eq), and MeOH containing concentrated H2SO4 (0.62eq) was stirred at reflux temperature. After stirring at refluxtemperature for 20 h, the precipitated solidwas filtered at 2 Cto yield compound 14.The geometric E isomerwas confirmedby 1H NMRstudies including 1D-NOESY experiments. M.p.53.04 C; IR (KBr) 2206, 1693, 1650, 1587; 1H NMR (400MHz, DMSO-d6) deltaH 1.13 (d, J = 6.8Hz), 3.41-3.59 (m,1H), 7.59-7.70 (m, 3H), 8.08 (d, J = 6.8Hz, 2H), 8.44(s, 1H); 13C NMR (DMSO-d6), deltac 18.4, 35.6, 109.7, 116.7,129.3, 130.8, 131.8, 133.2, 153.4, 198.1; HRMS (ESI) calcdm/z for C13H14NO [M]+ 200.1069, found m/z 200.1075.

According to the analysis of related databases, 29509-06-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pachore, Sharad S; Ambhaikar, Narendra B; Siddaiah, Vidavalur; Khobare, Sandip R; Kumar, Sarvesh; Dahanukar, Vilas H; Kumar, U K Syam; Journal of Chemical Sciences; vol. 130; 6; (2018);,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 29509-06-6, The chemical industry reduces the impact on the environment during synthesis 29509-06-6, name is 4-Methyl-3-oxopentanenitrile, I believe this compound will play a more active role in future production and life.

7-A. 5-Isopropyl-isoxazol-3-ylamine.; To a mixture of 4-methyl-3-oxopentanenitrile (11 g, 99 mmol) and water (200 mL) is added NaOH (4.95 g, 124 mmol). Once the NaOH pellets are completely dissolved, hydroxylamine sulfate (8.93 g, 109 mmol) is added and after 5 min the pH is measured (pH 7-8). The reaction is warmed to 40 0C and stirred for 72 h. At this point HCI (13.0 mL, 158 mmol, 37%) is added in one portion and the reaction warmed to 50 0C for 2.5 h. The reaction is removed from the oil bath and allowed to cool to rt. At this point a solution of NaOH (30% in H2O) is added to give a solution of pH 1 1. EtOAc is then added and the layers separated. The water layer is extracted with EtOAc (3 x) until no more product appears in the LCMS of the water layer. The combined organics are dried (Na2SO4) and evaporated to give 5-isopropyl- isoxazol-3-ylamine. MS (ESI) m/z 127.2 (M+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, 4-Methyl-3-oxopentanenitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; ARTMAN III, Gerald David; ELLIOTT, Jason Matthew; JI, Nan; LIU, Donglei; MA, Fupeng; MAINOLFI, Nello; MEREDITH, Erik; MIRANDA, Karl; POWERS, James J.; RAO, Chang; WO2010/66684; (2010); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts