Category: 70591-86-5

Related Products of 70591-86-5, 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. 70591-86-5 name is 3-Bromobenzoylacetonitrile, 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.

A mixture of 3-(3-bromophenyl)-3-oxopropanenitrile (35 g, 156 mmol) and hydrazine hydrate (11.34 mL, 234 mmol) in ethanol (600 mL) was refluxed for 16 h. Mixture was then cooled and concentrated in vacuuo. Crude product was diluted with dichloromethane and stirred for 5 min. Solids were filtered and dried to afford 3-(3-bromophenyl)-1H-pyrazol-5-amine (30 g, 126 mmol, 81 % yield) as off-white solid. 1H NMR (400 MHz, DMSO-d6) delta 12.02 (br. s., 0.4H), 11.66 (br. s., 0.6H), 7.86 (t, J=1.6 Hz, 1H), 7.67 (d, J=7.5 Hz, 1H), 7.45 (d, J=6.8 Hz, 1H), 7.37 – 7.18 (m, 1H), 5.78 (br. s., 1H), 5.08 (br. s., 1.2H), 4.68 (br. s., 0.8H). LCMS (M+H) = 240.1.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NAIDU, B. Narasimhulu; WANG, Tao; PEESE, Kevin; YIN, Zhiwei; ZHANG, Zhongxing; KADOW, John F.; PATEL, Manoj; WO2015/126743; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Reference of 70591-86-5, These common heterocyclic compound, 70591-86-5, name is 3-Bromobenzoylacetonitrile, 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.

Example IV-34 3-(3-bromophenyl)-5-isoxazolamine To a solution of 3-(3-bromophenyl)-3-oxopropanenitrile (1.12 g; 5.00 mmol; Note 1) in EtOH (20 mL) was added a solution of hydroxylamine hydrochloride (1.74 g; 25 mmol) and NaOAc (2.46 g; 30 mmol) in water (20 mL). The mixture was heated under reflux for 1 h, cooled and concentrated in vacuo. The residue was slurried in 1N NaOH and extracted with Et2O (*1). The organic layer was washed (water, brine), dried over Na2SO4 and concentrated in vacuo affording the title compound as a pale yellow solid which was used without further purification. LC/MS (method B) 2.21 min, m/z 239, 241 (Br isotopes).

The synthetic route of 70591-86-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Smithkline Beecham Corporation; US2011/124559; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 70591-86-5, name is 3-Bromobenzoylacetonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C9H6BrNO

To a solution of 3-(3-bromophenyl)-3-oxopropanenitrile (1.12 g; 5.00 mmol; Note 1) in EtOH (20 mL) was added a solution of hydroxylamine hydrochloride (1.74 g; 25 mmol) and NaOAc (2.46 g; 30 mmol) in water (20 mL). The mixture was heated under reflux for 1 h, cooled and concentrated in vacuo. The residue was slurried in 1N NaOH and extracted with Et2O (×1). The organic layer was washed (water, brine), dried over Na2SO4and concentrated in vacuo affording the title compound as a pale yellow solid which was used without further purification.

The synthetic route of 70591-86-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORP; COWAN, D. J; LARKIN, A. L.; ZHANG, CUNYU; MUSSO, D. L.; GREEN, G. M.; CADILLA, R.; SPEARING, P.K.; BISHOP, M. J.; SPEAKE, J. D.; (219 pag.)CN102516115; (2016); B;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 70591-86-5,Some common heterocyclic compound, 70591-86-5, name is 3-Bromobenzoylacetonitrile, molecular formula is C9H6BrNO, 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.

3- (3-bromophenyl)-JH-pyrazol-5-amine: A mixture of 3 -(3 -bromophenyl)-3 – oxopropanenitrile (35 g, 156 mmol) and hydrazine hydrate (11.34 mL, 234 mmol) inethanol (600 mL) was refluxed for 16 h. Mixture was then cooled and concentratedin vacuuo. Crude product was diluted with dichloromethane and stirred for 5 mm.Solids were filtered and dried to afford 3-(3-bromophenyl)-1H-pyrazol-5-amine (30g, 126 mmol, 81 % yield) as off-white solid. ?H NMR (400 MHz, DMSO-d6) oe 12.02(br. s., 0.4H), 11.66 (br. s., 0.6H), 7.86 (t, J1 .6 Hz, 1H), 7.67 (d, J=7.5 Hz, 1H), 7.45(d,J=6.8 Hz, 1H), 7.37-7.18 (m, 1H), 5.78 (br. s., 1H), 5.08 (br. s., 1.2H), 4.68 (br.s., 0.8H). LCMS (M+H) = 240.1.

The synthetic route of 70591-86-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NAIDU, B. Narasimhulu; PATEL, Manoj; D’ANDREA, Stanley; ZHENG, Zhizhen Barbara; CONNOLLY, Timothy P.; LANGLEY, David R.; PEESE, Kevin; WANG, Zhongyu; WALKER, Michael A.; KADOW, John F.; WO2015/126376; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

70591-86-5, name is 3-Bromobenzoylacetonitrile, 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. Safety of 3-Bromobenzoylacetonitrile

Example IV-34 3-(3-bromophenyl)-5-isoxazolamine To a solution of 3-(3-bromophenyl)-3-oxopropanenitrile (1.12 g; 5.00 mmol; Note 1) in EtOH (20 mL) was added a solution of hydroxylamine hydrochloride (1.74 g; 25 mmol) and NaOAc (2.46 g; 30 mmol) in water (20 mL). The mixture was heated under reflux for 1 h, cooled and concentrated in vacuo. The residue was slurried in 1N NaOH and extracted with Et2O (*1). The organic layer was washed (water, brine), dried over Na2SO4 and concentrated in vacuo affording the title compound as a pale yellow solid which was used without further purification. LC/MS (method B) 2.21 min, m/z 239, 241 (Br isotopes).

The synthetic route of 70591-86-5 has been constantly updated, and we look forward to future research findings.

Electric Literature of 70591-86-5, These common heterocyclic compound, 70591-86-5, name is 3-Bromobenzoylacetonitrile, 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.

A mixture of 3-(3-bromophenyl)-3-oxopropanenitrile (35 g, 156 mmol) and hydrazine hydrate (11.34 mL, 234 mmol) inethanol (600 mL) was refluxed for 16 h. Mixture was then cooled and concentratedin vacuuo. Crude product was diluted with dichloromethane and stirred for 5 mm.Solids were filtered and dried to afford 3-(3-bromophenyl)-1H-pyrazol-5-amine (30g, 126 mmol, 81 % yield) as off-white solid. 1H NMR (400 MHz, DMSO-d6) delta 12.02(br. s., 0.4H), 11.66 (br. s., 0.6H), 7.86 (t, J=1.6 Hz, 1H), 7.67 (d, J=7.5 Hz, 1H), 7.45(d, J=6.8 Hz, 1H), 7.37 – 7.18 (m, 1H), 5.78 (br. s., 1H), 5.08 (br. s., 1.2H), 4.68 (br.s., 0.8H). LCMS (M+H) = 240.1.

The synthetic route of 70591-86-5 has been constantly updated, and we look forward to future research findings.

Reference of 70591-86-5, 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. 70591-86-5 name is 3-Bromobenzoylacetonitrile, 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.

A mixture of 3-(3-bromophenyl)-3-oxopropanenitrile (35 g, 156 mmol) and hydrazine hydrate (11.34 mL, 234 mmol) in ethanol (600 mL) was refluxed for 16 h. Mixture was then cooled and concentrated in vacuuo. Crude product was diluted with dichloromethane and stirred for 5 min. Solids were filtered and dried to afford 3-(3-bromophenyl)-1H-pyrazol-5-amine (30 g, 126 mmol, 81 % yield) as off-white solid. 1H NMR (400 MHz, DMSO-d6) delta 12.02 (br. s., 0.4H), 11.66 (br. s., 0.6H), 7.86 (t, J=1.6 Hz, 1H), 7.67 (d, J=7.5 Hz, 1H), 7.45 (d, J=6.8 Hz, 1H), 7.37 – 7.18 (m, 1H), 5.78 (br. s., 1H), 5.08 (br. s., 1.2H), 4.68 (br. s., 0.8H). LCMS (M+H) = 240.1.

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

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. 70591-86-5, name is 3-Bromobenzoylacetonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H6BrNO

General procedure: To a solution of catalyst 4 (0.01mmol), 3,5-(NO2)2C6H3CO2H (0.02mmol), and alpha,beta-unsaturated aldehyde 2 (0.10mmol) in toluene (1.0mL) was added alpha-cyanoketones 1 (0.15mmol) at 0C. The resulting solution was then stirred for 48h. After complete consumption of the aldehyde (as monitored by TLC), the reaction mixture was evaporated and then loaded onto silica gel (ethyl acetate/petroleumether=1:10 to 1:7) and the products 3a-n were obtained by column chromatography. The title compound was obtained according to the general procedure (85% yield) as a mixture of two diastereoisomers (major and minor). Yellow solid; [alpha]D30=+31.3 (c 1.60, CHCl3); mp=170-172C; 1H NMR (400MHz, CDCl3): delta 7.89 (s, 1H; minor), 7.87 (s, 1H; major), 7.79 (d, J=8Hz, 1H; both diastereoisomers), 7.59 (d, J=8Hz, 1H; both diastereoisomers), 7.41-7.37 (m, 2H; both diastereoisomers), 7.33-7.28 (m, 4H; both diastereoisomers), 5.66-5.63 (m, 1H; major), 5.60-5.56 (m, 1H; minor), 3.95 (dd, J=9.6, 6.4Hz, 1H; major), 3.90 (dd, J=10.0, 6.4Hz, 1H; minor), 3.57 (d, J=4Hz, 1H; major), 3.54 (d, J=7.2Hz, 1H; minor), 2.52-2.46 (m, 1H; minor), 2.30-2.24 (m, 1H; major), 2.09-2.03 (m, 1H, both diastereoisomers); 13C NMR (100MHz, DMSO-d6): delta 162.0, 142.2, 141.9, 136.2, 133.8, 131.1, 131.0, 129.2, 128.4, 128.1, 127.7, 127.6, 121.9, 119.6, 97.4, 93.3, 88.5, 36.6, 35.9ppm; (additional peaks are observed due to diastereoisomers). IR (KBr): nu 3386.4, 2207.0, 1607.8, 1591.1, 1559.7, 1473.7, 1148.5, 1100.6, 1073.6, 950.9, 861.8, 829.0, 791.0, 765.5cm-1; d.r.: trans/cis=3.79/1; ESI-MS (m/z): 354.1 (M-H)-; HRMS(ESI): calcd for ([C18H14NO2BrNa+]): 378.0100. Found: 378.0100; enantiomeric excess: 92%, determined by HPLC (Chiralcel OD-H column, hexane/ i-PrOH 80:20, flow rate 0.7mL/min; lambda=254nm, tmajor=18.5min, tminor=11.2min).

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.

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. 70591-86-5, name is 3-Bromobenzoylacetonitrile, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H6BrNO

Intermediate 2 (0092) 3-(3-bromophenyl)-lH-pyrazol-5-amine A mixture of 3-(3-bromophenyl)-3- oxopropanenitrile (35 g, 156 mmol) and hydrazine hydrate (11.34 mL, 234 mmol) in ethanol (600 mL) was refluxed for 16 h. Mixture was then cooled and concentrated in vacuuo. Crude product was diluted with dichloromethane and stirred for 5 min. Solids were filtered and dried to afford 3-(3-bromophenyl)-lH-pyrazol-5-amine (30 g, 126 mmol, 81 % yield) as off-white solid. 1H NMR (400 MHz, DMSO-d6) delta 12.02 (br. s., 0.4H), 11.66 (br. s., 0.6H), 7.86 (t, J=1.6 Hz, 1H), 7.67 (d, J=7.5 Hz, 1H), 7.45 (d, J=6.8 Hz, 1H), 7.37 – 7.18 (m, 1H), 5.78 (br. s., 1H), 5.08 (br. s., 1.2H), 4.68 (br. s., 0.8H). LCMS (M+H) = 240.1.

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 70591-86-5.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PEESE, Kevin; WANG, Zhongyu; LANGLEY, David, R.; KADOW, John, F.; NAIDU, Narasimhulu, B.; WO2015/123182; (2015); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts