Day: June 18, 2021

New Advances in Chemical Research, April 2021. The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research.3-Bromocinnoline,which mentioned a new discovery about 78593-33-6. 78593-33-6

(a) 3-(4-Hydroxybenzenesulphonyl)cinnoline A mixture of 2.1 g (0.01 mol) of 3-bromocinnoline, 6.6 g (0.02 mol) of sodium 4-tosyloxybenzenesulphinate and 50ml of dimethylsulphoxide was stirred and heated at -20 C. for 24 hours. The mixture was poured into water and extracted with dichloroethane. The dichloroethane solution was washed with water, dried on anhydrous sodium sulphate and filtered. The solvent was then evaporated with a rotatory evaporator to provide 2.5 g of an oily residue. The desired product was then isolated by chromatography on a silica column using dichlorethane/methanol 98/2. In this manner, 0.45 g of 3-(4-hydroxybenzenesulphonyl)cinnoline was obtained. Yield 10.2%

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Reference：
Patent; Sanofi; US4957925; (1990); A;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

New research progress on 875-66-1 in 2021. 875-66-1,In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. In an article, Which mentioned a new discovery about875-66-1 Name is Cinnolin-4-ol.

a. [4-CHLOROCINNOLINE] (9b). A mixture of 4-hydroxycinnoline (2.0 g, 13.7 mmol), phosphorus oxychloride (1.94 mL, 20.5 mmol), and pyridine (0.33 mL, 4.1 mmol) in [CHLOROBENZENE] (50 mL) was refluxed for 1 hour. Then the mixture was cooled and the solvent evaporated under vacuum, water was added, and the mixture was neutralized with solid sodium bicarbonate and extracted with chloroform (3 x 100 mL), washed with water (3 x 100 mL), dried [(MGS04)] and evaporated under vacuum, giving 1.84 g, in 82 % yield; [MP] [76-77 C] (lit mp 78 [C)] [; IH] NMR [(CDC13)] [8] 7.91 (m, 2H), 8.20 (dd, 1H, [J=6.] 2, [J=2.] 1), 8.57 (dd, 1H, J=6. 6, J=1. 8), 9.34 (s, [1H)] ; [13C NMR (CDCL3) No. ] 123.0, 124.9, 130.2, 131.6, 132.3, 133.8, 134.9, 144.4.

But sometimes, even after several years of basic chemistry education, it is not easy to form a clear picture on how they govern reactivity!, 875-66-1

Reference：
Patent; RUTGERS, THE STATE UNIVERSITY; LAVOIE, Edmond, J.; RUCHELMAN, Alexander, L.; LIU, Leroy, F.; WO2004/14906; (2004); A2;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

New Advances in Chemical Research, April 2021.78593-33-6. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. Introduce a common compound, CAS is 78593-33-6, Name is 3-Bromocinnoline, belongs to cinnolinecompound.

Starting material 1-A (11.8 g, 40 mmol), starting material 1-B (16.7 g, 80 mmol), CuI (3.8 g, 20 mmol), potassium carbonate (11.1 g, 80 mmol), and 1-methyl-1H-imidazole (3.3 g, 40 mmol) were added to 250 ml of toluene, and then, the mixture was refluxed while stirring under a nitrogen atmosphere for 7 days. Then, the reaction mixture was cooled to room temperature, 300 ml of water was added to isolate the organic layer, and the water layer was extracted twice with 250 ml of dichloromethane. The extracted organic layer was stirred with MgSO4 to remove water therefrom, and the organic layer was filtered and evaporated under reduced pressure. The resulting solid was subjected to column chromatography using, as an eluent, dichloromethane and normal hexane to obtain 5.6 g of Intermediate 1-C at the yield of 33%. MS (MALDI-TOF) m/z: 424 [M]+

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 3-Bromocinnoline,and how the biochemistry of the body works.78593-33-6

Reference：
Patent; SAMSUNG DISPLAY CO., LTD.; Kim, Myeongsuk; Ye, Jimyoung; Yoo, Byeongwook; Cho, Illhun; Kang, Sunwoo; Kim, Sunjae; Jeong, Jaeho; (112 pag.)US2020/99001; (2020); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Research speed reading in 2021. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introduce a common compound, CAS is 875-66-1, Name is Cinnolin-4-ol, belongs to cinnoline compound. 875-66-1

Cinnolin-4(1H)-one (5.0 g, 34.24 mol) was added to the K2CO3 ( 7.08 g, 51.36 mol) and 3- bromoprop-1-yne (3.11 mL, 41.09 mol) in ACN (20 mL) and the mixture stirred at 80 C for 4-8 h then reaction mixture was cool to rt. The mixture was concentrated, diluted with H2O (30 mL), and extracted with EtOAc (3 × 50 mL). The combined organic layers were dried (MgSO4), filtered and concentrated. Flash chromatography gave 4-(prop-2-yn-1-yloxy)cinnoline (13a). Synthesis of 4-(prop-2-yn-1-yloxy)cinnoline (4a). Yield (2.60 g, 65.5%). m.p. 100-110 C. Colourless solid.1H NMR (400 MHz, CDCl3) delta 8.34 (dd, J = 1.2, 1.2 Hz, 1H, Ar), 7.81-7.77 (m, 2H, Ar), 7.60 (d, J = 8.8 Hz, 1H, Ar), 7.46 (t, J = 8.0 Hz,1H, Ar), 5.14 (d, J = 2.4 Hz, 1H, -OCH2), 2.51 (t, J = 2.4 Hz, 1H, Alky). 13C NMR (100 MHz, CDCl3) delta 171.2, 140.6, 140.1, 134.0, 126.0, 125.2, 124.6, 115.1, 76.0, 75.7, 46.2. ESI-MS: m/z 185.27 [M+H]+. Anal. Calc. (C11H8N2O) C: 71.73; H: 4.38; N: 15.21. Found C: 71.80; H: 4.04; N: 15.28%., 875-66-1

Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about 875-66-1 is helpful to your research. 875-66-1

Reference：
Article; Boda, Sathish Kumar; Bommagani, Mohan Babu; Chitneni, Prasad Rao; Mokenapelli, Sudhakar; Yerrabelli, Jayaprakash Rao; Synthetic Communications; (2020);,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

New research progress on 318276-74-3 in 2021. 318276-74-3,In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. In an article, Which mentioned a new discovery about318276-74-3 Name is Methyl cinnoline-6-carboxylate.

A solution of the compound from example 3d) (345 mg; 1.8 mmol.) in anhydrous tetrahydrofuran (20.0 mL) was cooled to 5 oC for the portionwise addition of solid lithium aluminumhydride (70.0 mg; 1.8 mmol.) and stirred at 5 0C for 1 h. The mixture was quenched by the addition of ethyl acetate (50.0 mL) then water (5.0 mL), filtered through a pad of Celite and evaporated. The residue was dissolved in ethyl acetate (50.0 mL) and treated with manganese dioxide (0.50 g) and stirred at room temperature for 2 h. The mixture was filtered through a pad of Celite and evaporated to afford the title EPO compound (169 mg; 60%) as a brown powder which was used directly in the following step without further purification,

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Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/38331; (2007); A2;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Research speed reading in 2021. Chemistry is a science major with cience and engineering. The main research directions are chemical synthesis, new energy materials, preparation and modification of special coatings. Introduce a common compound, CAS is 78593-33-6, Name is 3-Bromocinnoline, belongs to cinnoline compound. 78593-33-6

(a) 3-(4-Hydroxybenzenesulphonyl)cinnoline A mixture of 2.1 g (0.01 mol) of 3-bromocinnoline, 6.6 g (0.02 mol) of sodium 4-tosyloxybenzenesulphinate and 50ml of dimethylsulphoxide was stirred and heated at -20 C. for 24 hours. The mixture was poured into water and extracted with dichloroethane. The dichloroethane solution was washed with water, dried on anhydrous sodium sulphate and filtered. The solvent was then evaporated with a rotatory evaporator to provide 2.5 g of an oily residue. The desired product was then isolated by chromatography on a silica column using dichlorethane/methanol 98/2. In this manner, 0.45 g of 3-(4-hydroxybenzenesulphonyl)cinnoline was obtained. Yield 10.2%

But sometimes, even after several years of basic chemistry education, it is not easy to form a clear picture on how they govern reactivity!, 78593-33-6

Reference：
Patent; Sanofi; US4957925; (1990); A;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

New research progress on 318276-74-3 in 2021. 318276-74-3,In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. In an article, Which mentioned a new discovery about318276-74-3 Name is Methyl cinnoline-6-carboxylate.

A solution of the compound from example 3d) (345 mg; 1.8 mmol.) in anhydrous tetrahydrofuran (20.0 ml_) was cooled to 5 oC for the portionwise addition of solid lithium aluminumhydride (70.0 mg; 1.8 mmol.) and stirred at 5 0C for 1 h. The mixture was quenched by the addition of ethyl acetate (50.0 ml_) then water (5.0 ml_), filtered through a pad of Celite and evaporated. The residue was dissolved in ethyl acetate (50.0 ml.) and treated with manganese dioxide (0.50 g) and stirred at room temperature for 2 h. The mixture was filtered through a pad of Celite and evaporated to afford the title compound (169 mg; 60%) as a brown powder which was used directly in the following step without further purification

But sometimes, even after several years of basic chemistry education, it is not easy to form a clear picture on how they govern reactivity!, 318276-74-3

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/103759; (2007); A2;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

Research speed reading in 2021. Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. Introduce a common compound, CAS is 875-66-1, Name is Cinnolin-4-ol, belongs to cinnoline compound. 875-66-1

Cinnolin-4(1H)-one (5.0 g, 34.24 mol) was added to the K2CO3 ( 7.08 g, 51.36 mol) and 3- bromoprop-1-yne (3.11 mL, 41.09 mol) in ACN (20 mL) and the mixture stirred at 80 C for 4-8 h then reaction mixture was cool to rt. The mixture was concentrated, diluted with H2O (30 mL), and extracted with EtOAc (3 × 50 mL). The combined organic layers were dried (MgSO4), filtered and concentrated. Flash chromatography gave 4-(prop-2-yn-1-yloxy)cinnoline (13a). Synthesis of 4-(prop-2-yn-1-yloxy)cinnoline (4a). Yield (2.60 g, 65.5%). m.p. 100-110 C. Colourless solid.1H NMR (400 MHz, CDCl3) delta 8.34 (dd, J = 1.2, 1.2 Hz, 1H, Ar), 7.81-7.77 (m, 2H, Ar), 7.60 (d, J = 8.8 Hz, 1H, Ar), 7.46 (t, J = 8.0 Hz,1H, Ar), 5.14 (d, J = 2.4 Hz, 1H, -OCH2), 2.51 (t, J = 2.4 Hz, 1H, Alky). 13C NMR (100 MHz, CDCl3) delta 171.2, 140.6, 140.1, 134.0, 126.0, 125.2, 124.6, 115.1, 76.0, 75.7, 46.2. ESI-MS: m/z 185.27 [M+H]+. Anal. Calc. (C11H8N2O) C: 71.73; H: 4.38; N: 15.21. Found C: 71.80; H: 4.04; N: 15.28%.

Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. I hope my blog about 875-66-1 is helpful to your research. 875-66-1

Reference：
Article; Boda, Sathish Kumar; Bommagani, Mohan Babu; Chitneni, Prasad Rao; Mokenapelli, Sudhakar; Yerrabelli, Jayaprakash Rao; Synthetic Communications; (2020);,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

New Advances in Chemical Research, April 2021.875-66-1. Chemo-enzymatic cascade processes are invaluable due to their ability to rapidly construct high-value products from available feedstock chemicals in a one-pot relay manner. Introduce a common compound, CAS is 875-66-1, Name is Cinnolin-4-ol, belongs to cinnolinecompound.

Example 20: Synthesis of 1- [4- (5-FLUORO-2-METHOXYPHENYL)-2-HYDROXY-4-METHYL-2- TRIFLUOROMETHYLPENTYL]-LH-CINNOLIN-4-ONE To a suspension of 2- [2- (5-fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane (216 mg) and cinnolin-4-ol (V. G. Chapoulaud et AL., Tetrahedron, 2000,56, pp. 5499-5507) (216 mg) in anhydrous ethanol (1.2 ML) was added sodium ethoxide (21 wt. % solution in ethanol, 276 PL). After heating at 85C for 16 hours, the reaction mixture was diluted with ethyl acetate, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by preparative TLC (eluted with 40% ethyl acetate-hexanes) to give the title compound as a pale yellow solid (26 mg), m. p. 122C-123C.

Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.875-66-1, you can also check out more blogs about875-66-1

Reference：
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2004/63163; (2004); A1;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics

New research progress on 318276-74-3 in 2021. 318276-74-3,In classical electrochemical theory, both the electron transfer rate and the adsorption of reactants at the electrode control the electrochemical reaction. In an article, Which mentioned a new discovery about318276-74-3 Name is Methyl cinnoline-6-carboxylate.

A solution of the compound from example 3d) (345 mg; 1.8 mmol.) in anhydrous tetrahydrofuran (20.0 ml_) was cooled to 5 oC for the portionwise addition of solid lithium aluminumhydride (70.0 mg; 1.8 mmol.) and stirred at 5 0C for 1 h. The mixture was quenched by the addition of ethyl acetate (50.0 ml_) then water (5.0 ml_), filtered through a pad of Celite and evaporated. The residue was dissolved in ethyl acetate (50.0 ml.) and treated with manganese dioxide (0.50 g) and stirred at room temperature for 2 h. The mixture was filtered through a pad of Celite and evaporated to afford the title compound (169 mg; 60%) as a brown powder which was used directly in the following step without further purification, 318276-74-3

We’ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of Methyl cinnoline-6-carboxylate,and how the biochemistry of the body works.318276-74-3

Reference：
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/103759; (2007); A2;,
Cinnoline – Wikipedia
Cinnoline – an overview | ScienceDirect Topics