Some tips on Phthalazin-1(2H)-one

With the complex challenges of chemical substances, we look forward to future research findings about 119-39-1,belong phthalazine compound

As a common heterocyclic compound, it belongs to phthalazine compound, name is Phthalazin-1(2H)-one, and cas is 119-39-1, its synthesis route is as follows.,119-39-1

A mixture of ethyl 3-[1-[4-(2-bromoethoxy)benzyl]-3-phenyl-1H-pyrazol-4-yl]propionate (1050 mg), 1(2H)-phthalazinone (530 mg), potassium carbonate (1000 mg) and N,N-dimethylformamide (15 ml) was stirred at 90C for 5 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The ethyl acetate layer was washed successively with dilute hydrochloric acid and saturated aqueous sodium chloride solution, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography to obtain a colorless oily substance from the fraction eluted with ethyl acetate-hexane (1:1, volume ratio). After a mixture of the resulting colorless oily substance, 1N aqueous sodium hydroxide solution (5 ml), tetrahydrofuran (5 ml) and ethanol (5 ml) was stirred at room temperature for 3 hours, 1N hydrochloric acid (5 ml) was added to the mixture, and then the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated aqueous sodium chloride solution, dried (MgSO4), and concentrated. The resulting colorless crystals were collected by filtration to obtain 3-[1-[4-[2-[1-oxophthalazin-2(1H)-yl]ethoxy]benzyl]-3-phenyl-1H-pyrazol-4-yl]propionic acid (1460 mg, yield : 90%). This was recrystallized from acetone-hexane. Melting point: 155-156C.

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Patent; Takeda Chemical Industries, Ltd.; EP1228067; (2004); B1;,
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With the rapid development of chemical substances, we look forward to future research findings about Phthalazin-1(2H)-one

Phthalazin-1(2H)-one, cas is 119-39-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,119-39-1

A solution of 2H-phthalazin-1-one (1.33 g, 9.1 mmol) in tetrahydrofuran (45.5 mL, 0.2M) cooled to 0 C. was treated with a 60% dispersion of sodium hydride in mineral oil (437 mg, 10.9 mmol). The reaction was stirred at 0 C. for 5 min and then at 25 C. for 30 min. After this time, the reaction was treated with 2-bromo-3-cyclopentyl-propionic acid methyl ester (Intermediate 10, 2.35 g, 10 mmol). The reaction was then warmed to 50 C. where it stirred overnight. At this time, the reaction was cooled to 25 C., poured into water (100 mL), and extracted with methylene chloride (3¡Á100 mL). The organics were dried over sodium sulfate, filtered and concentrated in vacuo. Silica gel column chromatography (ISCO, 80 g, 20-50% ethyl acetate/hexanes) afforded 3-cyclopentyl-2-(1-oxo-1H-phthalazin-2-yl)-propionic acid methyl ester (1.78 g, 61%) as a clear oil; ES+-HRMS m/e calcd for C17H20N2O3 [M+H+] 301.1547 found 301.1546.

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Patent; Berthel, Steven Joseph; Haynes, Nancy-Ellen; Kester, Robert Francis; McDermott, Lee Apostle; Qian, Yimin; Sarabu, Ramakanth; Scott, Nathan Robert; Tilley, Jefferson Wright; US2009/264434; (2009); A1;,
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New learning discoveries about 119-39-1

With the rapid development of chemical substances, we look forward to future research findings about Phthalazin-1(2H)-one

Phthalazin-1(2H)-one, cas is 119-39-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,119-39-1

Example 1. 2-(4-Bromobutyl)-1(2H)-phthalazinone . Small portions (2.5 g, 60 mmol) of a dispersion of 60% NaH in mineral oil were added over a solution of 1(2H)-phthalazinone (7.3 g, 50 mmol) in dimethylformamide (100 mL) cooled to 0C. The reaction mixture was left to reach room temperature and kept stirred for an hour. 1,4-dibromobutane (18 mL, 150 mmol) was then added at a time and the reaction mixture was stirred, at room temperature, for 4 hours. The reaction mixture was poured over cnished ice, extracted with ethyl ether (twice), and the organic extracts were dried over anhydrous Na2SO4and concentrated to dryness. The excess dibromobutane was eliminated by distillation and the obtained residue was purified by flash chromatography (CH2Cl2), yielding an oil (11.6 g, yield: 83%) identified on the basis of its spectroscopic data as the title product

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Patent; FABRICA ESPANOLA DE PRODUCTOS, QUIMICOS Y FARMACEUTICOS, S.A. (FAES); EP875512; (1998); A2;,
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Analyzing the synthesis route of 119-39-1

The synthetic route of 119-39-1 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.119-39-1,Phthalazin-1(2H)-one,as a common compound, the synthetic route is as follows.

To a solution of sodium methoxide (1.52¡Á10-2 mol) in dry MeOH (40 cm3) was added 2H-phthalazin-1-one 2 (0.0137 mol). The mixture was heated under reflux for 30 minutes. Afterwards, N-tosylaziridine (1.64¡Á10-2 mol) was added and heating was continued for next 10 h. Then the mixture was cooled to ambient temperature and neutralized by solution of hydrochloric acid (1:1). The separated product was filtrated, washed with dry MeOH and purified by recrystallization from AcOEt., 119-39-1

The synthetic route of 119-39-1 has been constantly updated, and we look forward to future research findings.

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Article; Malinowski, Zbigniew; Sroczy?ski, Dariusz; Szczes?niak, Aleksandra K.; Synthetic Communications; vol. 45; 15; (2015); p. 1743 – 1750;,
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119-39-1 is used more and more widely, we look forward to future research findings about Phthalazin-1(2H)-one

Phthalazin-1(2H)-one, cas is 119-39-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,119-39-1

To the solution of sodium methoxide (0,0165 mol of Na) in dry methanol (70 ml) was added 2H-phthalazin-l-on (0,0153 mol). The mixture was stirred and refluxed for 30 minutes, then cooled to ambient temperature and bis-tosyl-derivative of 2- methylaminoethanol (0.0230 mol) was added. Afterwards the reaction mixture was heated and refluxed for 10 hours. After cooling to room temperature the product was filtrated and recrystalized. If the product was well soluble in reaction solvent, the solvent was first evaporated and to the residue water (20ml) was added. The aqueous layer was extracted with chloroform (3x20ml). The combined extracts were dried over anhydrous MgSO4 and vacuum concentrated till dryness. The residue was purified by column chromatography (silica gel).4,N-Dimethyl-N-[2-(l-oxo-lH-phthalazin-2-yl)-ethyl]-benzenesulfonamide (compound no 5) 3.51 (t, 2H, CH2, J=6.3), 2.90 (s, 3H, N-Me), 2.34 (s, 3H5 Tos-Me);13C NMR (CDCl3) delta: 159.3 (C=O), 143.0, 137.8, 134.9, 133.7, 133.0, 131.5, 129.5,129.4, 127.0, 126.5, 125.9, 48.4 (N(C=O)-CH2), 48.1 (N(Me-CH2), 35.0 (N-Me), 21.4(Tos-Me)Elemental Analysis:Calculated for C18H19N3O3S M = 357. 43 g/mol:C 60.49, H 5.36, N 11.76, S 8,97;Found: C 60.39; H 5.42, N 11.63, S 9.08.

119-39-1 is used more and more widely, we look forward to future research findings about Phthalazin-1(2H)-one

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Patent; UNIWERSYTET LODSKI; WO2009/51504; (2009); A1;,
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The important role of Phthalazin-1(2H)-one

With the rapid development of chemical substances, we look forward to future research findings about Phthalazin-1(2H)-one

As a common heterocyclic compound, it belongs to phthalazine compound, name is Phthalazin-1(2H)-one, and cas is 119-39-1, its synthesis route is as follows.,119-39-1

To a round bottom flask containing DMF (10 mL) under an atmosphere of argon was added, phthalazone (300 mg, 2.05 mmol). To solution was then cooled to 0C before sodium hydride (60% in dispersion oil, 61 mg, 2.53 mmol) was added portion wise iodomethane (119 m L, 1.92 mmol). The reaction was stirred overnight before the solvent was removed in vacuo and the crude material purified directly via flash column chromatography using -pentane: EtOAc (10:1) affording 2-2-Mcthylphthalazin- 1 (2H)-onc as a white solid (210 mg, 1.31 mmol, 64%). 3H NMR (400 MHz, CDCb) d = 8.42 – 8.38 (m, 1H), 8.12 (s, 1H), 7.81 – 7.70 (m, 2H), 7.69 – 7.65 (m, 1H), 3.83 (s, 3H); 13C NMR (100 MHz, CDCb) d = 159.7, 137.6, 133.0, 131.6, 129.8, 127.8, 126.5, 126.0, 39.5. The data is in accordance with known literature (Outerbridge, V.M., Landge, S.M., Tamaki, H. & Torok, B. Microwave-Promoted Solid-Acid Catalyzed One-Pot Synthesis of Phthalazinones. Synthesis 11, 1801-1806, 2009).

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Patent; OXFORD UNIVERSITY INNOVATION LIMITED; GOUVERNEUR, Veronique; CORNELISSEN, Bart; WILSON, Thomas Charles; (152 pag.)WO2019/186135; (2019); A1;,
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Downstream synthetic route of 119-39-1

119-39-1, As the paragraph descriping shows that 119-39-1 is playing an increasingly important role.

119-39-1, Phthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the solution of sodium methoxide (0,0151 mol of Na in dry methanol 40 ml) was added 2/f-phthalazin-l-on (0,01368 mol). The mixture was stirred and heated at reflux for 30 minutes. Then solvent was evaporated and the obtained sodium salt of phthalazinone was dried in vacuum dessicator. To the dried salt anhydrous dimethylformamide (20 ml) and N-2-bromoethyl)phthalimide (0,01505 mol) were added and the mixture was refluxed for 6 hours. After cooling to ambient temperature water (100 ml) was added to the reaction mixture. The product was filtrated and purified by recrystallization.2-[2-(l-Oxo-leta-phthalazin-2-yl)-ethyl]-isoindole-l,3-dione (compound no. 9) Found: C 67.65; H 4.15, N 13.19.

119-39-1, As the paragraph descriping shows that 119-39-1 is playing an increasingly important role.

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Patent; UNIWERSYTET LODSKI; WO2009/51504; (2009); A1;,
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Application of 2,3-Dihydrobenzo[b][1,4]dioxine-2-carboxylic acid

As the rapid development of chemical substances, we look forward to future research findings about 119-39-1

A common heterocyclic compound, the phthalazine compound, name is Phthalazin-1(2H)-one,cas is 119-39-1, mainly used in chemical industry, its synthesis route is as follows.,119-39-1

General procedure: Method A The Mitsunobu reaction was carried out under argon. Diethyl azodicarboxylate (1.03 mmol, solution in toluene c?40%) was slowly added to a stirred solution of triphenylphosphine (1.03 mmol) in dry THF (10mL) at the temperature between -10C and -5C. Then a solution of phthalazinone 2 (0.684 mmol) in THF (10 mL) was added dropwise. The whole lot was mixed for 15 min at this temperature and next the appropriate alcohol (0.753 mmol) in THF (5 mL) was added at -10 to -5C. The mixture was stirred during 2 h at this conditions, after, which time the reaction mixture was warmed to ambient temperature and stirred in this conditions for 24h. All volatile materials were removed under reduced pressure, ethyl ether (5 mL) was added to the residue, and the whole lot was stirred for 0.5 h at an ambient temperature. The separate white solid was collected by flirtation and washed with ether, and the filtrate was evaporated to dryness. The product was separated and purified by flash chromatography. Method B The Mitsunobu reaction was carried out under argon. To a round bottom flask were added phthalazinone 2 or 3 (1.78 mmol), alcohol (2.67 mmol), triphenylphosphine (2.67 mmol) and THF (40 mL). Then, the solution was cooled to the temperature -20C for 15 min and diethyl azodicarboxylate (2.67mmol, solution in toluene c?40%) was added dropwise to the solution. The reaction was stirred at -20C for 1h, and then the cold bath allowed to slowly warm to an ambient temperature and stirred in this conditions for 24h. All volatile materials were removed under reduced pressure, diethyl ether (15 mL) was added to the residue, and the whole lot was stirred for 0.5 h at an ambient temperature. The separate white solid was collected by flirtation and washed with ether, and the filtrate was evaporated to dryness. The product was separated and purified by flash chromatography.

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Article; Malinowski, Zbigniew; Fornal, Emilia; Sieroci?ska, Beata; Czeczko, Renata; Nowak, Monika; Tetrahedron; vol. 72; 49; (2016); p. 7942 – 7951;,
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Application of 119-39-1

As the rapid development of chemical substances, we look forward to future research findings about 119-39-1

A common heterocyclic compound, the phthalazine compound, name is Phthalazin-1(2H)-one,cas is 119-39-1, mainly used in chemical industry, its synthesis route is as follows.,119-39-1

A solution of 2H-Phthalazin-l-one (1.01 g, 5 mmol) in phosphorus oxychloride (5 mL) was stirred at 130 0C for 1.5 h. The phosphorus oxychloride was removed under reduced pressure. The residue was partitioned between water (10 mL) and methylene chloride (50 mL). The methylene chloride phase was separated, dried over MgSO4, and evaporated to give a yellow solid (1.015 g, 90%).[00139] The above crude product (83 mg, 0.50 mmol), N-methyl-4-methoxy-aniline (69 mg, 0.50 mmol) and cesium carbonate (200 mg, 0.61 mmol) were stirred in anhydrous DMF (1 mL) in a sealed tube at rt for 17 h. The reaction was diluted with water (5 mL) and extracted with EtOAc (2×20 mL). The EtOAc solution was washed with water (5 mL), dried, and evaporated to give a brown residue. The crude product was purified by column chromatography (SiO2, EtO Ac:hexanes/15-50%) to give a light yellow solid (5 mg, 4%): 1H NMR (CDCl3) 9.11 (s, IH), 7.85 (m, IH), 7.66 (m, IH), 7.48-7.47 (m, 2H), 7.40-7.10 (m, 2H)5 6.87-6.81 (m, IH), 3.80 (s, 3H), 3.63 (s, 3H).

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Patent; MYRIAD GENETICS, INC.; CYTOVIA, INC.; WO2006/74223; (2006); A2;,
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With the rapid development of chemical substances, we look forward to future research findings about Phthalazin-1(2H)-one

Phthalazin-1(2H)-one, cas is 119-39-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,119-39-1

STAGE A 1,2-Dihydro-1-oxo-2-(tetrahydropyran-2-ylethoxy)-phthalazine A solution of 41.5 g of potassium hydroxide in 53 ml of water is added to a solution of 61 g of 1,2-dihydro-1-oxophthalazine in 430 ml of dimethyl sulfoxide. After one hour, 130 g of 2-(2-bromoethoxy)tetrahydropyran are added rapidly and the mixture is left stirring at 20 C. for 48 hours. The solution obtained is then diluted with 1200 ml of water, the product is extracted with dichloromethane and the organic phase is dried over anhydrous sodium sulfate and concentrated. Yield: 80% Proton nuclear magnetic resonance spectrum (200 MHz, solvent CDCl3): 1.3-2 ppm, m, 6H; 3.3-4.8 ppm, m+m, 1H+6H; 7.6-7.9 ppm, m, 3H; 8.15 ppm, s, 1H; 8.4 ppm, m, 1H.

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Patent; Adir et Compagnie; US5028607; (1991); A;,
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