Category: 119-39-1

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

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.

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

Reference£º
Article; Malinowski, Zbigniew; Fornal, Emilia; Sieroci?ska, Beata; Czeczko, Renata; Nowak, Monika; Tetrahedron; vol. 72; 49; (2016); p. 7942 – 7951;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

General procedure: Method A A mixture of 4-bromophthalazin-1(2H)-one (3) (2.22mmol), potassium carbonate (6.66mmol) in dry acetone (20mL) was heated to boiling for 30 min and next methyl iodide (3.33mmol) was added. The reaction mixture was heated and stirred under reflux for 8h. Method B A mixture phthalazin-1(2H)-one (2) (3.42mmol), caesium carbonate (4.11 mmol) in dry acetone (20 mL) was charged to PTFE tubes, sealed in ceramic cases and placed in the rotor. The reaction mixture was heated to 55C, held for 0.5 h at 55C and then cooled to 25C. In the next step the methyl iodide (0.23mL, 3.77mmol) was added and the reaction was continued at 55C for 3.5h. After cooling to room temperature the separated solid was collected by filtration and washed with acetone (5mL). The filtrate was concentrated under reduced pressure and then the crude product was purified by flash chromatography.

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

Reference£º
Article; Malinowski, Zbigniew; Fornal, Emilia; Sieroci?ska, Beata; Czeczko, Renata; Nowak, Monika; Tetrahedron; vol. 72; 49; (2016); p. 7942 – 7951;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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 mixture of the commercially available phthalazin-l(2//)-one (5.0 g, 34.0 mmol) and phosphorus oxychloride (POCh) (25 mL) was heated with stirring at l00C for 2 h. After cooling to room temperature, the excess POCI3 was completely distilled out under reduced pressure. The residue was triturated with toluene (2 x 25 mL) and followed with THF (100 mL), and the solid product was collected by filtration and washed with THF. The product was then dissolved in DCM, washed with saturated aqueous NaHC03 solution, dried over sodium sulfate and evaporated under reduced pressure to give 1- chlorophthalazine. Yield 4.6 g (82%); mp 119-121 C (lit.33 mp 132-134 C). (0220) [0134] NMR (DMSO-^e) d 8.20 (2H, t, J = 7.2 Hz, ArH), 8.33 (2H, t, J = 7.6 Hz, ArH), 9.73 (1H, s, ArH). (0221) [0135] 13C NMR (DMSO-?) d 126.1, 128.4, 128.7, 155.3. HRMS [ESL]: calculated for C8H5ClN2, 165.0220 [M+H]+, found 165.0212.

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

Reference£º
Patent; ACADEMIA SINICA; SU, Tsann-long; LEE, Te-chang; CHEN, Tai-lin; (92 pag.)WO2019/99755; (2019); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

Phthalazin-1(2H)-one (7 mmol) and POCl3 (56 mmol) were charged into a 100-mL, 3-necked flask and heated at 75C for 30 min. After being cooled to room temperature, the mixture was poured into ice water and then added additional 10% NaOH until the pH of the solution is 7.5. The solid was isolated by filtration and washed with 2 ml iced water. The resulting solid was dissolved in EtOH (6 ml), to which 50% hydrazine hydrate (3 ml) was added. After stirring at 60-70C for 2h, the pH value of the mixture was adjusted to 3 with 15% hydrochloric acid. Then the mixture was cooled to 0-5C. The solid was isolated by filtration, washed with iced EtOH (2 ml), and dried, giving the desired product (894 mg, 65% yield).

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

Reference£º
Article; Liu, Bin; Zhang, Chunlei; Zhou, Xigeng; Tetrahedron; vol. 72; 50; (2016); p. 8282 – 8286;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

A. Conventional Preparation of 1-Chlorophthalazine. One mole equivalent (10 g) of 1(2H)-phthalazinone and 7.7 mole equivalents (82.5 g, 50.1 mL) of phosphorus oxychloride were charged into a 100-mL, 3-necked flask fitted with a temperature probe and condenser. The slurry was stirred and heated to 70 C., and then the heat source was removed. The mixture was allowed to cool to room temperature, and then was poured in portions over 500 g of ice. After the initial addition of the reaction mixture, a violent exotherm was observed, and a portion of the solution spilled over the sides of the container. Ice quenching was completed with extreme caution but without further incident. Alternative workups were also examined. As a first alternative, after the reaction mixture reached room temperature, it was concentrated by heating at 45 C. under vacuum. The resulting yellow slurry was added in portions to 3 volumes of cold, deionized water. Once again, control of exothermic reactions that occurred during this quenching step was difficult. As a second alternative, after the reaction mixture reached room temperature, it was concentrated by heating at 45 C. under vacuum. To the resulting oily yellow paste was added 5 volumes of toluene, and the resulting biphasic solution was concentrated by heating at 45 C. under vacuum to remove the phosphorus oxychloridettoluene azeotrope. The process was repeated a second time. The resulting yellow paste solidified into an unworkable solid that was discarded. As a third alternative, after the reaction mixture reached room temperature, it was concentrated by heating at 45 C. under vacuum. To the resulting oily yellow paste was added 2 volumes of toluene, and the resulting biphasic solution was concentrated by heating at 45 C. under vacuum to remove the phosphorus oxychloride/toluene azeotrope. The process was repeated a second time, and then 2 volumes of tetrahydrofuran were added. The resulting slurry was stirred and cooled to 0 C. and then was filtered to isolate a light yellow solid. The filtrate was treated as described in the following paragraph. The aqueous mixture was rendered basic by the addition of 5 N sodium hydroxide solution. A light yellow precipitate formed. The solid was isolated by extraction into dichloromethane and concentration of the resulting extracts to dryness. A moist cake of 1-chlorophthalazine was thus obtained in yields that ranged from 80% to 440% of theoretical. If the moist cake was allowed to dry, or if this material was not used immediately, it darkened and underwent degradation to a mixture of the desired product, 1-chlorophthalazine, and multiple by-products. To prevent this loss and contamination, freshly obtained, moist chloro compound was used immediately.

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

Reference£º
Patent; Nelson, Deanna J.; US2005/137397; (2005); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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.

Example 1 Conventional Method of Preparation of Hydralazine Hydrochloride. A. Conventional Preparation of 1-Chlorophthalazine. One mole equivalent (10 g) of 1(2H)-phthalazinone and 7.7 mole equivalents (82.5 g, 50.1 mL) of phosphorus oxychloride were charged into a 100-mL, 3-necked flask fitted with a temperature probe and condenser. The slurry was stirred and heated to 70 C., and then the heat source was removed. The mixture was allowed to cool to room temperature, and then was poured in portions over 500 g of ice. After the initial addition of the reaction mixture, a violent exotherm was observed, and a portion of the solution spilled over the sides of the container. Ice quenching was completed with extreme caution but without further incident. Alternative workups were also examined. As a first alternative, after the reaction mixture reached room temperature, it was concentrated by heating at 45 C. under vacuum. The resulting yellow slurry was added in portions to 3 volumes of cold, deionized water. Once again, control of exothermic reactions that occurred during this quenching step was difficult. As a second alternative, after the reaction mixture reached room temperature, it was concentrated by heating at 45 C. under vacuum. To the resulting oily yellow paste was added 5 volumes of toluene, and the resulting biphasic solution was concentrated by heating at 45 C. under vacuum to remove the phosphorus oxychloride/toluene azeotrope. The process was repeated a second time. The resulting yellow paste solidified into an unworkable solid that was discarded. As a third alternative, after the reaction mixture reached room temperature, it was concentrated by heating at 45 C. under vacuum. To the resulting oily yellow paste was added 2 volumes of toluene, and the resulting biphasic solution was concentrated by heating at 45 C. under vacuum to remove the phosphorus oxychloride/toluene azeotrope. The process was repeated a second time, and then 2 volumes of tetrahydrofuran were added. The resulting slurry was stirred and cooled to 0 C. and then was filtered to isolate a light yellow solid. The filtrate was treated as described in the following paragraph. The aqueous mixture was rendered basic by the addition of 5 N sodium hydroxide solution. A light yellow precipitate formed. The solid was isolated by extraction into dichloromethane and concentration of the resulting extracts to dryness. A moist cake of 1-chlorophthalazine was thus obtained in yields that ranged from 80% to 440% of theoretical. If the moist cake was allowed to dry, or if this material was not used immediately, it darkened and underwent degradation to a mixture of the desired product, 1-chlorophthalazine, and multiple by-products. To prevent this loss and contamination, freshly obtained, moist chloro compound was used immediately.; Example 2 Novel Method for the Preparation of Hydralazine Hydrochloride. A. Novel Preparation of 1-Chlorophthalazine. One mole equivalent (250 g) of 1 (2H)-phthalazinone and 3.8 mole equivalents (775 g) of phosphorus oxychloride were charged into a 3-L, 3-necked flask fitted with a temperature probe and condenser. The slurry was stirred and heated to 80 C., maintained at that temperature for 30 minutes, and then the heat source was removed. Thin layer chromatographic analysis indicated that conversion to 1-chlorophthalazine was complete. The mixture was allowed to cool to room temperature, and 1.6 L of hexanes was added. The resulting slurry was stirred for several minutes, and the hexane layer was decanted. Addition of hexanes and decantation was repeated two more times. Then 1.6 L of tetrahydrofuran was added; as the solution was stirred, an off-white precipitate formed. The solid was isolated by filtration and washed with 250 mL of cold tetrahydrofuran to afford an 85-100% yield of 1-chlorophthalazine, the desired product, as an off-white powder that could be dried and characterized.;

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

Reference£º
Patent; Nelson, Deanna J.; Barbeau, Donald L.; US2005/137198; (2005); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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.

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

Reference£º
Patent; UNIWERSYTET LODSKI; WO2009/51504; (2009); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

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

EXAMPLE 7B Preparation of Hydralazine Base Using Isopropanol A 500 mL, 3-necked, round-bottom flask fitted with a temperature probe and condenser was charged with 45 mL of hydrazine hydrate and 25 mL of isopropanol; the solution was cooled to 0 to 5 C. About 9 g of 1-chlorophthalazine salt were added in portions at a rate to maintain the solution temperature at 0 to 5 degrees. The solution was stirred at 20 to 25 C. for about 24 hrs. The reaction mixture was then cooled to 0 to 5 C. and stirred for 3 hrs. The resulting solid material was filtered from the solution, washed with 15 mL of cold isopropanol, and dried under vacuum at 35 C. Yield 86%.

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

Reference£º
Patent; Navinta LLC; US2007/129546; (2007); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem