Category: 119-39-1

119-39-1, 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. Phthalazin-1(2H)-one, cas is 119-39-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

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 chemical industry reduces the impact on the environment during synthesis,119-39-1,Phthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

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

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

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. 2-(Butan-2-yl)phthalazin-1(2H)-one (10a) Straw oil; Yield: 41.5 mg, 30% (Method A), 259 mg, 72% (Method B); Rf (AcOEt/Hex 1:3)=0.5; FTIR (thin film): nu=3044, 2968, 2933, 1644 (C=O), 1591 cm-1; 1H NMR (600 MHz, CDCl3): delta=8.43 (d, J=7.8 Hz, 1H, 8 Ar-H), 8.20 (s, 1H, 4-pyrid), 7.80-7.71 (m, 2H, Ar-H), 7.67 (d, J=8.2 Hz, 1H, 5 Ar-H), 5.38-5.06 (m, 1H, N-CH), 1.95-1.86 (m, 1H, CH2), 1.77-1.68 (m, 1H, CH2), 1.37 (d, J=6.8 Hz, 3H, Me), 0.84 (t, J=7.4 Hz, 3H, Me); 13C NMR (150 MHz, CDCl3): delta=159.6 (C=O), 137.7, 133.0, 131.5, 129.4, 128.0, 127.1, 125.9, 54.1 (N-CH), 28.4, 19.4, 10.9 ppm; HRMS (ESI) m/z: calcd for C12H15N2O [M+H]+ 203.1179, found 203.1179.

119-39-1, 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.,119-39-1 ,Phthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

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

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

General procedure: The precursor lactam (1 mmol) was dissolved in DMF-TEA 1:1(2 mL), then K2CO3 (0.410 g, 3 mmol), CuI (190 mg, 1 mmol),PdCl2(PPh3)2 (17.5 mg, 0.025 mmol) and aryl halide (1.1 mmol)were added to the solution. The reaction mixture was stirred underargon, at 110C for overnight. The reaction mixture was ltered andbrine (30 mL) was added to the solution. The precipitated solid wasltered off then washed with brine and water. The crude productwas puried by column chromatography (on silica, using DCM orDCM-MeOH 100-5:1 mixtures as eluent) and subsequent crystal-lization from MeOH, EtOH,iPrOH,tBuOH, MeOH-water or EtOH-water.

119-39-1, 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.,119-39-1 ,Phthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Jernei, Tamas; B?sze, Szilvia; Szabo, Rita; Hudecz, Ferenc; Majrik, Katalin; Csampai, Antal; Tetrahedron; vol. 73; 43; (2017); p. 6181 – 6192;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

119-39-1, 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. Phthalazin-1(2H)-one, cas is 119-39-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

General procedure: The Mitsunobu reaction was carried out under argon. To a stirred solution of TPP (0,0102 mol) in dry THF (10 ml) was slowly added DEAD (0,0102 mol, solution in toluene c ? 40%) at -10C. Then a solution of phthalazinone 1 (0.0068 mol) in THF (44 ml) was added dropwise. The whole lot was mixed for 15 min at -10C and next was added the appropriate derivative of N-methylethanolamine 7 or 8 (0.00748 mol) in THF (5 ml) at -10C. The mixture was stirred during 2 hrs at -10C, after which time, the reaction mixture was warmed to ambient temperature and stirred in this conditions for 20 hrs. All volatile materials were removed under reduced pressure, ethyl ether (20ml) was added to the residue and the whole lot was stirred for 0.5 hrs at ambient temperature. The separate white solid was collected by flirtation, washed with ether and filtrate was evaporated to dryness. The residue was subjected to column chromatography to give the pure product 11.

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 Phthalazin-1(2H)-one, 119-39-1

Reference£º
Article; Malinowski, Zbigniew; Szczes?niak, Aleksandra K.; Pakulska, Wanda; Sroczy?ski, Dariusz; Czarnecka, Elzbieta; Epsztajn, Jan; Synthetic Communications; vol. 44; 24; (2014); p. 3572 – 3581;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

119-39-1, 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. Phthalazin-1(2H)-one, cas is 119-39-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 4-(2-bromoethoxy)benzaldehyde (4.97g), 1(2H)-phthalazinone (3.27 g), potassium carbonate (6.20 g) and N,N-dimethylformamide (50 ml) was stirred at 80C for 5 hours. After cooling, the reaction mixture was poured into water, which was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride solution, dried (MgSO4) and concentrated to obtain 4-[2-[1-oxo-2(1H)-phthalazinyl]ethoxy]benzaldehyde (5.36 g, yield 84%) as colorless crystals. This was recrystallized from ethyl acetate-hexane. Melting point: 126-127C

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 Phthalazin-1(2H)-one, 119-39-1

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1228067; (2004); B1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

119-39-1, 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. Phthalazin-1(2H)-one, cas is 119-39-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

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).

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 Phthalazin-1(2H)-one, 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, 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. Phthalazin-1(2H)-one, cas is 119-39-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

The reaction was carried out in a round-bottom flask fitted with a magnetic stirrer bar. To a suspension of phthalazin-1(2H)-one (2) or 2-methylphthalazin-1(2H)-one (5) or pyridopyridazinone 8 (6.84mmol) in water (55mL) (Method A) or in the acetate buffer solution pH=5.8 (55mL) (Method B), was added potassium bromide (8.44mmol) and bromine (8.44mmol) at an ambient temperature. The mixture was then stirred for 6h at an ambient temperature, and next the whole was heated to boiling and stirred for 25h until the bromine colour entirely disappeared. After cooling to an ambient temperature (in the case of 9 the mixture was adjusted to pH 7 with saturated NaHCO3) the separated solid was collected by filtration and washed with water (5mL). The crude product was purified by flash chromatography. 4.4.1 4-Bromophthalazin-1(2H)-one (3) (Path A) White solid; Yield: 693 mg, 45% (Method A), 1.02 g, 66% (Method B); Mp: 279-281 C, (lit. 277-279 C;273 C ); Rf (DCM/AcOEt/Hex 6:1:1)=0.24; FTIR (KBr): nu=3022, 2931, 2892, 1671, 1659 (C=O), 1581 cm-1; 1H NMR (600 MHz, DMSO-d6): delta=12.94 (s, 1H, NH), 8.26 (d, J=7.9 Hz, 1H, 8 Ar-H), 8.06-8.01 (m, 1H, Ar-H), 7.97-7.91 (m, 2H, Ar-H); 13C NMR (150 MHz, DMSO-d6): delta=159.1 (C=O), 134.8, 133.1, 129.9, 129.4, 128.2, 127.6, 126.5 ppm; HRMS (ESI) m/z: calcd for C8H6BrN2O [M+H]+ 224.9658, found 224.9658.

The chemical industry reduces the impact on the environment during synthesis,119-39-1,Phthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

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

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

General procedure: To a solution of sodium methoxide (0.0165 mol) in dry MeOH (70 ml) was added 2H-phthalazin-1-one 1 (0.0153 mol). The mixture was heated to boiling for 30 minutes. Afterwards, toluene-4-sulfonic acid 2-[methyl-(toluene-4-sulfonyl)-amino]-ethyl ester (6) (0.0230 mol) was added and heating was continued for next 7 hrs. After this time, the mixture was cooled to ambient temperature. The separated product was filtrated off, washed with dry methanol and purified by crystallization or column chromatography.

119-39-1, 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.,119-39-1 ,Phthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Malinowski, Zbigniew; Szczes?niak, Aleksandra K.; Pakulska, Wanda; Sroczy?ski, Dariusz; Czarnecka, Elzbieta; Epsztajn, Jan; Synthetic Communications; vol. 44; 24; (2014); p. 3572 – 3581;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

119-39-1, 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. Phthalazin-1(2H)-one, cas is 119-39-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

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 chemical industry reduces the impact on the environment during synthesis,119-39-1,Phthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

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

119-39-1, 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. Phthalazin-1(2H)-one, cas is 119-39-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,119-39-1,Phthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

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