Month: October 2020

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

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.;

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

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

253-52-1, 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. Phthalazine, cas is 253-52-1,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Phthalazine (1) (91 mg, 0.70 mmol), 1,1-dicyanoalkene 2(0.70 mmol), and isocyanide 3 (0.70 mmol) were dissolvedin acetonitrile (1 ml). After that, distilled water(0.05?0.1 ml) was added to the reaction mixture up tovisible turbidity and stirred at 25?30¡ãC for 12?18 h. Thereaction mixture was evaporated to dryness and product 4was purified by crystallization from ethanol.

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 Phthalazine, 253-52-1

Reference£º
Article; Mironov, Maxim A.; Shulepov, Iliya D.; Kozhikhova, Ksenia V.; Ivantsova, Maria N.; Tokareva, Maria I.; Chemistry of Heterocyclic Compounds; vol. 53; 4; (2017); p. 430 – 433; Khim. Geterotsikl. Soedin.; vol. 53; 4; (2017); p. 430 – 433,4;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

19064-74-5, 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. 6-Bromophthalazine, cas is 19064-74-5,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 6-bromophthalazine (0.11 g, 0.50 mmol), 6-chloro-N-methyi-N-(2,2,6,6-tetramethylpiperidin-4-yl)pyridazin-3-amine (0.16 g, 0.58 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2’bi(1 ,3,2-dioxaborolane) (0.14 g, 0.55 mmol), potassium acetate (0.15 g, 1.5 mmol) and [1, 1 ‘bis(diphenylphosphino)ferrocene]dichloropalladium(ll), complex with dichloromethane (0.04 g, 0.05mmol) in dioxane (3 ml) was heated at 80 oc for 3 h. Potassium carbonate (0.20 g, 1.5 mmol) and10 water (0.4 ml) were added and the mixture was stirred for 48 hat 90 C. After cooling, the reactionwas purified by solid phase extraction (SiliaBond Carbonate, MeOH as eluent). After evaporationof the solvent under reduced pressure, the material afforded was purified via reverse phasepreparative HPLC using 5 to 95% acetonitrile in water modified with 3% n-PrOH. LCMS: Rt = 0.43min [M+H] (LCMS method Q); 377.245; 1H NMR (400 MHz, DMSO-d6) o 9.74-9.62 (m, 2H), 8.7515 (s, 1H), 8.74 (dd, J= 8.5, 2.0 Hz, 1H), 8.23 (d, J= 8.5 Hz, 1H), 8.12 (d, J= 9.5 Hz, 1H), 7.19 (d, J=9.5 Hz, 1H), 5.19 (tt, J= 12.0, 3.5 Hz, 1H), 2.98 (s, 3H), 1.56 (dd, J= 12.0, 3.5 Hz, 2H), 1.45 (t, J=12.0 Hz, 2H), 1.27 (s, 6H), 1.10 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis,19064-74-5,6-Bromophthalazine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; NOVARTIS AG; CHEUNG, Atwood; CHIN, Donovan Noel; DALES, Natalie; FAZAL, Aleem; HURLEY, Timothy Brian; KERRIGAN, John; O’BRIEN, Gary; SHU, Lei; SUN, Robert; SUNG, Moo; WO2014/28459; (2014); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

1242156-59-7, 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. 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, cas is 1242156-59-7,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

Example 102b 2-Bromo-6-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-fluorobenzaldehyde 102b To a solution of 102a (767 mg, 2.72 mmol), 6-tert-butyl-8-fluorophthalazin-1(2H)-one 101h (300 mg, 1.36 mmol) in dioxane (50 mL) was added KOAc (267 mg, 2.72 mmol), CuI (259 mg, 1.36 mmol), and 4,7-dimethoxy-1,10-phenanthroline (327 mg, 1.36 mmol). After bubbling nitrogen through the resulting solution for 30 min, the mixture was stirred at 90 degree for 10 h. It was allowed to cool down to room temperature and H2O (100 mL) was added. The aqueous layer was separated and extracted with ethyl acetate (2*200 mL). The combined organic layers was washed with brine (100 mL) and dried over sodium sulfate. The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified on flash column eluting with PE/EA (15:1) to afford 102b (172 mg, 30%). LCMS: [M+H]+ 421. 1H NMR (500 MHz, CDCl3) delta 10.20 (s, 1H), 8.20 (s, 1H), 7.49-7.51 (m, 3H), 7.25 (m, 1H), 1.36 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis,1242156-59-7,6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); 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.

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

As a common heterocyclic compound, it belongs to phthalazine compound, name is 7-Bromophthalazin-1(2H)-one, and cas is 152265-57-1, its synthesis route is as follows.

A mixture of 7-bromo-l,2-dihydrophthalazin-l-one (4.1 g, 18.22 mmol) and bis(pinacolato)diboron (12.95 g, 51.01 mmol) was dissolved in 1,4-dioxane (150 mL) under nitrogen. Potassium acetate (5.36 g, 54.66 mmol) was added, and the reaction mixture was degassed with N2 for 5 minutes. Pd(dppf)Cl2 (0.74 g, 0.91 mmol) was added and the mixture was heated at 110C for 1.5 h, then cooled and diluted with DCM. The solids were removed by filtration through celite. The residue was washed with DCM and the combined organic phases were concentrated in vacuo. The resulting solid was triturated in heptane (30 mL) and diethyl ether (15 mL). The solid was further triturated with heptane (30 mL) and diethyl ether (15 mL), then the precipitate was collected by filtration, to give the title compound (5.1 g, 81%). deltaEta (250 MHz, DMSO-d6) 12.68 (s, 1H), 8.50 (s, 1H), 8.37 (s, 1H), 8.10 (dd, J7.8, 1.1 Hz, 1H), 7.88 (d, J7.8 Hz, 1H), 1.30 (s, 12H). Method B: HPLC-MS MH+ mlz 273, RT 1.78 minutes (97%)

152265-57-1, 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.,152265-57-1 ,7-Bromophthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHOVATIA, Prafulkumar Tulshibhai; FOULKES, Gregory; JOHNSON, James Andrew; JONES, Severine Danielle; KROEPLIEN, Boris; LECOMTE, Fabien Claude; LOKE, Pui Leng; LOWE, Martin Alexander; MANDAL, Ajay; NORMAN, Timothy John; PALMER, Christopher Francis; PEREZ-FUERTES, Yolanda; PORTER, John Robert; SMYTH, Donald; TRANI, Giancarlo; UDDIN, Muhammed; ZHU, Zhaoning; (207 pag.)WO2016/198400; (2016); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

1021298-68-9, 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. 2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile, cas is 1021298-68-9,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

(c) 2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoic acid (D) 2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzonitrile (ED) (9.60 g, 34.37 mmol) and water (40 ml) were stirred at 200C. 2M Sodium hydroxide (36 ml, 72.00 mmol) was added, the reaction mixture warmed to 9O0C and held at this temperature overnight. The reaction mixture was cooled to room temperature and filtered. The filter pad was washed with water (10 ml) and the combined filtrate added to 2M HCI (56 ml, 112.00 mmol) at 600C over 40 minutes. The resulting suspension was cooled to 50C and filtered, washed with water (57 ml) and dried in vacuo at up to 6O0C to give the title compound as a white solid (9.72 g).Mass Spectrum: MH+ 2991 H NMR (400MHz. DMSO-d6) delta: 4.36 (s, 2H), 7.24 (dd, 1 H), 7.59 (m, 1 H), 7.84 (dt, 2H), 7.90(dt, 1 H), 7.98 (d, 1 H), 8.27 (dd, 1 H), 12.59 (s, 1 H), 13.22 (br s, 1 H).

The chemical industry reduces the impact on the environment during synthesis,1021298-68-9,2-Fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)methyl)benzonitrile,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2008/47082; (2008); A2;,
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.

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).

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
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; GOUVERNEUR, Veronique; CORNELISSEN, Bart; WILSON, Thomas Charles; (152 pag.)WO2019/186135; (2019); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

76240-49-8, 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. 6-Bromophthalazine-1,4-diol, cas is 76240-49-8,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 6-bromo-2,3-dihydrophthalazine-1,4-dione (CAS 76240-49-8, 36.0 g, 150 mmol) and Et3N (37.5 g, 375 mmol) in DCM (1.0 L) was added Tf20 (42.3 g, 150 mol) dropwise over 1 h. The mixture was stirred at 0 C for 2 h and then kept at 15 C for 16 h. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash column(petroleum ether: EtOAc from 5:1 to 3:1) to give a mixture of the title compounds (9.0 g, 16% yield) as a white solid.

The chemical industry reduces the impact on the environment during synthesis,76240-49-8,6-Bromophthalazine-1,4-diol,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CUMMING, John G.; LIN, Xianfeng; LIU, Haixia; NAJERA, Isabel; QIU, Zongxing; SANDRIN, Virginie; TANG, Guozhi; WU, Guolong; (204 pag.)WO2018/1948; (2018); 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.

General procedure: Anhydrous potassium carbonate (0.009 mol) was added to appropriate 1(2H)-phthalazinone derivative (0.003 mol) in 7 mL of anhydrous DMF. Subsequently, 1-bromo-2-chloroethane (0.009 mol) was added to this solution and reaction mixture was stirred at room temperature for 2.5 h. Then, the reaction mixture was poured into ice water and the precipitate was filtered to yield compound (4, 5 and 6), which was used for the next step without further purification. 2-(2-Chloroethyl)phthalazin-1(2H)-one (4). White solid, mp 98-101C, ESI-HRMS m/z: Calcd. for C10H10ClN2O (MH+), 209.0482, found 209.0472.

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; Kilic, Burcu; Guelcan, Hayrettin Ozan; Yalcin, Mertcan; Aksakal, Fatma; Dimoglo, Anatoli; ?ahin, Mustafa Fethi; Do?ruer, Deniz Songuel; Letters in drug design and discovery; vol. 14; 2; (2017); p. 159 – 166;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem