Month: October 2020

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.

3-(2-Bromoacetyl)-2H-chromen-2-one (2.67 g, 10 mmol)and 1.3 g phthalazine (10 mmol) were refluxed understirring in 60 cm3 ethyl acetate for 4 h. The whiteprecipitate formed was removed by filtration and washedwith chloroform on the filter paper to obtain 3d as whitepowder. Yield: 3.771 g (95 percent); m.p.: 244?245 C; 1HNMR (DMSO-d6, 300 MHz): d = 6.60 (s, 2H, CH2),7.49?7.54 (m, 1H, H-Coum), 7.59 (d, J = 8.4 Hz, 1H,H-Coum), 7.86?7.91 (m, 1H, H-Coum), 8.09 (dd, J = 7.7,1.5 Hz, 1H, H-Coum), 8.50?8.55 (m, 1H, H-6), 8.61?8.70(m, 1H, H-7), 8.71 (d, J = 7.7 Hz, 1H, H-5), 8.71 (d,J = 7.9 Hz, 1H, H-8), 8.98 (s, 1H, H-Coum), 10.23 (s, 1H,H-4), 10.76 (s, 1H, H-1) ppm; 13C NMR (DMSO-d6,75 MHz): d = 72.2 (CH2), 117.4 (C-Coum), 126.8 (CCoum),129.6 (Pht), 131.8 (C-Coum), 132.5 (C-Coum),136.8 (Pht), 137.6 (Pht), 140.9 (Pht), 118.9, 122.5, 128.1,128.4, 155.8, 159.6 (C4a, C-8a, 4 Cq-Coum), 150.4 (CCoum),154.4 (C-4), 155.7 (C-1), 186.3 (CO-Coum) ppm.

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; Popa, Marcel M.; Georgescu, Emilian; Draghici, Constantin; Georgescu, Florentina; Dumitrascu, Florea; Dumitrescu, Denisa; Monatshefte fur Chemie; vol. 146; 12; (2015); p. 2029 – 2040;,
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

As a common heterocyclic compound, it belongs to phthalazine compound, name is Phthalazine, and cas is 253-52-1, its synthesis route is as follows.

Phthalazinium dicyanomethanide was synthesized by adding phthalazine or phthalazine derivative (14.58 mmol) to a solution of TCNEO (4.86 mmol) in THF (50 mL) at 0 ¡ãC. The reaction was stirred at this temperature for 2 h. Then, the formed solid was isolated by filtration and washed with cold THF (3 * 25 mL) to give the product in nearly quantitative yield.

253-52-1, 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.,253-52-1 ,Phthalazine, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Wang, Bo; Liu, Honglei; Wang, Qijun; Yuan, Chunhao; Jia, Hao; Liu, Chunxiao; Guo, Hongchao; Tetrahedron; vol. 73; 40; (2017); p. 5926 – 5931;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

It is a common heterocyclic compound, the phthalazine compound, 6-Bromophthalazine-1,4-diol, cas is 76240-49-8 its synthesis route is as follows.

6-Bromo-2,3-dihydrophthalazine-1 ,4-dione (25. g, 0.10 mol) was added to a mixture of phosphorus oxychloride (100. mL, 1 .06 mol) and thionyl chloride (100. mL, 1 .37 mol) under nitrogen, cooled to 0 C. Once the initial exotherm had subsided the reaction mixture was allowed to warm to ambient temperature and then heated at 100 C for 4 h. The mixture was then cooled to ambient temperature and then concentrated in vacuo. The residue was dissolved in iPrOAc (350 mL) and washed with saturated sodium bicarbonate solution (added until effervescence stopped), a precipitate formed, the two layers were filtered to isolate the first crop of the intermediate. The organic layer was collected and distilled to dryness to give the second crop of the intermediate. The solids were combined and partitioned between 1 ,4-dioxane (200 mL) and 2 N NaOH (100 mL). The resulting mixture was heated at 40 C overnight and then cooled to ambient temperature and left to stand. The solid precipitate was filtered (first crop of product) and the resulting solution partitioned between EtOAc (250 mL) and water (200 mL). Further precipitate formed which was filtered and combined with the first crop of the product, the organic phase was separated and evaporated to dryness to give the second crop of the product. Product isolated is a mixture of two regioisomers, 7-bromo-4-chloro-2H-phthalazin-1 -one and 6- bromo-4-chloro-2H-phthalazin-1 -one, total yield isolated (17.6 g, 68.0 mmol, 66%).1 H NMR (300MHz, DMSO-d6) delta = 13.02 (s, 1 H), 12.98 (s, 1 H), 8.36 (d, J = 2.1 Hz, 1 H), 8.22 (dd, J = 2.1 , 8.6 Hz, 1 H), 8.17 – 8.1 1 (m, 3H), 7.93 (d, J = 8.7 Hz, 1 H). 1 :1 mixture of the two regioisomers.A stirred solution of 7-bromo-4-chloro-2H-phthalazin-1 -one and 6-bromo-4- chloro-2H-phthalazin-1 -one (8.82 g, 33.99 mmol) (-1 :1 mixture of isomers), tris(dibenzylideneacetone)dipalladium(0) (1 .56 g, 1 .7 mmol) and Xantphos (1 .97 g, 3.4 mmol) in 1 ,4-dioxane (200 mL) was degassed with nitrogen. N,N-Diisopropylethylamine (12.1 mL, 68.0 mmol) and benzyl mercaptan (7.98 mL, 68.0 mmol) were then added sequentially to the flask, and the resulting mixture was heated at 60 C for 18 h.The two flasks were combined and distilled to dryness, the residue was suspended in DCM (200 mL). The mixture was agitated for 30 min and filtered to give the desired product as a -1 :1 mixture of regioisomers 7-benzylsulfanyl-4-chloro-2H-phthalazin- 1 -one and 6-benzylsulfanyl-4-chloro-2H-phthalazin-1 -one. The mixture of isomers was recrystallised with acetic acid (200 mL), with a hot filtration to remove inorganic impurities. The resulting crystalline solid was filtered, washed with AcOH and minimal amount of ether, yielding a white solid which was dried in the vacuum oven at 40 C, 7-benzylsulfanyl-4- chloro-2H-phthalazin-1 -one (5.35 g, 17.7 mmol, 26%). 1H NMR (300MHz, DMSO-d6) delta = 12.86 (s, 1 H), 8.07 (d, J = 2.1 Hz, 1 H), 7.95 (dd, J = 2.1 , 8.6 Hz, 1 H), 7.87 (d, J = 8.6 Hz, 1 H), 7.49 – 7.44 (m, 2H), 7.37 – 7.24 (m, 3H), 4.49 (s, 2H)

76240-49-8, 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.,76240-49-8 ,6-Bromophthalazine-1,4-diol, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

42972-13-4, 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. 1,4-Dioxo-1,2,3,4-tetrahydrophthalazine-6-carboxylic acid, cas is 42972-13-4,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

l-Bromo-4-oxo-3,4-dihydro-phthalazine-6-carboxylic acidl,4-Dioxo-l,2,3,4-tetrahydro-phthalazine-6-carboxylic acid (91.Og, 0.44mol) was suspended in dichloroethane (1.0L) and phosphorus pentabromide (761.Og,1.77mol) was added in three portions and the reaction heated to reflux for 24 hours. The reaction was cooled to room temperature and poured onto ice (2.50kg) EPO and the resulting precipitate filtered and washed with water to give the crude product (13Og).This crude material was suspended in acetic acid (1.60L) and heated to 125C for 2 hours. The reaction was cooled to room temperature and poured onto ice (1.5kg) and the resulting precipitate filtered. The solid was washed with water and dried to give the title compound (85g, 73% yield) as a yellow solid. MS (ESI+) = (M+H)+ 310 & 312

The chemical industry reduces the impact on the environment during synthesis,42972-13-4,1,4-Dioxo-1,2,3,4-tetrahydrophthalazine-6-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/32518; (2006); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

23928-47-4, 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. 1,4-Dichloro-5-fluorophthalazine, cas is 23928-47-4,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

A solution of l,4-dichloro-5-fluorophthalazine (79.5 mg, 0.44 mmol) and N- methyl-p-anisidine (78.0 mg, 0.57 mmol) in /-PrOH (3 mL) was heated to reflux for 1.5 h. The reaction mixture was cooled to rt and then concentrated onto a mixture of SiO2 and Na2CO3. The reaction mixture was purified by two gradient MPLC columns (SiO2, 0 to 100 %, EtOAc/hexanes, 30 min; then SiO2, 0 to 30 %, EtOAc/hexanes, 30 min.) to EPO provide 14.5 mg (15 %) of the title compounds as a 2:1 mixture. Major Isomer: 1H NMR (DMSO-J6) delta 7.98 – 8.04 (m, 1 H), 7.77 (td, 1 H), 7.24 (ddd, 1 H), 6.85 – 6.91 (m, 2 H), 6.73 – 6.79 (m, 2 H), 3.76 (s, 3 H), 3.59 (s, 3 H). MS (ES) 318 (M + H). Minor Isomer: 1H NMR (DMSO-J6) delta 7.44 (td, 0.5 H), ,7.32 – 7.44 (m, 1 H), 6.97 – 7.04 (m, 1 H), 6.80 – 6.87 (m, 1 H), 3.79 (s, 1.5 H), 3.58 (s, 1.5 H). MS (ES) 318 (M + H).

The chemical industry reduces the impact on the environment during synthesis,23928-47-4,1,4-Dichloro-5-fluorophthalazine,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; MYRIAD GENETICS, INC.; CYTOVIA, INC.; WO2006/74223; (2006); A2;,
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 glass microwave reaction vessel was charged with 6-bromophthalazine (1.0 g, 5 mmol), tert-butyl 5-(tributylstannyl)thiazol-2-ylcarbamate (4.0 g, 7 mmol), DMF (4 mL), cesium fluoride (1.0 g, 10 mmol), copper(I) iodide (0.2 g, 1.0 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.3 g, 0.2 mmol). The reaction mixture was stirred and heated at 100 C. overnight. The mixture was diluted with DCM (20 mL) and water (5 mL) and filtered through Celite. The organic solution was evaporated under reduced pressure, and the residue was adsorbed onto a plug of silica gel and chromatographed through a Redi-Sep pre-packed silica gel column (40 g), eluting with a gradient of 5% to 10% MeOH in DCM to provide the title compound (1.19 g, 76%). LCMS (M+H+) 329.3 calc. for C16H16N4O2S 329.3; 1H NMR (400 MHz, CDCl3) delta ppm 9.50 (s, J=13.69 Hz 1H), 9.46 (s, 1H), 8.01 (d, J=1.37, Hz 1H), 7.92 (d, J=8.41 Hz, 1H), 7.81 (s, 1H), 7.58 (s, 1H) 1.40 (s, 9H).

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; AMGEN INC.; US2007/173506; (2007); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

75884-70-7, 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-Bromophthalazin-1(2H)-one, cas is 75884-70-7,the phthalazine compound, it is a common compound, a new synthetic route is introduced below.

A dry 2-neck flask was evacuated and backflushed with argon (3X). Sodium t-butoxide (360 mg, 3.75 mmol), 6-bromophthalazin-l(2H)-one (338 mg, 1.5 mmol), (4-cyclohexylphenyl)methanamine (340 mg, 1.8 mmol), (+/-)BINAP (280 mg, 0.45 mmol) and Pd2(dba)3 (137 mg, 0.15 mmol) were added to the flask. Toluene (30 mL) was then added and the mixture was degassed with stirring under vacuum and backflushed with argon (3X). The reaction mixture was stirred at reflux for 3 hours and then allowed to cool to room temperature. The reaction mixture was poured onto water and EtOAc and extracted with EtOAc (3X) and then extracted with DCM (2X). The combined organic extract was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude residue was slurred in DCM and filtered and the solid cake washed several times with DCM. The combined filtrate and washes were concentrated in vacuo to provide crude product, 6-((4-cyclohexylbenzyl)amino)phthalazin-l(2H)-one, as an off-white powder (118 mg).

The chemical industry reduces the impact on the environment during synthesis,75884-70-7,6-Bromophthalazin-1(2H)-one,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; UNIVERSITY OF HAWAII; TURKSON, James; YUE, Peibin; TIUS, Marcus; BROTHERTON-PLEISS, Christine; LOPEZ TAPIA, Francisco, Javier; (420 pag.)WO2018/136935; (2018); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to phthalazine compound, name is 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one, and cas is 763111-47-3, its synthesis route is as follows.

At 50 C,To the reaction kettle by adding N, N-dimethylacetamide 2000ml,Was added with stirring 4- (4-fluoro-3- (piperazine-1-carbonyl) benzyl) -1-naphthyridine (2-hydro) – one (40g, 0.109mol),HATU (48 g, 0.126 mol),Cyclopropanecarboxylic acid (12 g, 0.139 mol)Finally, N, N-diisopropylethylamine (0.218 mol, 28.17 g, 38 ml) was added,30 C for 6 hours,Add 800ml of water,Slowly precipitate solid,Filter,washing,dry,To give 44 g of a white solid,That is,HPLC purity 99.87%Yield 92.8%.

763111-47-3, 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.,763111-47-3 ,4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Sichuan Kelun Drug Research Institute Co., Ltd.; Li, Hongming; Wu, Wei; Tuo, Shichuan; Wang, Lichun; Wang, Jingyi; (8 pag.)CN105985294; (2016); A;,
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