Category: phthalazine

As a common heterocyclic compound, it belongs to phthalazine compound, name is 1,4-Dioxo-1,2,3,4-tetrahydrophthalazine-6-carboxylic acid, and cas is 42972-13-4, its synthesis route is as follows.,42972-13-4

Bromo-4-oxo-3,4-dihydro–phthalazine-6-carboxylic acid: 1,4-Dioxo-1,2,3,4-tetrahydrophthalazine-6-carboxylic acid (91.0 g, 0.44 mol) was suspended in DCE (1.0 L) and phosphorus pentabromide (761.0 g, 1.77 mol) was added in three portions and the reaction heated to reflux for 24 hours. The reaction was cooled to RT and poured onto ice (2.50 kg) and the resulting precipitate filtered and washed with water to give the crude product (130 g).

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Reference£º
Patent; Roche Palo Alto LLC; US2007/219195; (2007); 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.,763111-47-3

4-(4-Fluoro-3-(piperazin-1-yl-carbonyl)-benzyl)pyridazine-1(2H)one (5) (0.78 g, 2.13 mmol) was added to a 25 ml three-necked flask.Dichloromethane (6.5 ml) and triethylamine (0.52 g, 5.14 mmol) were added, and the mixture was stirred and cooled to 1-10 C.Propionyl chloride (236 mg, 2.56 mmol) was added dropwise, and the mixture was warmed to room temperature and stirred for 1 h.TLC showed the reaction was complete; the reaction mixture was directly concentrated to dryness, and the residue was mixed with water and then stirred for 1 hour and then filtered.Obtained as an off-white solid.The yield was 50%.

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Reference£º
Patent; Shanghai Bobang Pharmaceutical Technology Co., Ltd.; Gao Heyong; Liu Zhende; Zhang Wensheng; (28 pag.)CN108383798; (2018); A;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

As a common heterocyclic compound, it belongs to phthalazine compound, name is 6-(tert-Butyl)-8-fluorophthalazin-1(2H)-one, and cas is 1242156-59-7, its synthesis route is as follows.,1242156-59-7

Step 5. Preparation of 2-(6-tert-butyl-8-fluoro-l-oxo-lH-phthalazin-2-yl)-4-iodo-pyridine-3- carbaldehyde Method A In a 1 L round-bottomed flask, 6-tert-butyl-8-fluorophthalazin-l(2H)-one (5.6 g, 25.4 mmol) was combined with THF (300 ml) to give a colorless solution. Sodium hydride (1.12 g, 28.0 mmol) was added. The reaction mixture was stirred at ambient temperature for 10 min. 2-Fluoro-4- iodonicotinaldehyde (7.02 g, 28.0 mmol) was added and the reaction mixture was stirred at ambient temperature for 1 h. The reaction was complete as determined by LCMS analysis. The reaction mixture was quenched with saturated NH4CI. The reaction mixture was poured into 200 mL of H20 and extracted thrice with CH2CI2. The organic layers were washed with brine, then dried over Na2S04 and concentrated under vacuum. The resultant bright yellow solid was transferred into a filter funnel and the flask washed twice with a small volume of EtOAc to ensure complete transfer of the solid into the funnel. The liquid was filtered through. The solid was triturated twice with Et20 and dried under vacuum to afford the desired product as a cream- colored solid (8.09 g, 17.9 mmol, 70.5 % yield). (M+H)+ = 452 m/e. *H NMR (400 MHz, CUC -d) delta ppm 1.44 (s, 9 H) 7.49 – 7.54 (m, 1 H) 7.54 (d, 7=1.77 Hz, 1 H) 8.03 (d, 7=5.31 Hz, 1 H) 8.30 (d, 7=2.53 Hz, 1 H) 8.37 (d, 7=5.31 Hz, 1 H) 9.98 (s, 1 H).

With the complex challenges of chemical substances, we look forward to future research findings about 1242156-59-7,belong phthalazine compound

Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; IYER, Raman Mahadevan; LAINE, Dramane Ibrahim; LOPEZ-TAPIA, Francisco Javier; PHILLIPS, Jonathan E.; STEVENSON, Christopher; WO2014/83026; (2014); 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.763111-47-3,4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one,as a common compound, the synthetic route is as follows.,763111-47-3

General procedure: Intermediates 8 (1 eq) and respective 9-chloroacridine derivatives 4a-4f (1.1 eq) were added to a round flask, and then excessphenol was added as solvent. The reaction system was warmed up to 60 C until phenol was melted and stirred for 0.5 h under argonprotection. Then the mixture was warmed up to 120 C and continued to reaction for more 2 h. After the reaction was completed, themixture was added to ethyl ether drop by drop [2]. The precipitate was filtered and washed twice with new ethyl ether to give pureproducts 9a-9f, which were then characterized by 1H NMR, 13C NMR, melting point and high resolution mass spectrum (HRMS, ESI).

As the paragraph descriping shows that 763111-47-3 is playing an increasingly important role.

Reference£º
Article; Dai, Qiuzi; Chen, Jiwei; Gao, Chunmei; Sun, Qinsheng; Yuan, Zigao; Jiang, Yuyang; Chinese Chemical Letters; vol. 31; 2; (2020); p. 404 – 408;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

763111-47-3,763111-47-3, 4-(4-Fluoro-3-(piperazine-1-carbonyl)benzyl)phthalazin-1(2H)-one is a phthalazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Compound 4 (400 mg, 1.09 mmol, 1 eq) was dissolved in acetonitrile(10 ml), and then 5a-c (1 eq) and DIEA (2 eq) were added.The mixture was stirred at room temperature for 2 h, and then theprecipitate was filtered, washed with water, acetonitrile and ethylether, and dried to give products 6a-c.

The synthetic route of 763111-47-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yuan, Zigao; Chen, Shaopeng; Sun, Qinsheng; Wang, Ning; Li, Dan; Miao, Shuangshuang; Gao, Chunmei; Chen, Yuzong; Tan, Chunyan; Jiang, Yuyang; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 4100 – 4109;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Phthalazine, cas is 253-52-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,253-52-1

Example 13 Preparation of 4-(4-Acetylaminophenyl)-1,2-Dihydro-6-Methylthiophthalazine (15) To a solution of the phthalazine 7 (130 mg, 0.42 mmol) in acetic acid (7 mL) was added NaBH3CN in portions. After stirring for 15 min, water was added. The aqueous phase was neutralized by NaHCO3, and then extracted with DCM. The combined organic phase was dried over Na2SO4. Removal of the solvent afforded the product (97 mg, 74percent) which can be used directly for next step.

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Patent; Pei, Xue-Feng; Li, Baoqing; Maccecchini, Maria-Luisa; US2002/6925; (2002); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Phthalazine, cas is 253-52-1, it is a common heterocyclic compound, the phthalazine compound, its synthesis route is as follows.,253-52-1

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. 3-(tert-Butylamino)-2-phenylpyrrolo[2,1-a]phthalazine-1-carbonitrile (4a). Reaction time 18 h. Yield 204 mg(86percent), pale-yellow crystals, mp 173?174¡ãC. IR spectrum,nu, cm?1: 3385 (NH), 3065, 2861 (CH), 2226 (CN), 1604,1486, 764, 729 (Ar). 1H NMR spectrum, delta, ppm (J, Hz):8.90 (1H, s, H-6); 8.75 (1H, d, J = 8.0, H-10); 8.05?7.25(8H, m, H Ar); 4.12 (1H, br. s, NH); 0.99 (9H, s, 3CH3).13C NMR spectrum, delta, ppm: 146.1 (=N); 134.4 (?NH);131.4 ( Ar); 129.8 ( Ar); 129.5 ( Ar); 129.1 ( Ar);128.8 ( Ar); 128.0 ( Ar); 126.1 ( Ar); 125.9 ( Ar);124.7 ( Ar); 122.5 ( Ar); 120.0 ( Ar); 116.2 ( Ar);112.7 (CN); 100.2 ( Ar); 55.4 ((CH3)3); 31.4 (CH3).Mass spectrum, m/z (Irel, percent): 340 [M]+ (17), 314 (12), 284(100), 222 (13), 206 (10), 168 (18), 129 (12), 56 (89).Found, percent: C 77.79; H 6.10; N 16.51. 22H20N4. Calculated, percent: C 77.62; H 5.92; N 16.46.

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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

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

A. A solution of phthalazine (2.5 g, 19.2 mmol) in concentrated sulfuric acid (30 mL) is treated slowly with potassium nitrate (2 g, 19.2 mmol). After 18 h the solution is cooled. Water (30 mL) is added. The solution is basified using 10 M NaOH to pH 13 (litmus). The solution is cooled for 18 h, filtered to give 5-nitro-phthalazine (0.93 g).

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Patent; Calvo, Raul R.; Cheung, Wing S.; Player, Mark R.; US2006/116368; (2006); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Name is 6-Bromophthalazine-1,4-diol, as a common heterocyclic compound, it belongs to phthalazine compound, and cas is 76240-49-8, its synthesis route is as follows.,76240-49-8

Example 78: ^Chloro-beta-tS-piperidin-l-ylmethyl-benzylaminoJ-lH-phthalazin-l- one; 6-Bromo-4-chloro-2H-phthalazin-l-one; A mixture of 6-bromo-2,3-dihydro-phthalazine-l,4-dione (42.8 g, 178 mmol) in POCl3 (300 mL) was heated at reflux for 3h. The mixture was allowed to cool and concentrated. The residue was taken up in EtOAc (400 mL) and water (200 mL), and neutralized with sodium bicarbonate. The layers were separated, aqueous layer was extracted with EtOAc (3×200 mL), and combined organic layers were dried over anhydrous sodium sulfate and concentrated. The residue was dissolved in dioxane (300 mL) and 2N NaOH (25OmL). The mixture was heated at 500C for 30min, poured into water (3L), and stirred for 15 min. Solid was filtered and dried in vacuum at room temperature to give title compound as a greenish solid (12.0 g, 24.3%). M/z (M+l) = 259.32.

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Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61108; (2008); A2;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem

Name is 6-Bromophthalazin-1(2H)-one, as a common heterocyclic compound, it belongs to phthalazine compound, and cas is 75884-70-7, its synthesis route is as follows.,75884-70-7

6-Bromophthalazin-1(2H)-one (1.00 g, 4.44 mmol), cyclopropylboronic acid (0.57 g, 6.67 mmol), tricyclohexylphosphine (0.13 g, 0.44 mmol) and potassium phosphate (0.57 g, 6.67 mmol) were suspended in a mixed solution of toluene (20mL) and water (1mL). To this mixture, palladium(II) acetate (0.20 g, 0.89 mmol) was added under nitrogen atmosphere at ambient temperature and stirred at 100 C for 3 h. Cooled to ambient temperature, the reaction mixture was filtered and insoluble material was washed with water and ethyl acetate. The filtrate was extracted with ethyl acetate, washed with water and brine, dried over sodium sulfate, filtered and concentrated. The crude material was purified by chromatography on silica gel, eluted with hexane/ethyl acetate to afford 6-cyclopropylphthalazin-1(2H)-one (0.13 g). 1H NMR (400 MHz, DMSO-d6) delta 12.52 (s, 1H), 8.25 (s, 1H), 8.08 (d, J = 8.2 Hz, 1H), 7.60 (d, J = 1.7 Hz, 1H), 7.56 (dd, J = 8.3, 1.8 Hz, 1H), 2.18 – 2.00 (m, 1H), 1.14 – 1.08 (m, 2H), 0.89 – 0.83 (m, 2H) ; LCMS (m/z): 187.1 [M+H]+.

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Patent; Carna Biosciences, Inc.; KAWAHATA, Wataru; ASAMI, Tokiko; SAWA, Masaaki; ASAMITSU, Yuko; IRIE, Takayuki; MIYAKE, Takahiro; KIYOI, Takao; EP2824099; (2015); A1;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem