Some scientific research about 3-Bromo-10H-phenothiazine

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3939-23-9,3-Bromo-10H-phenothiazine,its application will become more common.

3939-23-9 A common heterocyclic compound, 3939-23-9,3-Bromo-10H-phenothiazine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

2, under the protection of nitrogen will be prepared in step 1 aromatic diamine and phenothiazine derivatives according to 1:1 molar ratio was added to toluene, while adding potassium tert-butyl alcohol and palladium acetate as a catalyst,The reaction was heated to 80 C for 3 hours and then cooled to room temperature. The reaction was filtered,The filtrate was washed with dichloromethane and then the solvent was evaporated to dryness. The crude product was repeatedly washed with methanol and acetone,The product is obtained after purification by column chromatography.

This compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3939-23-9,3-Bromo-10H-phenothiazine,its application will become more common.

Reference£º
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Guo Jianhua; (12 pag.)CN106831645; (2017); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Some tips on 3939-23-9

With the complex challenges of chemical substances, we look forward to future research findings about 3939-23-9,belong thiazines compound

As a common heterocyclic compound, it belongs to thiazines compound, name is 3-Bromo-10H-phenothiazine, and cas is 3939-23-9, its synthesis route is as follows.,3939-23-9

2, under nitrogen protection will be prepared in step 1 p-phenylenediamine and phenothiazine derivatives according to 1:1 molar ratio was added to toluene, while adding potassium tert-butyl alcohol and palladium acetate as a catalyst,The reaction was heated to 80 C for 3 hours and then cooled to room temperature. The reaction was filtered,The filtrate was washed with dichloromethane and then the solvent was evaporated to dryness. The crude product was repeatedly washed with methanol and acetone,The product is obtained after purification by column chromatography.

With the complex challenges of chemical substances, we look forward to future research findings about 3939-23-9,belong thiazines compound

Reference£º
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Guo Jianhua; (12 pag.)CN106831645; (2017); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Some tips on 3-Bromo-10H-phenothiazine

With the complex challenges of chemical substances, we look forward to future research findings about 3939-23-9,belong thiazines compound

As a common heterocyclic compound, it belongs to thiazines compound, name is 3-Bromo-10H-phenothiazine, and cas is 3939-23-9, its synthesis route is as follows.,3939-23-9

Compound 1 was synthesized by the modification of the published method [18]. Sodium hydride(2.2 g, 53.9 mmol) was stirred with 3-bromo-10H-phenothiazine (10.0 g, 35.9 mmol, dissolved in dryDMF) for 30 min. Bromoethane (4.7 g, 43.1 mmol) was then added to the mixture and stirred for 10 hat room temperature in dark environment. After the reaction completed, water was added to react theremaining sodium hydride. White solid was precipitated and collected by vacuum filtration. The solidwas first washed with small amount of EA and then washed with n-hexane. 1H NMR (400 MHz,acetone-d6) 7.34 (dd, J = 8.7, 2.3 Hz, 1H), 7.28 (d, J = 2.3 Hz, 1H), 7.25-7.19 (m, 1H), 7.15 (dd, J = 7.6,1.5 Hz, 1H), 7.04 (dd, J = 8.3, 1.2 Hz, 1H), 6.99 (d, J = 1.2 Hz, 0H), 6.97 (s, 1H), 6.95 (s, 1H), 3.99 (q,J = 6.9 Hz, 2H), 1.38 (t, J = 6.9 Hz, 3H).

With the complex challenges of chemical substances, we look forward to future research findings about 3939-23-9,belong thiazines compound

Reference£º
Article; Lao, Hio Kuan; Tan, Jingyun; Wang, Chunfei; Zhang, Xuanjun; Molecules; vol. 24; 19; (2019);,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Some tips on 3-Bromo-10H-phenothiazine

With the complex challenges of chemical substances, we look forward to future research findings about 3939-23-9,belong thiazines compound

As a common heterocyclic compound, it belongs to thiazines compound, name is 3-Bromo-10H-phenothiazine, and cas is 3939-23-9, its synthesis route is as follows.,3939-23-9

To a stirred solution of 3-bromo-1OH-phenothiazine(1 8 g, 64.72 mmol) in DIVIF (100 mL) was added sodium hydride (3.8 g, 97.08 mmol) at 0 C in small portions and the reaction mixture was stirred at 0 C for 15 mins. To the reaction mixture was added 3-bromo chloropropane (12.2 g,77.66 mmol) at 0 C and stirring continued at room temperature for 1 h. The reaction wasquenched with aq.NH4C1 solution, extracted with EtOAc, organic layer is washed with brine, dried over anhydrous sodiumsulphate, and concentrated. The crude product (20 g) was as such taken for the next step without further purification: MS (ESI) m/z3 55 (M+2H).

With the complex challenges of chemical substances, we look forward to future research findings about 3939-23-9,belong thiazines compound

Reference£º
Patent; BIOIMICS AB; KIRSEBOM, Leif; UPADHAYAYA, Ram Shankar; KETHIRI, Raghava Reddy; VIRTANEN, Anders; (308 pag.)WO2017/222466; (2017); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Analyzing the synthesis route of 3939-23-9

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Bromo-10H-phenothiazine,belong thiazines compound

As a common heterocyclic compound, it belong thiazines compound,3-Bromo-10H-phenothiazine,3939-23-9,Molecular formula: C12H8BrNS,mainly used in chemical industry, its synthesis route is as follows.,3939-23-9

In a 250 ml three-necked flask, 0.01 mol of raw material A1, 0.012 mol of raw material B1, 150 ml of toluene were added under a nitrogen atmosphere, and the mixture was stirred and mixed.Then, 0.03 mol of sodium t-butoxide, 5 ¡Á 10 -5 mol of Pd 2 (dba) 3, 5 ¡Á 10 -5 mol of tri-tert-butylphosphine was added, and the mixture was heated to 105 C, and refluxed for 24 hours.The sampling point plate shows that no raw material A1 remains, the reaction is complete; it is naturally cooled to room temperature, filtered, and the filtrate is steamed to a non-fraction (-0.09 MPa, 85 C) under reduced pressure, and passed through a neutral silica gel column to obtain an intermediate B1.HPLC purity 99.2%, yield 75.2%;

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Bromo-10H-phenothiazine,belong thiazines compound

Reference£º
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Tang Dandan; Zhang Zhaochao; Li Chong; Zhang Xiaoqing; (44 pag.)CN108218853; (2018); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Downstream synthetic route of 3-Bromo-10H-phenothiazine

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Bromo-10H-phenothiazine,belong thiazines compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO255,mainly used in chemical industry, its synthesis route is as follows.,3939-23-9

Tri-tert-butylphosphine (4.4 mL of a 1.0 M solution in toluene, 1.48 g, 0.05 mmol), palladium acetate (0.4 g,1.83 mmol) and sodium tert-butoxide (52.7 g, 549 mmol) were added to 2-6-a (20.423 g, 73.42 mmol) and 2-6-c(11.53 g, 73.42 mmol) a solution in degassed toluene (500 mL), and the mixture was warmed under reflux for 2 hr.The reaction mixture was cooled to room temperature, diluted with toluene and filtered over EtOAc. Dilute the filtrate with water and use aThe benzene was extracted and the organic phases were combined and evaporated under vacuum. The residue was passed through silica gel (heptane / dichloromethane)Filtration was carried out and crystallized from isopropanol. Obtaining 2-6-b 19.51 g, yield 75%; the resulting bromide 2-6-b(7.89 g, 20 mmol), pinacol borate (6.22 g, 24 mmol), 1,1′-bis(diphenylphosphino)-ferrocene-palladium dichloride(II) dichloromethane complex (0.49 g, 0.6 mmol), potassium acetate (5.90 g, 60 mmol) and 79 ml of toluene were reacted under refluxAfter 16 hours, cool, add 26 ml of water and stir for 30 minutes.The organic phase is separated and filtered through a short bed of diatomaceous earth, followed by organicThe solvent was distilled off and the crude product was recrystallized from heptane / toluene.The compound 2-6 was obtained in an amount of 6.58 g, yield 82%.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Bromo-10H-phenothiazine,belong thiazines compound

Reference£º
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Zhang Hong; Cai Hui; (36 pag.)CN108530418; (2018); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Extracurricular laboratory: Synthetic route of 3939-23-9

As the rapid development of chemical substances, we look forward to future research findings about 3939-23-9

3-Bromo-10H-phenothiazine, cas is 3939-23-9, it is a common heterocyclic compound, the thiazines compound, its synthesis route is as follows.

Step 2, 132 mmol of 9-BBN was dissolved in THF at 0 C, 44 mmol of 1-2, Stirring for 15min, warming to 35 degrees Celsius, reaction 3h, and then transferred to the mixture containing 5-1 66mmoltetrakis(triphenylphosphine)palladium 0.88 mmol, sodium carbonate 132 mmol in toluene: ethanol: water = 4: 1: 1, and the temperature was raised to reflux temperature reaction24h. The crude product was passed through a silica gel column to give the product 20 mmol, 5-2.

As the rapid development of chemical substances, we look forward to future research findings about 3939-23-9

Reference£º
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Sun Keyi; Cai Hui; (31 pag.)CN106946934; (2017); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Share a compound : 3-Bromo-10H-phenothiazine

As the rapid development of chemical substances, we look forward to future research findings about 3939-23-9

3-Bromo-10H-phenothiazine, cas is 3939-23-9, it is a common heterocyclic compound, the thiazines compound, its synthesis route is as follows.

2, under the protection of nitrogen will be prepared in step 1 aromatic diamine and phenothiazine derivatives according to 1:1 molar ratio was added to toluene, while adding potassium tert-butyl alcohol and palladium acetate as a catalyst,The reaction was heated to 80 C for 3 hours and then cooled to room temperature. The reaction was filtered,The filtrate was washed with dichloromethane and then the solvent was evaporated to dryness. The crude product was repeatedly washed with methanol and acetone,The product is obtained after purification by column chromatography.

As the rapid development of chemical substances, we look forward to future research findings about 3939-23-9

Reference£º
Patent; Changchun Hai Purunsi Technology Co., Ltd.; Guo Jianhua; (12 pag.)CN106831645; (2017); A;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Extracurricular laboratory: Synthetic route of 3939-23-9

As the rapid development of chemical substances, we look forward to future research findings about 3939-23-9

3-Bromo-10H-phenothiazine, cas is 3939-23-9, it is a common heterocyclic compound, the thiazines compound, its synthesis route is as follows.

In a nitrogen-flushed 250 mL round-bottom flask with a magnetic stir bar and septum 3-bromo-10H-phenothiazine (4.95 g, 17.8 mmol) was dissolved in dry THF (50 mL) under nitrogen. The colorless solution was deaerated by a constant stream of nitrogen through a syringe for 10 min and cooled to 0 C (ice bath/water). Potassium tert-butanolate (2.40 g, 21.4 mmol) was added to the reaction mixture under nitrogen and the reaction mixture was allowed to come to room temperature and then stirred for 1 h. To this solution 1-bromo hexane (3.00 mL, 21.4 mmol) was slowly added by syringe and stirring at room temp was continued for 16 h. The solvents were removed in vacuo and the residue was adsorbed onto celiteand purified by chromatography on silica gel (n-hexane) to give 5.83 g (90%) of 3-bromo-10-hexyl-10H-phenothiazine (1a) as a yellow resin, Rf (n-hexane) = 0.43. The NMR spectra were in excellent agreement with the literature. 1H NMR (300 MHz, acetone-d6): delta = 0.84 (t, 3J = 7.1 Hz, 3 H), 1.23-1.33 (m, 4 H), 1.44 (dt, 3J = 7.2 Hz, 3J = 6.8 Hz, 2 H), 1.77 (dt, 3J = 7.5 Hz, 3J = 7.5 Hz, 2 H), 3.92 (t, 3J = 7.0 Hz, 2 H), 6.95 (d, 3J = 8.7 Hz, 2 H), 7.03 (dd, 3J = 8.2 Hz, 4J = 0.9 Hz, 1 H), 7.14 (dd, 3J = 7.6 Hz, 4J = 1.4 Hz, 1 H), 7.21 (ddd, 3J = 8.2 Hz, 3J = 7.3 Hz, 4J = 1.6 Hz, 1 H), 7.27 (d, 4J = 2.2 Hz, 1 H), 7.32 (dd, 3J = 8.6 Hz, 4J = 2.3 Hz, 1 H). -13C NMR (75 MHz, acetone-d6): delta = 14.2 (CH3), 23.2 (CH2), 27.0 (CH2), 27.4 (CH2), 32.1 (CH2), 47.9 (CH2), 114.7 (Cquat), 116.9 (CH), 118.1 (CH), 123.6 (CH), 124.7 (Cquat), 128.1 (Cquat), 128.1 (CH), 128.6 (CH), 130.0 (CH), 130.9 (CH), 145.7 (Cquat), 145.9 (Cquat).

As the rapid development of chemical substances, we look forward to future research findings about 3939-23-9

Reference£º
Article; Urselmann, Dominik; Deilhof, Konstantin; Mayer, Bernhard; Mueller, Thomas J. J.; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2055 – 2064;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem

 

Analyzing the synthesis route of 3939-23-9

As the paragraph descriping shows that 3939-23-9 is playing an increasingly important role.

3939-23-9, 3-Bromo-10H-phenothiazine is a thiazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 3-bromo-1OH-phenothiazine(1 8 g, 64.72 mmol) in DIVIF (100 mL) was added sodium hydride (3.8 g, 97.08 mmol) at 0 C in small portions and the reaction mixture was stirred at 0 C for 15 mins. To the reaction mixture was added 3-bromo chloropropane (12.2 g,77.66 mmol) at 0 C and stirring continued at room temperature for 1 h. The reaction wasquenched with aq.NH4C1 solution, extracted with EtOAc, organic layer is washed with brine, dried over anhydrous sodiumsulphate, and concentrated. The crude product (20 g) was as such taken for the next step without further purification: MS (ESI) m/z3 55 (M+2H).

As the paragraph descriping shows that 3939-23-9 is playing an increasingly important role.

Reference£º
Patent; BIOIMICS AB; KIRSEBOM, Leif; UPADHAYAYA, Ram Shankar; KETHIRI, Raghava Reddy; VIRTANEN, Anders; (308 pag.)WO2017/222466; (2017); A1;,
Thiazine – an overview | ScienceDirect Topics
Thiazine | C4H5NS – PubChem