Category: 960203-41-2

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of (2-Bromophenyl)(2,4-dimethylphenyl)sulfane

Intermediate 1 (Formula IV) obtained in the manner of Example 1 (10.0 g, 34 mmol),N-Boc-piperazine (7.0 g, 38 mmol) was dissolved in 50 ml of toluene.The mixture was stirred under nitrogen for 10 minutes at room temperature (25 C). To the mixture was added tris(dibenzylideneacetone)dipalladium (312 mg, 0.34 mmol),Racemic 2,2-bis(diphenylphosphino)-1,1-biphenyl (637 mg, 1.02 mmol),Sodium tert-butoxide (3.9 g, 41 mmmol),Re-nitrogen replacement.Heat to reflux under nitrogen and react for 12 h.After the reaction was completed, it was cooled to room temperature and filtered through celite.The filtrate was washed with saturated brine and toluene was removed under reduced pressure.Obtained a brown oil(N-Boc-fluoxetine) 14.2 g.

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 960203-41-2.

Reference:
Patent; Shandong Jingwei Pharmaceutical Co., Ltd.; Guo Xiao; Liu Qun; Sang Wei; Qu Aicun; Sun Huifeng; (13 pag.)CN110054600; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 960203-41-2, Product Details of 960203-41-2

Intermediate 1 (formula IV) (29.2 g, 100 mmol),N-phenoxycarbonylpiperazine (formula V) (26.8 g, 130 mmol)And tert-butanol (formula VI) (12 ml) was dissolved in 600 ml of toluene, and stirred under nitrogen atmosphere for 10 minutes at room temperature (25 C). To the mixture was added tris(dibenzylideneacetone)dipalladium (0.69 g, 0.75 mmol),Racemic 2,2-bis(diphenylphosphino)-1,1-biphenyl (1.40 g, 2.25 mmol),Sodium tert-butoxide (57.7 g, 0.6 mol),Re-nitrogen replacement.Heated at 110 C under nitrogen for 8 h.After the reaction was completed, it was cooled to room temperature and filtered through celite.The filtrate was washed with saturated brine and toluene was removed under reduced pressure.Intermediate 2 (mixture of formula VII and formula I)35.0g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Jingwei Pharmaceutical Co., Ltd.; Guo Xiao; Liu Qun; Sang Wei; Qu Aicun; Sun Huifeng; (13 pag.)CN110054600; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 960203-41-2, A common heterocyclic compound, 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, molecular formula is C14H13BrS, 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.

2.1 g of the compound C synthesized in Example 1 was charged into a 100 mL three-necked flask, and 0.9 g of piperazine, 0.3 g of cuprous iodide, 0.5 g of 2-acetylcyclohexanone and 3.0 g of potassium carbonate of 100 to 200 mesh were weighed into a flask, The amount of 50mL DMF into the flask,The reaction mixture was heated to reflux. TLC was used to detect the reaction. The reaction was complete with 100 mL of ethyl acetate and 150 mL of water. The filtrate was separated by suction filtration and the organic phase was washed twice with 100 mL of water. The organic phase was washed with anhydrous sulfuric acid After drying for 2 h, the oil was concentrated at 45 ° C to obtain an oil. After 30 mL of n-hexane was added to the oil, the mixture was stirred and crystallized for 3 h. After filtration, the filter cake was washed twice with a little solvent and the cake was vacuum dried at 40 ° C for 12 h. Brown solid product 2.2 g, yield 81.5percent.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Beijing Wanquan German public medicine Biotechnology Co., Ltd; Xu, Yong; Zhao, Guolei; (6 pag.)CN105367516; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 960203-41-2, HPLC of Formula: C14H13BrS

In a 200 ml reaction flask,Compound 6 (5.8 g, 20 mmol) was added,Piperazine (2.1 g, 24 mmol),N-diisopropylethylamine (DIEA) (5.17 g) and 75 ml of DMF,Stirring to dissolve,Another cuprous iodide (0.4 g) was added,The reaction was carried out at 80 ° C for 10 hours,After completion of the reaction, the temperature was lowered to room temperature,The reaction solution was concentrated,And extracted three times with dichloromethane / water (V: V)The aqueous layer was washed once with dichloromethane,The combined organic phases were dried over anhydrous sodium sulphate,And concentrated to obtain 5.0 g of the compound (7) in a yield of 84.6percent

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Shandong Kangmeile Pharmaceutical Technology Co., Ltd.; Geng, Fengluan; Fan, Mingwei; Liu, Yunfeng; Yuan, Zengfei; Liu, Xiaojun; (8 pag.)CN105985301; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 960203-41-2, Quality Control of (2-Bromophenyl)(2,4-dimethylphenyl)sulfane

Under nitrogen protection, In a 500-mL reactor were charged 13.8 g (0.1 mol) The compound of the formula (4) 2,4-dimethylthiophenol, 28.3 g (0.1? Bromoiodobenzene, 53.0 g (0.25 mol) Potassium phosphate and 1. 9 g (0. Olmol) Cuprous iodide, 1.15 g (0.01 mol) L-proline, 300 mL of dimethylformamide was added, Stirring heated to 70-80 ° C, Reaction 5h, After completion of the reaction, To the reaction solution, 9. 46 g (0.11 mol) Piperazine, Heating was continued for 5-8 hours, After completion of the reaction, a portion of the solvent was distilled off. The residue was added with water and extracted three times with 300 ml of methylene chloride. The organic layers were combined, dried and evaporated to give methylene chloride. The residue was recrystallized from 200 mL of acetonitrile to give 28.8 g of a white solid, yield 96.7percent, purity 99.2percent (HPLC): Luna Phenyl-Hexyl column (4.6 mm × 150 mm, 3 um) was used as the mobile phase. The mobile phase consisted of 0 · 05percent trifluoroacetic acid (60:40) Temperature 40 ° C; flow rate lml / min].

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, (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Feng, Xiuwu; (7 pag.)CN104098530; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 960203-41-2, A common heterocyclic compound, 960203-41-2, name is (2-Bromophenyl)(2,4-dimethylphenyl)sulfane, molecular formula is C14H13BrS, 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.

Example 19; A solution of 10 gram l-(2-Bromo-phenylsulfanyl)-2,4-dimethyl-benzene (34 mmol) in 50 ml dry toluene was added 7 gram boc-piperazine (38 mmol), degassed with nitrogen for 5 minutes, added 312 mg Pd2dba3 (2 mol-%) and 637 mg ralphac-BINAP (3 mol-%), degassed for another 5 minutes before adding 3.9 gram Bu1ONa (41 mmol) and heated to 80 0C for 15 hours. The reaction mixture was cooled to RT and extracted twice with 20 ml 15 % brine, dried over Na2SO4, added charcoal, re fluxed for 15 minutes, filtered though celite and evaporated to 14.2 gram of brownish oil (4- [2-(2,4-Dimethyl-phenylsulfanyl)-phenyl]-BOC-piperazine) having a purity of 95 % determined by NMR. The crude oil was dissolved in 200 ml MeOH and 20 ml 6M HCl (aq.) and refluxed for 1 hour after which HPLC showed full deprotection. After cooling to RT the methanol was removed by vacuum on a rotary-evaporator, 20 ml cone. NaOH (pH was measured to 13-14) was added after which the mixture was stirred 15 minutes with 100 ml EtOAc. The organic phase was collected and extracted twice with 30 ml 15 % brine, dried over Na2SO4 and added 5.2 g fumaric acid (44 mmol) in 30 ml MeOH. During heating to reflux a homogenous solution forms from which a rapid precipitation takes place either during further heating or upon cooling. The precipitate was collected, washed with 20 ml EtOAc and 20 ml acetone, dried in vacuum giving 9.3 gram of l-[2-(2,4-Dimethyl-phenylsulfanyl)-phenyl]-piperazine fumarate (22 mmol) as a white powder in 66 % overall yield having a purity of 99.5 % by LC-MS.; Example 22; 500 ml toluene was placed in a IL three-necked round bottle with a mechanical stirrer and added 809 mg Pd2dba3 (0.88 mmol; 0.5 mol-%) and 952 mg DPEPhos (1.77 mmol; 0.5 mol-%). The dark-red solution was purged with nitrogen for 5 minutes before addition of 100 g 2-bromoiodobenzene (353 mmol) and 48.9 g 2,4- dimethylthiophenol (353 mmol) took place. Addition of 43.6 g KOBu’ (389 mmol) caused an exothermic reaction increasing the temperature from 20 0C to 42 0C simultaneously with the formation of a heterogeneous mixture and the colour changed from dark-red into orange/brownish. The suspension was heated to 100 0C under nitrogen. After only 20 minutes a HPLC showed full conversion into l-(2-Bromo- phenylsulfanyl)-2,4-dimethyl-benzene. The mixture was cooled to 40 0C, added 600 ml 15-wt% NaCl and stirred for 5 minutes. The organic phase was separated and the aqueous phase was washed with 2 x 100 ml toluene. The combined organic phases were washed with 100 ml 2M HCl (aq.), 100 ml 15-wt% NaCl, dried over Na2SO4, refiuxed for 15 minutes with activated charcoal (10 g), filtered twice and evaporated to 107.3 g orange-red oil (103 %) that was found to be 98 % pure by HPLC.A solution of 90 gram of the orange-red oil (307 mmol) in 500 ml dry toluene was added 57 gram boc-piperazine (307 mmol), degassed with nitrogen for 5 minutes, added 1.4 g Pd2dba3 (1.53 mmol; 0.5 mol-%) and 2.9 g ralphac-BINAP (4.6 mmol; 1.5 mol-%), degassed for another 2 minutes before adding 35.4 gram Bu1ONa (368 mmol) and heated to 80 0C for 18 hours. HPLC showed full conversion and the reaction mixture was cooled to RT, filtered and the filter cake was washed with 2 x 100 ml toluene. The combined filtrates was extracted twice with 2 x 150 ml 15-wt% NaCl, dried over Na2SO4, added charcoal, refiuxed for 30 minutes, filtered twice and evaporated to 140.7 gram of brownish oil (4-[2-(2,4-Dimethyl-phenylsulfanyl)- phenyl]-BOC-piperazine). The crude oil was dissolved in 300 ml MeOH and 200 ml 6M HCl (aq.) and refiuxed for 1 hour after which HPLC showed full deprotection. After cooling to RT the methanol was removed by vacuum on a rotary-evaporator, 200 ml cone. NaOH (pH was measured to 13-14) was added after which the mixture was stirred 15 minutes with 1000 ml EtOAc. The organic phase was collected and extracted with 300 ml 15-wt% brine, dried over Na2SO4 and added to a solution of 46.3 g fumaric acid (399 mmol) in 300 ml MeOH. The mixture was heated to reflux, cooled to room temperature and then left in the freezer overnight (-18 0C). The precipitate was collected, washed with 100 ml EtOAc and 100 ml acetone, dried in vacuum (50 0C) producing 103.2 g of l-[2-(2,4-Dimethyl-phenylsulfanyl)-phenyl]- piperazine fumarate (249 mmol) as a white powder in 81 % overall yield having a purity of 99 % by LC-MS. The fumarate was transfer into the free base (l-[2-(2,4- Dimethyl-phenylsulfanyl)-phenyl]-piperazine) using EtOAc/H2O/conc. NaOH, the organic phase was washed with brine, dried using Na2SO4, filtered and to the filtrate was added 34 ml 48-wt% HBr (aq.) causing a precipitation of a white solid. The solid was collected, treated with 1000 ml boiling H2O, which upon cooling to room temperature formed a slurry. The final product (l-[2-(2,4-Dimethyl-phenylsulfanyl)- phenylj-piperazine hydrobromide) was collected by filtration and dried in vacuum (50 0C) producing 83 g of white powder (71 % …

The synthetic route of 960203-41-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2007/144005; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary