Category: 19752-55-7

19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 19752-55-7

After mixing compound 3-3 (10 g, 0.02 mol), 1-bromo-3,5-dichlorobenzene (7.2 g, 0.03 mol), tetrakis(triphenylphosphine)palladium(O) (0.92 mg, 0.79 mmol), sodium carbonate (5.6 g, 0.05 mol), toluene 130 mL, ethanol 33 mL, and distilled water 33 mL in a flask, the mixture was stirred at 120°C for 12 hours. After completing the reaction, the mixture was extracted with ethylacetate, and the obtained organic layer was dried with anhydrous magnesium sulfate and filtered. The solvent was then removed under reduced pressure, and the remaining substance was subjected to column chromatography to separate compound 3-4 (4.4 g, 35percent).

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; AHN, Hee-Choon; YANG, Soo-Jin; MOON, Doo-Hyeon; JUN, Ji-Song; LEE, Tae-Jin; LEE, Kyung-Joo; KWON, Hyuck-Joo; KIM, Bong-Ok; WO2014/98518; (2014); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-3,5-dichlorobenzene

Under a nitrogen atmosphere, tert-butyllithium (1.3 Msolution in Pentane, 17.8 mL, 23.2 mmol) was added dropwise to a solution of 3,5-dichlorobromobenzene (5.0 g,22.1 mmol) in tetrahydrofuran (50 mL) dropwise over 30 min. The mixture was stirred for 2 hours and then N-methoxy-N-Methyl-2,2,2-trifluoroacetamide (3.64 g, 23.2 mmol) was added dropwise to the mixed solution, the reaction 2 was stirred while maintaining -78 ° Chour. Remove the low temperature, the temperature gradually rose to room temperature, the reaction was maintained at room temperature for 8 hours. Saturated ammonium chloride solution (50 mL)The reaction was quenched and extracted with ether (20 mL & apos; 3). The organic phases were combined and washed with brine (20 mL & apos; 2)The phases were dried over anhydrous magnesium sulfate, filtered, the solvent was removed and the residue was distilled under reduced pressure to give a colorless transparent liquid 1 (1.56 g). Yield29percent.

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jingmen Pharmaceutical Industry Technology Institute; Wang Yong; Li Liwei; Hu Jianmei; Gu Dongyun; Huang Daoyou; (12 pag.)CN107353189; (2017); A;,
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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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-3,5-dichlorobenzene

General procedure: A solution of aryl bromide (0.3 mol) (see Table 1) in diethyl ether (~215 mL) was added to a mixture of Mg turnings (7.29 g, 0.3 mol), diethyl ether (~17 mL), and a catalyst (several iodine crystals) under argon with stirring at such a rate that the ether was boiling, then the mixture was refluxed for 1?1.5 h. Since 1-bromo-2,4-dichlorobenzene (the starting compound for the synthesis of a-hydroxy ester 3e) did not react with magnesium under these conditions, the Grignard reaction for it was carried out in the presence of a large amount of iodine and dibromoethane (4 mL) upon reflux for 2.5 h.

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 19752-55-7.

Reference:
Article; Vasilyeva; Vorobyeva; Russian Chemical Bulletin; vol. 67; 8; (2018); p. 1426 – 1432; Izv. Akad. Nauk, Ser. Khim.; 8; (2018); p. 1426 – 1432,7;,
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In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 19752-55-7 as follows. Product Details of 19752-55-7

In a 20 mL eggplant flask, 3,3′-bicarbazole,1-Bromo-3,5-dichlorobenzene, copper powder, potassium carbonate and nitrobenzene were charged, nitrogen bubbling was carried out for 1 hour, and the mixture was stirred at 170 C. for 17 hours under a nitrogen stream. Progress of the reaction was confirmed by TLC (ethyl acetate: hexane = 1: 3) to confirm disappearance of 3,3′-bicarbazole and cooled to room temperature. The reaction mixture was dissolved in chloroform and the insoluble matter was filtered through celite. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (chloroform: hexane = 1: 1) to obtain a pale yellow solid of BCzPhCl (yield: 810 mg, yield: 54%). It was identified by mass spectrometry (MS), 1 H-NMR. A chart of 1 H-NMR is shown in FIG. 2, and an enlarged view thereof is shown in FIG. 3. Table 1 shows the preparation conditions of this synthesis.A similar experiment is shown in Table 1Run No. 2

According to the analysis of related databases, 19752-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ChemiprokaseiCo., Ltd.; Kido Junji, Sasabe; Hisahiro, Naoki; Toyota, Naoki; Omae, Yoshinori; (110 pag.)JP5727237; (2015); B2;,
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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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Bromo-3,5-dichlorobenzene

A 250 ml round-bottom flask was charged with magnesium (turnings; 2.68 g; 110 mmol), and argonated. Then, Et2O(60 ml), I2 (one crystal) were added, and a solution of 1-bromo-3,5-dichlorobenzene (25.32 g; 112.1 mmol) in Et2O (80 ml) was added portionwise over 45 min with stirring. After 2 h the mixture was cooled with ice-water bath and AsCl3 (2.8 ml; 33.4mmol) was added dropwise, that caused formation of crystalline precipitate. Stirring was continued at RT for 16 h, and aqueous NH4Cl (100 ml; 10percent) was added. The resulted mixture was extracted with ethyl acetate (3 100 ml), and combined organic phases were washed with brine (100 ml), and dried over MgSO4. The mixture was filtered, evaporated, and residue viscous orange oil was crystallized from n-hexane (dissolved in boiling solvent and slowly cooled to ca. 0 ¡ãC) in three crops(first crop 30 ml; second crop 11 ml; third crop 4 ml) to obtain 8c (14.01 g; 27.31 mmol; 82percent) as a white solid.

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 19752-55-7.

Reference:
Article; Grudzie?, Krzysztof; Basak, Tymoteusz; Barbasiewicz, Micha?; Wojciechowski, Tomasz M.; Fedory?ski, Micha?; Journal of Fluorine Chemistry; vol. 197; (2017); p. 106 – 110;,
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Electric Literature of 19752-55-7,Some common heterocyclic compound, 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, molecular formula is C6H3BrCl2, 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.

To a solution of 3,5-dichlorobromobenzene (225 mg, 1 mmol), 4-hydroxypiperidine (101 mg, 1 mmol), BINAP (31.2 mg, 0.05 mmol), and NaOtBu (114 mg, 1.2 mmol) in toluene (3 mL) under argon, was added Pd(OAc)2 (8 mg, 0.03 mmol). The resulting reaction mixture was stirred at 100oC for 4 h. The flask was cooled to room temperature and then partitioned between ethyl acetate (20 mL) and water (20 mL). The organic layer was separated, washed with brine, and dried over Na2SO4. After evaporation of the volatiles, the residue was subjected to column chromatography, eluting with hexane/ethyl acetate (4/1) to afford 1-(3,5-dichlorophenyl)piperidin-4-ol as a colorless oil (210 mg, 85percent) as well as a small amount of 1-(3,5-dichlorophenyl)piperidin-4-one (10 mg, 5percent). A mixture of the above product (210 mg, 0.85 mmol) and Dess-Martin periodinane (424 mg, 1 mmol) were dissolved in DCM (4 mL) and stirred for 1 h at room temperature. After evaporation of the volatiles, the residue was subjected to column chromatography, eluting with hexane/ethyl acetate (15/1) to afford 1 as a colorless oil (169 mg, 77percent). 1H NMR (500 MHz, CDCl3) delta 6.82 (d, J = 2.0 Hz, 1H), 6.78 (d, J = 1.5 Hz, 2H), 3.61 (t, J = 6.0Hz, 4H), 2.55 (t, J = 6.0 Hz, 4H); 13C NMR (125 MHz, CDCl3) delta 207.3, 150.7, 136.0X2, 119.1, 113.5X2, 47.7, 40.5; MS (ESI): m/z 244.0 [M+H]+.

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Yinan; Silverman, Richard B.; Tetrahedron Letters; vol. 54; 6; (2013); p. 573 – 575;,
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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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-3,5-dichlorobenzene

(l-Benzyl-lH-[l,2,4]triazol-3-yl)-(3,5-dichloro-phenyl)-amine (Compound 23) A mixture ofl-benzyl-lH-l,2,4-triazol-5-amine 2,2,2-trifluoroacetate (mixture of isomers) (292 mg, 1.01 mmol, Eq: 1.24),l-bromo-3,5-dichlorobenzene (185 mg, 819 muiotaetaomicron, Eq: 1.00), sodium tert-butoxide (341 mg, 3.55 mmol, Eq: 4.33), tris(dibenzylideneacetone)dipalladium(0) (18.7 mg, 20.5 muiotaetaomicron, eq: 0.025) and 2-di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl (34.8 mg, 81.9 muiotaetaomicron, Eq: 0.10) in a 2-5 mL microwave vessel. Sealed the vessel. Evacuated the system and recharged with nitrogen (2x). Added toluene and heated in an oil bath at 110¡ãC overnight. The reaction mixture was diluted with EtOAc, washed with water and brine. Dried (Na2S04) and concentrated over celite. The crude material was purified by flash chromatography (silica gel, SF40-80 g, 25percent to 50percent EtOAc in hexanes) to give 2 major products. The more polar fraction was desired product 116 mg, which was triturated with methanol, filtered and rinsed with ether to give 42 mg (16percent) of desired product as a white solid. The less polar fraction was determined to be isomeric product, (2-Benzyl-2H-[l,2,4]triazol-3-yl)-(3,5-dichloro-phenyl)- amine. MS m/z 319 [M+H]

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DING, Qingjie; JIANG, Nan; WEIKERT, Robert James; WO2014/135472; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C6H3BrCl2

Magnesium turning (2.8 g) and iodine (50 mg) were added to a 250 mL three-necked round bottom flask and stirred under an argon atmosphere for 30 minutes. 1-bromo-3,5-dichlorobenzene (20.7 g) dissolved in tetrahydrofuran was slowly added dropwise, heated to reflux for 2 hours, and then cooled to room temperature. In another round bottom flask, trimethoxyboraine (33.8 mL) was dissolved in 80 mL of diethyl ether. After cooling to -15 C, a previously prepared Grignard reagent was added dropwise through a cannula. Slowly raised to room temperature and stirred for 12 hours. The resulting white solid was washed with pentane and the filtrate was concentrated under reduced pressure to give 14.6 g of the title compound.

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dae Joo Electronic Materials Co., Ltd.; Jeon Yeong-min; Park Jeong-gyu; Lee Hyeon-seok; Kim Min-yeong; (50 pag.)KR2019/106313; (2019); A;,
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Chlorides – an overview | ScienceDirect Topics

Application of 19752-55-7, 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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Add 2.2 g of 1-bromo-3,5-dichlorobenzene (0.01 mol) to the reaction flask. 2.3 g of potassium 2,2,2-trifluoroacetate (0.015 mmol), 2.3 g of iodinated ketone (0.012),1.04 g of pyridine (0.013 mol), 10 ml of N-methylpyrrolidone, refluxed at 200 C for 1 hour, and the solvent was evaporated to give a crude compound 1.94 g. Then, after mixing 10 ml of H2SO4 and 5 ml of HNO3, the crude compound 1 was slowly added at 0 C. After the reaction for 2 hours, the reaction was stopped, and the mixture was poured into ice water and suction filtered to give the desired fipronil intermediate 2.19 g in a yield of 86.2%.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3,5-dichlorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangsu Changqing Agrochemical Co., Ltd.; Yu Guoquan; Sun Xialin; Ma Changqing; Ding Huaping; (5 pag.)CN109369403; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 19752-55-7

3-(3,5-dichlorophenyl)pyridine Synthesised according to General Procedure 36. A mixture of 1-bromo-3,5-dichloro-benzene (424 mg, 1.88 mmol), 3-pyridineboronic acid pinacol ester (500 mg, 2.44 mmol), aqueous 2M Na2CO3 (1.96 mL, 3.93 mmol) and Pd(PPh3)4 (89 mg, 4 mol percent) in anhydrous toluene (18 mL) was stirred overnight at 80¡ã C. under nitrogen. The reaction was cooled down to room temperature, diluted with water (5 ml) and ethyl acetate (10 ml). The organic phase was separated, dried (Na2SO4), filtered and concentrated under reduced pressure to give a pale yellow oil, which was purified by silica-gel column chromatography to give 3-(3,5-dichlorophenyl)pyridine (481 mg, 74percent) as a white solid. 1H-NMR (400 MHz, CDCl3) delta 8.81 (d, J=2.1 Hz, 1H), 8.65 (dd, J=1.4, 4.8 Hz, 1H), 7.85-7.82 (m, 1H), 7.46 (d, J=1.8 Hz, 2H), 7.41-7.38 (m, 2H). LC/MS (10percent-99percent CH3CN (0.035percent TFA)/H2O (0.05percent TFA)), m/z: M+1 obs=224.3; tR=1.21 min.

The synthetic route of 19752-55-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Stamos, Dean; Martinborough, Esther; Zimmermann, Nicole; Neubert, Timothy; Numa, Mehdi Michel Djamel; Whitney, Tara; Kawatkar, Aarti Sameer; US2009/131440; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics