Category: 89794-02-5

These common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, 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. Product Details of 89794-02-5

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic is diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

The synthetic route of 4-Bromo-2-chlorotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

89794-02-5, name is 4-Bromo-2-chlorotoluene, 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. Formula: C7H6BrCl

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 10.0 mmol of the salt (II) were suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel under a nitrogen atmosphere, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) was added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic was diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture was heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension was discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. Examples 15, 18, 20 and 27 and 46-52 were extracted from the aqueous phase with 100 ml of ethyl acetate, the solvent was distilled off under reduced pressure and the resulting oils were isolated. The isolated yield for Example 1 that was prepared by this method was 2.87 g (72% of theory), whereas Example 1 prepared according to DE 198 50 139 A1 was obtained in a yield of 47% of theory.The composition of Examples 1-76 and selected physical properties are summarized in Table 2.

The synthetic route of 89794-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 89794-02-5, name is 4-Bromo-2-chlorotoluene, A new synthetic method of this compound is introduced below., Computed Properties of C7H6BrCl

A degassed mixture of 4-bromo-2-chloro-l-methylbenzene (0.600 g, 2.92 mmol, Aldrich 528889), 2-(cyclopent-l-en-l-yl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (0.680 g, 3.50 mmol, Combi-Blocks, PN-2510), Na2C03 (2.0 M solution, 4.4 mL, 8.8 mmol) and [1,1′- bis(diphenylphosphino)ferrocene]palladium(II) dichloride complex with dichloromethane (162 mg, 0.198 mmol) in MeCN (5 mL) was heated in a sealed vial to 110 C in an oil bath for 3 hours. The reaction was cooled to room temperature and partitioned between EtOAc and water. The organic layer was washed with water, followed by brine, dried over Na2S04, filtered and concentrated. The product was purified by flash chromatography, eluting with a gradient from 0-50% EtOAc in hexanes (520 mg, 92%). NMR (400 MHz, CDC13) delta 7.42 (d, J= 0.9 Hz, 1H), 7.25 (dd, J = 7.9, 1.3 Hz, 1H), 7.17 (d, J = 7.9 Hz, 1H), 6.20 – 6.16 (m, 1H), 2.73 – 2.65 (m, 2H), 2.59 – 2.50 (m, 2H), 2.38 (s, 3H), 2.10 – 1.96 (m, 2H).

The synthetic route of 89794-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; DOUTY, Brent; BUESKING, Andrew W.; BURNS, David M.; COMBS, Andrew P.; FALAHATPISHEH, Nikoo; JALLURI, Ravi Kumar; LEVY, Daniel; POLAM, Padmaja; SHAO, Lixin; SHEPARD, Stacey; SHVARTSBART, Artem; SPARKS, Richard B.; YUE, Eddy W.; (355 pag.)WO2019/79469; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 89794-02-5, 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. 89794-02-5, name is 4-Bromo-2-chlorotoluene, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 10.0 mmol of the salt (II) were suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel under a nitrogen atmosphere, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) was added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic was diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture was heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension was discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. Examples 15, 18, 20 and 27 and 46-52 were extracted from the aqueous phase with 100 ml of ethyl acetate, the solvent was distilled off under reduced pressure and the resulting oils were isolated. The isolated yield for Example 1 that was prepared by this method was 2.87 g (72% of theory), whereas Example 1 prepared according to DE 198 50 139 A1 was obtained in a yield of 47% of theory.The composition of Examples 1-76 and selected physical properties are summarized in Table 2.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-2-chlorotoluene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, molecular formula is C7H6BrCl, 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. Formula: C7H6BrCl

Mg turnings (11.3 g) in a flask with a rubber septum were stirred vigorously under high vacuum for 2-3 h. The flask was filled with N2 and THF (150 mL), then a solution of 4-bromo-2-chloro-toluene (95.7 g, 0.4658 mol) in THF (300 mL) was added starting with 50 mL, then dropwise, while the internal temperature was maintained below 40 0C. The mixture was stirred overnight, then diluted with THF (200 mL) and compoudn T-2 was added slowly. The temperature was maintained under 40 0C using ice and water. Upon completion of addition, stirring was continued at room temperature for 2 h. Then the reaction mixture was poured into NH4Cl (saturated aqueous, 2 L) and adjusted to pH 5 with 2 N HCl (about 300 mL). The organic layer was separated and the aqueous layer was extracted with toluene twice. The combined organic layers were washed with water, then heated at reflux for 4-5 h. Then the mixture volume was reduced to ~50% by atmospheric distillation until the temperature reached 110 0C. The mixture was maintained at reflux for 3 h and stirred at room temperature overnight. Pyridine (35 mL) was added and the mixture was kept at 50 0C for 10 minutes. Crystallization by the addition of heptane afforded compound T-3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 89794-02-5, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2007/47496; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 89794-02-5, A common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, molecular formula is C7H6BrCl, 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.

10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic is diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

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; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 89794-02-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 89794-02-5 name is 4-Bromo-2-chlorotoluene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

l-(3-Chloro-4-methylphenyl)-3-phenylpiperazine (compound of type 14, Figure 11): 2-phenyl- piperazine (0.13 g, 0.80 mmol), 2-Cl-4-Br-toluene (0.10 ml, 0.76 mmol), Pd2dba3 (0.07 g, 0.08 mmol), BINAP (0.048 g, 0.08 mmol) and OtBu (0.13 g, 1.14 mmol) were stirred in toluene (2 mL) at 80C. Aqueous work up, dichloromethane extraction and removal of volatiles was followed by flash chromatography separation using ethyl acetate gradient ( 10-60%) in hexanes to afford 0.13 g (56%) of l-(3–Chloro-4-methylphenyl)-3 -phenylpiperazine 14. 1H – NMR (CDC13, 400 MHz, delta ppm) 7.46-7.44 (m, 2H), 7.39-7.29 (m, 3H), 7.08 (d, / = 8.4 Hz, 1H), 6.91 (d, / = 2.8 Hz, 1H), 6.75 (dd, / = 8.8, 2.8 Hz, 1H), 3.96 (dd, / = 10.4, 2.8 Hz, 1H), 3.57-3.54 (m, 2H), 3.24 (dt, / = 11.6, 3.2 Hz, 1H), 2.86 (td, / = 11.6, 3.2 Hz, 1H), 2.68 (t, / = 11.2 Hz, 1H), 2.27 (s, 3H).

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

Reference:
Patent; SHIFA BIOMEDICAL CORPORATION; ABDEL-MEGUID, Sherin, Salaheldin; ABOU-GHARBIA, Magid; BLASS, Benjamin; CHILDERS, Wayne; ELSHOURBAGY, Nabil; GHIDU, Victor; MARTINEZ, Rogelio; MEYERS, Harold; MOUSA, Shaker, A.; WO2014/150395; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 89794-02-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 89794-02-5 name is 4-Bromo-2-chlorotoluene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic is diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

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

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 89794-02-5, These common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, 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.

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 10.0 mmol of the salt (II) were suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel under a nitrogen atmosphere, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) was added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic was diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture was heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension was discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. Examples 15, 18, 20 and 27 and 46-52 were extracted from the aqueous phase with 100 ml of ethyl acetate, the solvent was distilled off under reduced pressure and the resulting oils were isolated. The isolated yield for Example 1 that was prepared by this method was 2.87 g (72% of theory), whereas Example 1 prepared according to DE 198 50 139 A1 was obtained in a yield of 47% of theory.The composition of Examples 1-76 and selected physical properties are summarized in Table 2.

The synthetic route of 89794-02-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 89794-02-5, name is 4-Bromo-2-chlorotoluene, 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. Product Details of 89794-02-5

General procedure: 10.0 mmol of the specified boronic ester (I; R1), 30.0 mmol of magnesium turnings and 5.0 mmol of the salt (II) are suspended in a mixture of 3.40 g of anhydrous toluene and 0.73 g of anhydrous tetrahydrofuran in a dry four-neck flask under a nitrogen atmosphere with a mechanical stirrer, thermometer, metal condenser and pressure-equalized dropping funnel, and stirred vigorously for 30 min. The appropriate haloaromatic (III, R4) is added to this solution, at first in undiluted form, until the onset of exothermicity signals the start of the reaction. The remaining total amount of 30.6 mmol of haloaromatic is diluted with 10.0 g of anhydrous toluene and 10.0 g of anhydrous tetrahydrofuran and added dropwise at such a rate that the internal temperature does not exceed 45 C. On completion of addition, the reaction mixture is heated at reflux for 1 h or until the dissolution of the magnesium was complete. The resulting suspension is discharged onto 50 g of ice-water, and the resulting solids are isolated, washed with cold water and dried under reduced pressure. The composition of Examples 77-91 and selected physical properties are summarized in Table 3.

The synthetic route of 4-Bromo-2-chlorotoluene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Covestro Deutschland AG; ROeLLE, Thomas; BERNETH, Horst; HOeNEL, Dennis; BRUDER, Friedrich-Karl; (34 pag.)US2019/276479; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics