Category: 42137-88-2

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. 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C11H15Cl2NO2S

3.4 g (0.0156 mole) of levorotatory (-)-(4-chlorophenyl)phenylmethylamine(prepared in accordance with Example 1.1 of U.S. Patent No. 5478941 ) and 5.1 g(0.0172 mol) of N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide (prepared inExample 2.3 of U.S. Patent No. 5478941 ) in 6 ml_ (4.4 g or 0.0343 mol) of ethyldiisopropylamine are mixed in a 25 ml_ round-bottomed flask. The mixture is heated under reflux (127 0C) for 4 hours and then cooled, with stirring, to 86 0C and 13.8 ml_ of methanol are added at once. The mixture is then cooled in an ice bath and still stirred for 1 hour. The precipitate which forms is filtered off, washed with 10 ml_ of methanol and dried under vacuum at 40 0C. The product is recrystallized from a 3:1 (v/v) mixture of methanol and acetone. 6 g of levorotatory(-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine are obtained.M. P: 171.1 0C. Yield: 87.2%.[alpha]D25: -40.68 (c=1 , toluene)Optical purity: 100%Analysis for C24H25CIN2O2S in %:CaIc: C 65.37, H 5.71 , N 6.35, Cl 8.04, S 7.27Found: C 65.95, H 5.80, N 6.60, Cl 8.12, S 7.33

According to the analysis of related databases, 42137-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; RAMAYYA, Vaddadi Pattabhi; WO2009/62036; (2009); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 42137-88-2,Some common heterocyclic compound, 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, molecular formula is C11H15Cl2NO2S, 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 stirred solution of (R)-1-(benzo[d][1,3]dioxol-5-yl)ethan-1-amine (2 g, 12.1 mmol) in DIPEA (4.22 mL, 24.2 mmol), N,N-bis(2-chloroethyl)-p-toluene sulfonamide (3.9 g, 13.3 mmol) was added at rt and the resulting mixture was heated to 105 C for 18 h. Completion of the reaction was confirmed by TLC. Reaction mixture was diluted with water (30 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layer was dried over Na2SO4 and evaporated under vacuum. To the resulting crude solid hexane (50 mL) was added, and the resulting mixture was stirred for 10 min at rt. It was filtered and the solid was washed with Et2O (2 x 50 mL) and dried under vacuum to give the title compound. Yield: 63.8% (3 g, off white solid). 1H NMR (400 MHz, DMSO-d6): delta 7.59 (d, J = 8.4 Hz, 2H), 7.45 (d, J = 8.0 Hz, 2H), 6.81-6.77 (m, 2H), 6.69-6.6 (m, 1H), 5.97-5.95 (m, 2H), 3.35-3.31 (m, 1H), 2.81-2.80 (m, 4H), 2.42 (s, 3H), 2.36-2.32 (m, 4H), 1.18 (d, J= 6.8 Hz, 3H). LCMS: (Method A) 389.0 (M+H), Rt. 3.39 min, 98.9% (Max). HPLC: (Method A) Rt. 3.30 min, 99.53% (Max), Chiral HPLC: (Method A) Rt. 15.54 min, 97.58%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, its application will become more common.

Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, belongs to amides-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 42137-88-2, Recommanded Product: N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide

Alternatively, Intermediate 1 can be prepared from commercially available starting materials 5-iodo-methoxyaniline and N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide. Treatment of 5-iodo-methoxyaniline and N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide with sodium carbonate and potassium iodide in cyclohexanol at 160 C. will provide 1-(5-iodo-2-methoxyphenyl)-4-tosylpiperazine. Coupling of 1-(5-iodo-2-methoxyphenyl)-4-tosylpiperazine with sodium 3-(difluoromethoxy)benzenesulfinate can be accomplished by treatment with Xantphos, cesium carbonate, and tetrabutyl ammonium chloride. The resulting 1-(5-(3-(difluoromethoxy)phenylsulfonyl)-2-methoxyphenyl)-4-tosylpiperazine can be converted to Intermediate 1 by treatment with concentrated sulfuric acid at 50 C. for 5 hours.

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, N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Black, Lawrence A.; US2014/120036; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 42137-88-2

1-[1-(4-Bromo-phenyl)-1-methyl-ethyl]-4-(toluene-4-sulfonyl)-piperazine To a solution of 1-(4-bromo-phenyl)-1-methyl-ethylamine (400 mg, 1.84 mmol) in diisopropylethylamine (4 mL) was added N,N-bis(2-chloroethyl)-4-methylbenzene sulphonamide (500 mg, 1.68 mmol) and the reaction subjected to microwave irradiation at 150 C. for 9 h afterwhich time the reaction was concentrated in vacuo and the crude residue purified by reverse phase preparative HPLC-MS to afford 1-[1-(4-bromo-phenyl)-1-methyl-ethyl]-4-(toluene-4-sulfonyl)-piperazine as a peach solid (375 mg, 47%). AnalpH2_MeOH-4 min(1): RT 3.04 min; m/z 437/439 [M+1]+.

According to the analysis of related databases, 42137-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ashworth, Alan; Lord, Christopher James; Elliot, Richard James Rowland; Niculescu-Duvaz, Dan; Porter, Roderick; Boffey, Raymond John; Bayford, Melanie Jayne; Firth-Clark, Stuart; Jarvis, Ashley Nicholas; Perrior, Trevor Robert; Key, Rebekah Elisabeth; US2015/99732; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide

3.4 g (0.0156 mole) of levorotatory (-)-(4-chlorophenyl)phenylmethylamine(prepared in accordance with Example 1.1 of U.S. Patent No. 5478941 ) and 5.1 g(0.0172 mol) of N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide (prepared inExample 2.3 of U.S. Patent No. 5478941 ) in 6 ml_ (4.4 g or 0.0343 mol) of ethyldiisopropylamine are mixed in a 25 ml_ round-bottomed flask. The mixture is heated under reflux (127 0C) for 4 hours and then cooled, with stirring, to 86 0C and 13.8 ml_ of methanol are added at once. The mixture is then cooled in an ice bath and still stirred for 1 hour. The precipitate which forms is filtered off, washed with 10 ml_ of methanol and dried under vacuum at 40 0C. The product is recrystallized from a 3:1 (v/v) mixture of methanol and acetone. 6 g of levorotatory(-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine are obtained.M. P: 171.1 0C. Yield: 87.2%.[alpha]D25: -40.68 (c=1 , toluene)Optical purity: 100%Analysis for C24H25CIN2O2S in %:CaIc: C 65.37, H 5.71 , N 6.35, Cl 8.04, S 7.27Found: C 65.95, H 5.80, N 6.60, Cl 8.12, S 7.33

According to the analysis of related databases, 42137-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; RAMAYYA, Vaddadi Pattabhi; WO2009/62036; (2009); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 42137-88-2,Some common heterocyclic compound, 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, molecular formula is C11H15Cl2NO2S, 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 stirred solution of (R)-1-(benzo[d][1,3]dioxol-5-yl)ethan-1-amine (2 g, 12.1 mmol) in DIPEA (4.22 mL, 24.2 mmol), N,N-bis(2-chloroethyl)-p-toluene sulfonamide (3.9 g, 13.3 mmol) was added at rt and the resulting mixture was heated to 105 C for 18 h. Completion of the reaction was confirmed by TLC. Reaction mixture was diluted with water (30 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layer was dried over Na2SO4 and evaporated under vacuum. To the resulting crude solid hexane (50 mL) was added, and the resulting mixture was stirred for 10 min at rt. It was filtered and the solid was washed with Et2O (2 x 50 mL) and dried under vacuum to give the title compound. Yield: 63.8% (3 g, off white solid). 1H NMR (400 MHz, DMSO-d6): delta 7.59 (d, J = 8.4 Hz, 2H), 7.45 (d, J = 8.0 Hz, 2H), 6.81-6.77 (m, 2H), 6.69-6.6 (m, 1H), 5.97-5.95 (m, 2H), 3.35-3.31 (m, 1H), 2.81-2.80 (m, 4H), 2.42 (s, 3H), 2.36-2.32 (m, 4H), 1.18 (d, J= 6.8 Hz, 3H). LCMS: (Method A) 389.0 (M+H), Rt. 3.39 min, 98.9% (Max). HPLC: (Method A) Rt. 3.30 min, 99.53% (Max), Chiral HPLC: (Method A) Rt. 15.54 min, 97.58%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, its application will become more common.

Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 42137-88-2 as follows. category: amides-buliding-blocks

N,N-Bis(2-chloroethyl)-p-toluenesulfonamide (171 mg, 0.576 mmol), potassium iodide (191 mg, 1.15 mmol) and K2C03 (159 mg, 1.15 mmol) were added to a stirring solution of N1- (5-chloro-4-(lH-indol-3-yl)pyrimidin-2-yl)bicyclo[3.2.1]octane-l,5-diamine_(195 mg, 0.384 mmol). The resulting mixture was then heated at 130 C for 16h. The solution was cooled to room temperature, diluted with EtOAc (100 mL) and washed with H20 three times (50 mL). The organics were combined, dried over Na2S04, filtered and evaporated to dryness. The mixture was purified by Si02 column (DCM/EtOAc 0 to 60% gradient) and afforded the title compound (133 mg, 0.182 mmol, 47%) as an off white solid.

According to the analysis of related databases, 42137-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; SPROTT, Kevin; MARINEAU, Jason, J.; SCHMIDT, Darby; BRADLEY, Michael; CIBLAT, Stephane; SIDDIQUI, M., Arshad; KABRO, Anzhelika; LEBLANC, Melissa; LEGER, Serge; ROY, Stephanie; WINTER, Dana, K.; MILLER, Tom; RIPKA, Amy; LI, Dansu; WO2015/154039; (2015); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 42137-88-2,Some common heterocyclic compound, 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, molecular formula is C11H15Cl2NO2S, 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 suspension of N-(4-(aminomethyl)-3-(trifluoromethyl)phenyl)-3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methylbenzamide (If) (3.22 g, 7.18 mmol) in diisopropylethylamine (2.49 mL, 14.32 mmol) was charged N,N-bis(2-chloroethyl)-4-toluenesulfonamide (2.13 g, 7.18 mmol). The reaction mixture was heated to reflux (-130 C.) for 36 h. The progress of the reaction was monitored by TLC. The reaction mixture was transferred into a mixture of deionized water (6 mL), ice (20 g), potassium carbonate (7 g), and dichloromethane (25 mL). The layers were separated and the aqueous layer extracted with dichloromethane (3*5 mL). The combined organic layers were treated with activated charcoal, dried over magnesium sulfate, and then evaporated to dryness under vacuum to give the product 3-(imidazo[1,2-b]pyridazin-3-ylethynyl)-4-methyl-N-(4-((4-tosylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)benzamide (Ig) (2.2 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, its application will become more common.

Reference:
Patent; Apicore, LLC; Kovi, Ravishanker; Kannapan, Jayaraman; Thakor, Sanjay F.; Patel, Rajesh A; US2014/343282; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, 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. 42137-88-2

A1. Levorotatory (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine. 3.4 g (0.0156 mole) of levorotatory (-)-(4-chlorophenyl)phenylmethylamine (prepared in Example 1.1) and 5.1 g (0.0172 mole) of N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide (prepared in Example 2.3) in 6 ml (4.4 g or 0.0343 mole) of ethyldiisopropylamine are mixed in a 25 ml round-bottomed flask. The mixture is heated under reflux (127 C.) for 4 hours and then cooled, with stirring, to 86 C. and 13.8 ml of methanol are added at once. The mixture is then cooled in an ice bath and still stirred for 1 hour. The precipitate which forms is filtered off, washed with 10 ml of methanol and dried under vacuum at 40 C. The product is recrystallized from a 3:1 (v/v) mixture of methanol and acetone. 6 g of levorotatory (-)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine are obtained. M.P. 171.1 C. Yield: 87.2%. [alpha]D25:-40.68 (c=1, toluene) Optical purity: 100% Analysis for C24 H25 ClN2 O2 S in %: Calc.: C 65.37H 5.71 N 6.35 Cl8.04 S 7.27 Found: 65.95 5.80 6.60 8.12 7.33

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 42137-88-2.

Reference:
Patent; U C B, S.A.; US5478941; (1995); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

42137-88-2, 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. 42137-88-2, name is N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows.

B. Dextrorotatory (+)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine. 57 g (0.2618 mole) of dextrorotatory (+)-(4-chlorophenyl)phenylmethylamine (prepared in Example 1.2) and 86.4 g (0.2917 mole) of N,N-bis(2-chloroethyl)-4-methylbenzenesulfonamide (prepared in Example 2.3) are added to 200 ml (1.15 mole) of ethyldiisopropylamine in a 500 ml three-necked round-bottomed flask. The mixture is heated under reflux for 3 hours, then poured in 400 ml of methanol and the mixture is cooled, in an ice bath, and stirred for 1 hour. The precipitate which forms is filtered off, washed with methanol and dried under vacuum at 50 C. 88.6 g of dextrorotatory (+)-1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine are obtained. M.P. 173.3 C. Yield: 76.7%. [alpha]D25: +43.2 (c=0.5, toluene). Optical purity: 98.35%. Analysis for C24 H25 ClN2 O2 S in %: Calc.: C 65.38 H 5.71 N 6.35 C 8.04 S 7.27 Found: 64.98 5.70 6.40 7.96 7.35

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; U C B, S.A.; US5478941; (1995); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics