Category: 35303-76-5

Adding a certain compound to certain chemical reactions, such as: 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, 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 35303-76-5, COA of Formula: C8H12N2O2S

General procedure: To a cooled solution of triphosgene (1.41mmol) in THF at 0°C, a mixture of primary amine (3.52mmol) and N,N-diisopropylethylamine (DIPEA, 7.04mmol) was added. The reaction mixture was stirred at the same temperature for 30min and then the other amine (3.52mmol) was added. The reaction mixture was slowly allowed to attain ambient temperature and further stirred for 8h. After the completion of the reaction, water was added to the reaction mixture and extracted using ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude mixture was subjected to column chromatography to obtain the pure compounds.

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:
Article; Manickam, Manoj; Jalani, Hitesh B.; Pillaiyar, Thanigaimalai; Boggu, Pulla Reddy; Sharma, Niti; Venkateswararao, Eeda; Lee, You-Jung; Jeon, Eun-Seok; Son, Min-Jeong; Woo, Sun-Hee; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1869 – 1887;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 35303-76-5, The chemical industry reduces the impact on the environment during synthesis 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, I believe this compound will play a more active role in future production and life.

A solution of 4-(2-aminoethyl)benzenesulfonamide (80 mg, 0.40 mmol), AcOH (0.05 mL) and di-tert-butyl 4-(2-bromoacetamido)-4-(3-(tert-butoxy)-3- oxopropyl)heptanedioate (447 mg, 0.81 mmol) in DCE (20 mL) was stirred at 80 °C for 30 min under nitrogen. The reaction mixture was cooled to 0 °C, and treated with NaBH(QAc)3 (0,254 g, 1 ,2 mmol). The reaction mixture was stirred at room temperature for overnight and decomposed with water. The reaction mixture was extracted with DCM. The organic layer was dried and concentrated under reduced pressure. The residue was purified by biotage over silica gel to afford the desired product (322 mg, 63percent). NMR (400 MHz, DMSO-d6) 7.77 (s, 2 H), 7.64 (d, J – 8.0 Hz, 2 H), 7.23 (s. 2 H), 7.21 (d, J = 8.4 Hz, 2 H), 7.01 (s, 2 H), 6.80 (s. 2 H), 4.57 (s. 4 H), 3.61 (s, 4 H), 2.79-2,62 (m, 4 H), 2,09 (t, J = 8.0 Hz, 12 H), 1.76 (t, J = 8.0 Hz, 12 H), 1.32 (s, 54 H); MS (ESI), 636.5 (M/2+H)+.

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, 4-(2-Aminoethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MOLECULAR INSIGHT PHARMACEUTICALS; BABICH, John, W; ZIMMERMAN, Craig; JOYAL, John; LU, Genliang; HILLIER, Shawn; MARESCA, Kevin, P; MARQUIS, John; WO2013/103813; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 35303-76-5, A common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, molecular formula is C8H12N2O2S, 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: One equivalent (eq) of starting dichlorotriazinyl benzenesulfonamide(1, 2 or 3) [3] was dissolved in DMF as a solvent. Then 1 eq of solid anhydrous potassium carbonate was added in portions. After 10 min of stirring 1 eq of the appropriate nucleophile was addedalso in portions. Reaction was stirred at 35°C until disappearance of starting material (monitored by TLC: CH3OH was used as eluent,detection with UV light and ninhydrin). After completion of the reaction was crushed ice added to the reaction mixture and the precipitate formed was collected by filtration. Purification of a crude product was made by its solution in acetone and pure product was precipitated by addition of isopropyl alcohol.

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:
Article; Havrankova, Eva; Csoellei, Jozef; Vullo, Daniela; Garaj, Vladimir; Pazdera, Pavel; Supuran, Claudiu T.; Bioorganic Chemistry; vol. 77; (2018); p. 25 – 37;,
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 35303-76-5 as follows. HPLC of Formula: C8H12N2O2S

To solid reagents 4-(2-aminoethyl)benzenesulfonamide (2.00 g, 9.99 mmol) and dihydrofuran-2,5-dione (0.999 g, 9.99 mmol) was added THF (30 mL). The reaction mixture was stirred at 60 C for 7 hrs. Solvent was evaporated under reduced pressure to give 4-oxo-4-((4- sulfamoylphenethyl)amino)butanoic acid (3.00 g, 9.99 mmol, 100 % yield) as a white solid.1H NMR (400 MHz, DMSO-d6) delta 12.09 (s, 1H), 7.96 (t, J = 5.6 Hz, 1H), 7.72 (d, J = 8.1 Hz, 2H), 7.38 (d, J = 8.1 Hz, 2H), 7.29 (s, 2H), 3.26 (q, J = 6.8 Hz, 2H), 2.76 (t, J = 7.2 Hz, 2H), 2.40 (t, J = 6.9 Hz, 2H), 2.27 (t, J = 6.9 Hz, 2H); MS (ESI), 301.1 (M+H)+.

According to the analysis of related databases, 35303-76-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WAVE LIFE SCIENCES LTD.; ZHANG, Jason Jingxin; SHIVALILA, Chikdu Shakti; VARGEESE, Chandra; IWAMOTO, Naoki; (469 pag.)WO2019/75357; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 35303-76-5, The chemical industry reduces the impact on the environment during synthesis 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, I believe this compound will play a more active role in future production and life.

A solution of 4-(2-aminoethyl)benzenesulfonamide (80 mg, 0.40 mmol), AcOH (0.05 mL) and di-tert-butyl 4-(2-bromoacetamido)-4-(3-(tert-butoxy)-3- oxopropyl)heptanedioate (447 mg, 0.81 mmol) in DCE (20 mL) was stirred at 80 °C for 30 min under nitrogen. The reaction mixture was cooled to 0 °C, and treated with NaBH(QAc)3 (0,254 g, 1 ,2 mmol). The reaction mixture was stirred at room temperature for overnight and decomposed with water. The reaction mixture was extracted with DCM. The organic layer was dried and concentrated under reduced pressure. The residue was purified by biotage over silica gel to afford the desired product (322 mg, 63percent). NMR (400 MHz, DMSO-d6) 7.77 (s, 2 H), 7.64 (d, J – 8.0 Hz, 2 H), 7.23 (s. 2 H), 7.21 (d, J = 8.4 Hz, 2 H), 7.01 (s, 2 H), 6.80 (s. 2 H), 4.57 (s. 4 H), 3.61 (s, 4 H), 2.79-2,62 (m, 4 H), 2,09 (t, J = 8.0 Hz, 12 H), 1.76 (t, J = 8.0 Hz, 12 H), 1.32 (s, 54 H); MS (ESI), 636.5 (M/2+H)+.

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, 4-(2-Aminoethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MOLECULAR INSIGHT PHARMACEUTICALS; BABICH, John, W; ZIMMERMAN, Craig; JOYAL, John; LU, Genliang; HILLIER, Shawn; MARESCA, Kevin, P; MARQUIS, John; WO2013/103813; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 35303-76-5, A common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, molecular formula is C8H12N2O2S, 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: One equivalent (eq) of starting dichlorotriazinyl benzenesulfonamide(1, 2 or 3) [3] was dissolved in DMF as a solvent. Then 1 eq of solid anhydrous potassium carbonate was added in portions. After 10 min of stirring 1 eq of the appropriate nucleophile was addedalso in portions. Reaction was stirred at 35°C until disappearance of starting material (monitored by TLC: CH3OH was used as eluent,detection with UV light and ninhydrin). After completion of the reaction was crushed ice added to the reaction mixture and the precipitate formed was collected by filtration. Purification of a crude product was made by its solution in acetone and pure product was precipitated by addition of isopropyl alcohol.

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:
Article; Havrankova, Eva; Csoellei, Jozef; Vullo, Daniela; Garaj, Vladimir; Pazdera, Pavel; Supuran, Claudiu T.; Bioorganic Chemistry; vol. 77; (2018); p. 25 – 37;,
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 35303-76-5 as follows. name: 4-(2-Aminoethyl)benzenesulfonamide

To solid reagents 4-(2-aminoethyl)benzenesulfonamide (2.00 g, 9.99 mmol) and dihydrofuran-2,5-dione (0.999 g, 9.99 mmol) was added THF (30 mL). The reaction mixture was stirred at 60 C for 7 hrs. Solvent was evaporated under reduced pressure to give 4-oxo-4-((4- sulfamoylphenethyl)amino)butanoic acid (3.00 g, 9.99 mmol, 100 % yield) as a white solid.1H NMR (400 MHz, DMSO-d6) delta 12.09 (s, 1H), 7.96 (t, J = 5.6 Hz, 1H), 7.72 (d, J = 8.1 Hz, 2H), 7.38 (d, J = 8.1 Hz, 2H), 7.29 (s, 2H), 3.26 (q, J = 6.8 Hz, 2H), 2.76 (t, J = 7.2 Hz, 2H), 2.40 (t, J = 6.9 Hz, 2H), 2.27 (t, J = 6.9 Hz, 2H); MS (ESI), 301.1 (M+H)+.

According to the analysis of related databases, 35303-76-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WAVE LIFE SCIENCES LTD.; ZHANG, Jason Jingxin; SHIVALILA, Chikdu Shakti; VARGEESE, Chandra; IWAMOTO, Naoki; (469 pag.)WO2019/75357; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, belongs to amides-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. Quality Control of 4-(2-Aminoethyl)benzenesulfonamide

General procedure: To a cooled solution of triphosgene (1.41mmol) in THF at 0¡ãC, a mixture of primary amine (3.52mmol) and N,N-diisopropylethylamine (DIPEA, 7.04mmol) was added. The reaction mixture was stirred at the same temperature for 30min and then the other amine (3.52mmol) was added. The reaction mixture was slowly allowed to attain ambient temperature and further stirred for 8h. After the completion of the reaction, water was added to the reaction mixture and extracted using ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude mixture was subjected to column chromatography to obtain the pure compounds.

The synthetic route of 35303-76-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Manickam, Manoj; Jalani, Hitesh B.; Pillaiyar, Thanigaimalai; Boggu, Pulla Reddy; Sharma, Niti; Venkateswararao, Eeda; Lee, You-Jung; Jeon, Eun-Seok; Son, Min-Jeong; Woo, Sun-Hee; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1869 – 1887;,
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 35303-76-5 as follows. Safety of 4-(2-Aminoethyl)benzenesulfonamide

DCE (20 mL) in 4- (2-aminoethyl)benzenesulfonamide(110mg, 0.55mmol), AcOH (0.10mL) and tert- butyl 2- (2-formyl -1H-imidazol-1-yl) acetic acid (250mg, 1.19mml) a solution containing the mixturewas stirred for 30 minutes at 80 under nitrogen. The reaction mixture was cooled to 0 , and treated with NaBH (OAc) 3 (3.165g,15mmol). The reaction mixture was stirred at room temperature overnight anddecomposed with water. The reaction mixture was extracted with DCM. The organiclayer was dried and concentrated in vacuo. The residue was purified by flashchromatography on silica gel, tert-butyl 2,2 ‘- (2,2’ – (4-sulfamoyl-phenethylaza screw-yl) bis (methylene) bis (lH-imidazole-2,1 diyl)) resulted diacetate(132mg, 41percent).

According to the analysis of related databases, 35303-76-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MOLECULAR INSIGHT PHARMACEUTICALS INCORPORATED; BABICH, JOHN W; (133 pag.)JP5856247; (2016); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 35303-76-5, A common heterocyclic compound, 35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, molecular formula is C8H12N2O2S, 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: The 1.0M solution of 4-amino-/aminomethyl-/aminoethyl-benzenesulfonamide (1 equiv) in acetone (100mL) was added dropwise into a vigorously stirred suspension of cyanuric chloride (1 equiv) in acetone (100mL) at 0C. The white reaction mixture was stirred at the same temperature for 30min. After that the 1.7M aqueous solution of NaOH (1 equiv) was added during a period of 20min. Stirring was continued for 1h, and the reaction was quenched by the addition of slush (100mL). After reaction was completed, the resulted solid was filtered off, washed and dried under high vacuum. The product was crystalized from acetone affording the compounds 1-3 as a white solid.

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:
Article; Miku?, Peter; Kraj?iova, Dominika; Mikulova, Maria; Horvath, Branislav; Pecher, Daniel; Garaj, Vladimir; Bua, Silvia; Angeli, Andrea; Supuran, Claudiu T.; Bioorganic Chemistry; vol. 81; (2018); p. 241 – 252;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics