Category: 103-76-4

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Chloro-2-nitroaniline (2?g, 11.6?mmol) was taken in dry DMF (5?ml) and 2-piperazin-1-yl-ethanol (3g, 23.08?mmol) and K2CO3 (4.8?g, 34.6?mmol) were added to the solution. This mixture was then heated at 110?C under N2 atmosphere for 12?h until the disappearance of 5-chloro-2-nitroaniline. The crude compound was suspended in water and the product was extracted with ethyl acetate. The organic layer was washed twice with water, dried over anhydrous Na2SO4 and concentrated. This resulted in a pure product as confirmed by TLC (1% MeOH/CHCl3 on pre-coated silica gel) and was isolated as a bright yellow solid (2.93?g, 95% yield). 1H NMR (300?MHz, CDCl3) delta ppm 2.59-2.65 (m, 6H), 3.4 (t, J?=?4.8, 4H), 3.7 (t, J?=?4.8, 2H), 5.95 (d, J?=?2.7, 1H), 6.1 (bs, 2H, NH2), 6.29 (dd, J?=?9.3, J?=?2.7, 1H), 8.02 (d, J?=?9.3, 1H); HRMS: m/z = 267.1457 [M+H]+, Calcd. = 267.1457 [M+H]+; mp 163?C.

103-76-4, The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Kaulage, Mangesh H.; Maji, Basudeb; Pasadi, Sanjeev; Ali, Asfa; Bhattacharya, Santanu; Muniyappa; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 178 – 194;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-Chloro-2-nitroaniline (2?g, 11.6?mmol) was taken in dry DMF (5?ml) and 2-piperazin-1-yl-ethanol (3g, 23.08?mmol) and K2CO3 (4.8?g, 34.6?mmol) were added to the solution. This mixture was then heated at 110?C under N2 atmosphere for 12?h until the disappearance of 5-chloro-2-nitroaniline. The crude compound was suspended in water and the product was extracted with ethyl acetate. The organic layer was washed twice with water, dried over anhydrous Na2SO4 and concentrated. This resulted in a pure product as confirmed by TLC (1% MeOH/CHCl3 on pre-coated silica gel) and was isolated as a bright yellow solid (2.93?g, 95% yield). 1H NMR (300?MHz, CDCl3) delta ppm 2.59-2.65 (m, 6H), 3.4 (t, J?=?4.8, 4H), 3.7 (t, J?=?4.8, 2H), 5.95 (d, J?=?2.7, 1H), 6.1 (bs, 2H, NH2), 6.29 (dd, J?=?9.3, J?=?2.7, 1H), 8.02 (d, J?=?9.3, 1H); HRMS: m/z = 267.1457 [M+H]+, Calcd. = 267.1457 [M+H]+; mp 163?C.

103-76-4, The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Kaulage, Mangesh H.; Maji, Basudeb; Pasadi, Sanjeev; Ali, Asfa; Bhattacharya, Santanu; Muniyappa; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 178 – 194;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

1 mol of N-hydroxyethylpiperazine and25% by mass aqueous solution of ammonium vinyl sulfonate (containing 1.10 mol of ammonium vinyl sulfonate)Was added to a 1000 mL four-necked flask equipped with a reflux tube,The addition reaction is carried out with sufficient stirring;The reaction was carried out at 60 C for 1.5 hours,And then gradually warming boiling reflux,And continue to react for 2.5 hours;then,The reaction was quenched to give a reaction mother liquor containing 4-hydroxyethylpiperazine ethanesulfonate.By high performance liquid chromatography,The yield of ammonium 4-hydroxyethylpiperazine ethanesulfonate was calculated to be 89.4%.A reaction mother liquor containing 0.5 mol HEPES-NH4 was placed in a 500 mL beaker,Under stirring,27.5 g of concentrated sulfuric acid (98 wt%) was slowly added dropwise at room temperature,Then stir,And acidified at 0 C for 1 hour.Into the low temperature thermostat bath, cooling to -15 ,Cooling crystallization for 0.5 hours,Remove the sodium sulfate by filtration.The filtrate was placed in a beaker,Constantly stirring,Slowly add 3.0 g of Ba (OH) 2,Reaction for 1 hour,Remove the remaining sulfate.Adding 5 g of activated carbon decolorization and filtering by filtration to obtain the filtrate,By rotary evaporation to anhydrous,To obtain a solid primary purified product.The solid was washed twice with 500 ml of methanol,500ml ethanol once,And then vacuum drying,Get high purity HEPES.

103-76-4, 103-76-4 N-(2-Hydroxyethyl)piperazine 7677, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Shandong University of Technology; Cui Hongyou; Wang Jiangang; Zhu Liwei; Liu Ransheng; Yang Yong; Wang Yang; (8 pag.)CN104803949; (2017); B;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

20 mmol of 4,6-dichloro-2-methylpyrimidine, 40mmol K3PO4 was dissolved in 100mL N,N-dimethylacetamide, stirring,0.3 mmol of 1-butyl-3-methylimidazolium glycinate and 22 mmol of N-hydroxyethylpiperazine were added in this order, and the mixture was reacted at 80 C for 2 h, and then cooled to room temperature. Add 22 mmol of 2-amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide, The reaction was continued at 80 C for 3 h. After the reaction was completed, it was cooled to room temperature and poured into ice water. It was extracted with ethyl acetate three times (3×50 mL), and the ethyl acetate phase was combined. The organic layer was washed with anhydrous Na2SO4 to give a crude product. The crude product was added to 100 mL of an 80% aqueous ethanol solution, and 2 g of activated carbon was added thereto with stirring. After refluxing for 30 min, it was filtered while hot, and the filtrate was recrystallized overnight and filtered. The filter cake was washed with ice-cold 80% aqueous ethanol and dried. That is, 8.72 g of a white solid was obtained, the yield was 89.31%, and the purity was 99.94%., 103-76-4

The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Li Mingjie; Li Chenglong; Li Cheng; (12 pag.)CN109678853; (2019); A;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 30 2-piperazin-1-ylethyl 4-phenylpiperazine-1-carboxylate trihydrochloride To a solution of 1-(2-hydroxyethyl)piperazine (51.7 g, 398 mmol) in DCM (500 mL) was added NEt3 (70.0 mL, 526 mmol) and di-tert-butyl dicarbonate (80.0 g, 367 mmol). The reaction mixture was stirred overnight at room temperature then washed with 1 M aq Na2CO3 solution (2*300 mL), dried (MgSO4) and concentrated in vacuo to give tert-butyl 4-(2-hydroxyethyl)piperazine-1-carboxylate (66.0 g, 72%) as a colourless oil. Analytical LCMS: (System D RT=1.54 min), ES+: 231.4 [MH]-4., 103-76-4

103-76-4 N-(2-Hydroxyethyl)piperazine 7677, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Biovitrum AB; US2009/281087; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

2-(4-Methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate To a stirred solution of 1-(2-hydroxyethyl)piperazine (26.0 g, 0.2 mol) in DMF (200 mL) was added formic acid (752 mL, 0.2 mol) and formaldehyde (16.2 g, 0.2 mol, 37% solution in water) The reaction mixture was cautiously heated at 100 C. for 2 hours then stirred overnight at room temperature. The solvent was removed in vacuo. This procedure was repeated 3 further times to give ~100 g of product. The crude products were combined and distilled under vacuum to give, at 74 C., 2-(4-methylpiperazin-1-yl)ethanol (51 g, 44%) as a colourless liquid. Analytical LCMS: (System C, RT=0.70 min), ES+: 145.1 [MH]+., 103-76-4

As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference：
Patent; Biovitrum AB; US2009/281087; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

An electrically-heated, mechanically stirred 1 liter autoclave was fitted with an vent valve connected in turn to a condenser and receiver assembly, a bottom valve, a thermowell, a pressure gauge, an inlet line for feeding of reagents, and a pressure-relief valve. The receiver was placed on a balance to facilitate continuous determination of the amount of distillate collected in the receiver. The amine starting material, aqueous sodium 2-hydroxyethanesulfonate, and aqueous 50 percent sodium hydroxide were charged to the autoclave. With the isolation valve open, the reaction mixture was rapidly heated with stirring until condensate was detected in the condenser/receiver. The mixture was further heated with continuous removal of water until the targeted amount of distillate had been removed. An analysis of the collected aqueous distillate was performed by UV spectroscopy to determine the amount of amine which co-distilled with the water. The isolation valve was then closed and the reaction mixture further heated to a target temperature in the range of 140-200 C. for 2-17 hours as specified in Examples 1-8. The reaction mixture was then cooled until the pressure dropped to 0 psig (ca. 110 C.) whereupon dilution water was added to dilute the concentrated reaction product. The resulting solution was then cooled to room temperature and drained from the reactor. Analysis of the product mixture was then performed by various chromatographic and spectroscopic procedures as indicated in the specific examples.; Procedure C A magnetically-stirred 70-mL fluoropolymer-lined steel autoclave was fitted with an internal thermocouple capable of determining the temperature of the liquid phase contained in the vessel, a pressure gauge, a pressure-relief valve, and a vent valve. The amine starting material, anhydrous or aqueous sodium 2-hydroxyethanesulfonate, and anhydrous or aqueous sodium hydroxide were charged to the open autoclave, which was then assembled and immersed in an electrically heated oil bath. With the vent valve closed, the stirred reaction mixture was rapidly heated to the reaction temperature and held at that temperature for the times specified in Examples 9, 10, and 13 below. The reaction mixture was then cooled to ambient temperature, the reactor opened, and the reaction product taken up in sufficient water to dissolve all solids., 103-76-4

103-76-4 N-(2-Hydroxyethyl)piperazine 7677, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Carroll, Glenn T.; Smith, Gary S.; Stringer, Gary E.; US2006/89509; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.103-76-4,N-(2-Hydroxyethyl)piperazine,as a common compound, the synthetic route is as follows.

2-(4-Methylpiperazin-1-yl)ethyl 4-nitrophenyl carbonate To a stirred solution of 1-(2-hydroxyethyl)piperazine (26.0 g, 0.2 mol) in DMF (200 mL) was added formic acid (752 mL, 0.2 mol) and formaldehyde (16.2 g, 0.2 mol, 37% solution in water) The reaction mixture was cautiously heated at 100 C. for 2 hours then stirred overnight at room temperature. The solvent was removed in vacuo. This procedure was repeated 3 further times to give ~100 g of product. The crude products were combined and distilled under vacuum to give, at 74 C., 2-(4-methylpiperazin-1-yl)ethanol (51 g, 44%) as a colourless liquid. Analytical LCMS: (System C, RT=0.70 min), ES+: 145.1 [MH]+., 103-76-4

As the paragraph descriping shows that 103-76-4 is playing an increasingly important role.

Reference：
Patent; Biovitrum AB; US2009/281087; (2009); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

An electrically-heated, mechanically stirred 1 liter autoclave was fitted with an vent valve connected in turn to a condenser and receiver assembly, a bottom valve, a thermowell, a pressure gauge, an inlet line for feeding of reagents, and a pressure-relief valve. The receiver was placed on a balance to facilitate continuous determination of the amount of distillate collected in the receiver. The amine starting material, aqueous sodium 2-hydroxyethanesulfonate, and aqueous 50 percent sodium hydroxide were charged to the autoclave. With the isolation valve open, the reaction mixture was rapidly heated with stirring until condensate was detected in the condenser/receiver. The mixture was further heated with continuous removal of water until the targeted amount of distillate had been removed. An analysis of the collected aqueous distillate was performed by UV spectroscopy to determine the amount of amine which co-distilled with the water. The isolation valve was then closed and the reaction mixture further heated to a target temperature in the range of 140-200 C. for 2-17 hours as specified in Examples 1-8. The reaction mixture was then cooled until the pressure dropped to 0 psig (ca. 110 C.) whereupon dilution water was added to dilute the concentrated reaction product. The resulting solution was then cooled to room temperature and drained from the reactor. Analysis of the product mixture was then performed by various chromatographic and spectroscopic procedures as indicated in the specific examples.; Procedure C A magnetically-stirred 70-mL fluoropolymer-lined steel autoclave was fitted with an internal thermocouple capable of determining the temperature of the liquid phase contained in the vessel, a pressure gauge, a pressure-relief valve, and a vent valve. The amine starting material, anhydrous or aqueous sodium 2-hydroxyethanesulfonate, and anhydrous or aqueous sodium hydroxide were charged to the open autoclave, which was then assembled and immersed in an electrically heated oil bath. With the vent valve closed, the stirred reaction mixture was rapidly heated to the reaction temperature and held at that temperature for the times specified in Examples 9, 10, and 13 below. The reaction mixture was then cooled to ambient temperature, the reactor opened, and the reaction product taken up in sufficient water to dissolve all solids., 103-76-4

103-76-4 N-(2-Hydroxyethyl)piperazine 7677, apiperazines compound, is more and more widely used in various fields.

Reference：
Patent; Carroll, Glenn T.; Smith, Gary S.; Stringer, Gary E.; US2006/89509; (2006); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

103-76-4, N-(2-Hydroxyethyl)piperazine is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Benzyl 4-(2-hydroxyethyl)piperazine-l-carboxylate (SD038) Benzylchloroformate (4.7 g, 27.6 mmol) in acetonitrile (30 mL) was added dropewise over 30 min to a solution of 1 -(2-hydroxyethyl)piperazine (3 g, 23 mmol) in water (30 mL) via an isobar cylindrical funnel. The pH was maintained around 8-9 by addition of a solution of NaOH 4N. The reaction was stirred overnight at room temperature. The mixture was first extracted with dichloromethane (100 mL) in order to remove the diprotected compound and then acidified with HC1 4N. The acidic aqueous phase was extracted twice with dichloromethane (2 x 100 mL). The organic phase was washed with brine and dried over anhydrous Na2S04. The solvent was removed under vacuum and the crude was purified by flash chromatography with the gradient of methanol in dichloromethane (0-8%) to yield 5.41 g (90%) of product SD038 as a colorless oil.

103-76-4, The synthetic route of 103-76-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; HALPERIN, Jose A.; CHOREV, Michael; AKTAS, Bertal Huseyin; WO2014/47437; (2014); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics