Downstream synthetic route of 541-59-3

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.541-59-3,Maleimide,as a common compound, the synthetic route is as follows.

541-59-3, Ethyl chloroformate (0.38 ml, 4 mmol) was added dropwise to a stirred solution maleimide (0.3 g, 3 mmol) and triethylamine (0.5 ml, 3.5 mmol) in dimethylformamide (2 ml) at 0-5 C. The reaction mixture was allowed to warm to room temperature and stand for 4 h. Methyl alcohol (1 ml) was added, diluted with chloroform (20 ml) and washed with water (3*10 ml). The chloroform solution was dried (Na2SO4) and concentrated in vacuum. The residue was purified in chloroform and hexane on a silica gel column to give N-ethoxycarbonyl-maleimide (yield 41%). 1H NMR (CDCl3) delta 1.34 (3H, t, CH3), 4.27 (2H, q, CH2), 6.21 (1H, d, CH=), 6.72 (1H, d, CH=).

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

Reference£º
Patent; Thermo Fisher Scientific Baltics UAB; Lagunavicius, Arunas; Tauraite, Daiva; Barkauskaite, Jurgita; Grinius, Leonas; (31 pag.)US9273304; (2016); B2;,
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Brief introduction of 541-59-3

The synthetic route of 541-59-3 has been constantly updated, and we look forward to future research findings.

541-59-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.541-59-3,Maleimide,as a common compound, the synthetic route is as follows.

Example 1 N-(Methoxycarbonyl)maleimide (Compound 1) Methylchloroformate (4.4 mL, 56.7 mmol, 1 eq) was added to a solution of maleimide (5.5 g, 56.7 mmol, 1 eq) and NMM (6.2 mL, 56.7 mmol, 1 eq) in 200 mL of EtOAc at 0 C. The suspension was stirred at 0 C. for 30 minutes, filtered and washed with EtOAc. Filtrate and washings were combined and washed with cold water and dried over anhydrous Na2SO4. After filtration and evaporation under vacuum a pink solid was obtained. Purification by column chromatography on silica gel (Hexane-EtOAc, 1:1, v/v) provided the product (4.8 g, 55%).

The synthetic route of 541-59-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ENZON PHARMACEUTICALS, INC.; US2010/233190; (2010); A1;,
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New learning discoveries about 541-59-3

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

541-59-3, Maleimide is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

541-59-3, Step 1: Preparation of 3-(4-bromophenyl)-1H-pyrrole-2,5-dioneA solution of hydrochloric acid (37percent, 13 mL) in water (5.5 mL) was added to 4-bromoaniline (7.48 g, 43.52 mmol) at r.t. with vigorous stirring and the formed precipitate was allowed to stir for 30 min. The reaction mixture was cooled to 0¡ã C. and a solution of sodium nitrite (3.30 g, 47.87 mmol) in water (9 mL) was added dropwise. At the end of diazotization, a clear yellow solution was obtained. Maleimide (8.45 g, 87.05 mmol) in acetone (35 mL) was added dropwise at 0¡ã C. and then the pH of the solution was adjusted to 3-3.5 by adding sodium acetate. CuCl2 (0.88 g, 6.57 mmol) was added to the vigorously stirred mixture. The reaction mixture was stirred at 0¡ã C. for 1 h and overnight at r.t. After completion of the reaction as confirmed by TLC, solvents were removed in vacuo to afford the crude compound, which was purified by column chromatography (silica gel, 4:6 EtOAc:Pet. ether) to afford the title compound as a yellow solid (5.8 g, 57percent).ESIMS (m/z): 252.3 (M+1)

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

Reference£º
Patent; PANACEA BIOTEC LTD.; US2012/165320; (2012); A1;,
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Some tips on 541-59-3

541-59-3 Maleimide 10935, apyrrolines compound, is more and more widely used in various.

541-59-3, Maleimide is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,541-59-3

The title compound was prepared using a modification of the method of Foley, et al., 2010 Biomol. Chem. 8:4601-4606). To a solution of maleimide (5.0 g, 51.5 mmole) in dry ethyl acetate (250 mL) was added N-methylmorpholine (5.7 mL, 51.5 mmole) and this mixture cooled to 0 C. (ice-bath) under anhydrous N2(g). Methyl chloroformate (4.8 mL, 61.8 mmole) was added slowly with stirring under anhydrous conditions, and the reaction allowed to stir at 0 C. for 30 min. and at room temperature for 30 min. The reaction mixture was filtered through a Buchner funnel and the white precipitate washed with ethyl acetate (100 mL). The combined filtrate was extracted with ice-water (1*100 mL) and brine solution (1*100 mL) and then dried over anhydrous magnesium sulfate. The product was filtered and evaporated to a clear oil that was co-evaporated with dry toluene (2*25 mL) and dried in vacuo under high vacuum overnight. The resulting clear oil was crystallized by trituration from anhydrous diethylether (50 mL) to give an off-white solid (2.77 g, 35%) homogeneous by t.l.c. (irrigant=9:1 dichloromethane:methanol, Rf=0.62).

541-59-3 Maleimide 10935, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Marker Gene Technologies, Inc.; Naleway, John Joseph; Harlan, Fiona Karen; Lusk, Jason Scott; (72 pag.)US2018/207287; (2018); A1;,
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Downstream synthetic route of 541-59-3

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.541-59-3,Maleimide,as a common compound, the synthetic route is as follows.

General procedure: To a solution of N-R-maleimide (10 mmol) in CCl4 (15 mL) was added dropwise a solution of Br2 (0.57 mL, 11 mmol) in CCl4 (10mL) at rt After the addition is completed, the reaction mixture was refluxed for 1 h and then cooled to room temperature. The solvent was evaporated in vacuo to give the crude trans-2,3-Dibromo-N-R-succinimide as pale-yellow solid. The crude succinimide was dissolved in THF (30 mL) and triethylamine (1.40 mL, 11 mmol) in THF (5 mL) was added dropwise at 0 oC.The resulting mixture was allowed to warm to room temperature and stirred for two h before concentrated in vacuo. The residue was dissolved in EtOAc and washed with H2O and brine. The organic layer was dried with anhydrous Na2SO4 and evaporated in vacuo to give bromo-N-R-maleimide (1)as pale-yellow solid with good yields.

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

Reference£º
Article; Li, Xiangmin; Li, Hongxian; Yang, Wei; Zhuang, Jinchen; Li, Hao; Wang, Wei; Tetrahedron Letters; vol. 57; 24; (2016); p. 2660 – 2663;,
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Downstream synthetic route of 541-59-3

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.541-59-3,Maleimide,as a common compound, the synthetic route is as follows.

To a solution of maleimide 11 (3.0 g, 31 mmol) in ethyl acetate (120 mL) was added dropwise a solution of N-methyl morpholine (4.4 mL, 40.3 mmol) in ethyl acetate (15 mL) over 10 min at 0 oC. Then a solution of methyl chloroformate (3.1 mL, 40.3 mmol) in ethyl acetate (8.0 mL) was added dropwise, the solution was allowed to reach room temperature while stirring for 3 h. TLC showed that the starting material was consumed completely. The solution was diluted with ethyl acetate (100 mL) and washed with saturated aqueous sodium bicarbonate solution, water, and saturated sodium chloride solution, successively. The organic layer was separated, dried over Na2SO4, and filtered. After the supernatant was concentrated under reduced pressure through rotary evaporation, the residue recrystallized from isopropyl ether to give compound 12 (4 g, 64.5 mmol, 84% yield) as a pale solid. 1H NMR (500 MHz, CDCl3) delta 6.89 (s, 2H), 4.01 (s, 3H); 13C NMR (126 MHz, CDCl3) delta 165.8, 148.2, 135.4, 54.4.

As the paragraph descriping shows that 541-59-3 is playing an increasingly important role.

Reference£º
Article; Yue, Xuyi; Feng, Yue; Yu, Y. Bruce; Journal of Fluorine Chemistry; vol. 152; (2013); p. 173 – 181;,
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1-Pyrroline | C4H7N – PubChem

Simple exploration of 541-59-3

541-59-3 Maleimide 10935, apyrrolines compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.541-59-3,Maleimide,as a common compound, the synthetic route is as follows.

A solution of hydrochloric acid (37percent, 13 mL) in water (5.5 mL) was added to 4-bromoaniline (7.48 g, 43.52 mmol) at r.t. with vigorous stirring and the formed precipitate was allowed to stir for 30 min. The reaction mixture was cooled to 0 ¡ãC and a solution of sodium nitrite (3.30 g, 47.87 mmol) in water (9 mL) was added dropwise. At the end of diazotization, a clear yellow solution was obtained. Maleimide (8.45 g, 87.05 mmol) in acetone (35 mL) was added dropwise at 0 ¡ãC and then the pH of the solution was adjusted to 3-3.5 by adding sodium acetate. CuCl2 (0.88 g, 6.57 mmol) was added to the vigorously stirred mixture. The reaction mixture was stirred at 0 ¡ãC for Ih and overnight at r.t. After completion of the reaction as confirmed by TLC, solvents were removed in vacuo to afford the crude compound, which was purified by column chromatography (silica gel, 4: 6 EtOAc: Pet. ether) to afford the title compound as a yellow solid (5.8 g, 57percent). ESIMS (m/z): 252.3 (M+l)

541-59-3 Maleimide 10935, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; PANACEA BIOTEC LTD.; JAIN, Rajesh; TREHAN, Sanjay; DAS, Jagattaran; KAUR, Gurmeet; KANWAR, Sandeep; SINGH, Nishan; NANDA, Gurmeet Kaur; MAGADI, Sitaram Kumar; SHARMA, Sudhir Kumar; WO2010/150281; (2010); A2;,
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Analyzing the synthesis route of 541-59-3

The synthetic route of 541-59-3 has been constantly updated, and we look forward to future research findings.

541-59-3, Maleimide is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Maleimide (12.0 g, 123.7 mmol) was dissolved in ethyl acetate (150 mL) in a 250 mL round-bottom flask, and the solution was cooled to approximately 0 C. A solution of N-methyl morpholine, (14.1 mL, 12.8 g, 126.2 mmol) in ethyl acetate (10 mL) was added dropwise over 15 min. A solution of methyl chloroformate (9.60 mL, 11.5 g, 123.7 mmol) in ethyl acetate (50 mL) was added dropwise, and the solution was warmed to room temperature and stirring for 2 h. The solution was diluted with ethyl acetate (100 mL) and washed with saturated aqueous sodium bicarbonate solution, water, and saturated sodium chloride solution. The organic layer was separated, dried over Na2SO4, and filtered. The supernatant was concentrated under reduced pressure to yield the title compound as a solid (15.9 g, 102.5 mmol, 82.9% yield). 1H NMR (500 MHz, CDCl3): delta 6.84 (s, 2H), 3.97 (s, 3H).

The synthetic route of 541-59-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; HANGZHOU DAC BIOTECH CO., LTD.; SUN, Sanxing; ZHAO, Robert Yongxin; LI, Xing; GUO, Huihui; JIA, Junxiang; XIE, Hongsheng; ZHOU, Xiaomai; HUANG, Yuanyuan; YANG, Qingliang; ZHUO, Xiaotao; YE, Hangbo; GAI, Shun; QU, Lan; LI, Wenjun; LIN, Chen; (33 pag.)US2019/125894; (2019); A1;,
Pyrroline – Wikipedia
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