Analyzing the synthesis route of 766-36-9

The synthetic route of 766-36-9 has been constantly updated, and we look forward to future research findings.

766-36-9, 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

766-36-9, Example 2Preparation of 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl ] benzene sulfonamide (IV)3-Ethyl-4-methyl-2,5-dihydro-lH- pyrrole-2-one (II) (1.0 Kg) and beta-phenylethyl isocyanate (1.488 Kg) were mixed in anhydrous toluene (4.0 L) and refluxed for 4 hrs. The toluene was distilled off and hexane (8.0 L) was added to the reaction mixture at 5O0C. The product precipitated is cooled to 0 to 5 C to obtain the solid compound viz. 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene (2.17 Kg). It was filtered washed with 2.0 L of hexane.To a cooled (15 to 25 C) solution of chlorosulfonic acid (2.8 L), 4-[2-(3-Ethyl-4- methyl-2-carbonyl pyrrolidine amido) ethyl] benzene (2.0 Kg) was added in small portions over a period of 2 to 3 hrs. Further it was stirred for 30 min at this temperature and then temperature was gradually raised to 30 to 350C. The reaction mass is stirred further for 2 hrs. The reaction mixture was then quenched into ice- water and stirred for 1 hr and filtered to obtain the product 4-[2-(3-Ethyl-4-methyl-2- carbonyl pyrrolidine amido) ethyl] benzene sulfonyl chloride (2.0 kg). To a cooled (15 to 200C) solution of diluted ammonia (1.4 L) 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonyl chloride was added in small portion over 1 to 2 hrs. The reaction mixture was then heated to 7O0C for 2 hrs when ammonolysis is complete. The product converted is then stirred for 1 hr at R.T. and filtered and dried at 90. to 100 C to obtain crude 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonamide (2.2 Kg) having HPLC purity in the range of 82 to 88percent. The crude compound 4-[2-(3-Ethyl-4-methyl-2-carbonyl pyrrolidine amido) ethyl] benzene sulfonamide (2.2 Kg) is then purified from mixture of organic solvents chosen from Methanol, Acetone toluene.

The synthetic route of 766-36-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; USV LIMITED; WO2006/103690; (2006); A1;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Some tips on 766-36-9

766-36-9 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one 854146, apyrrolines compound, is more and more widely used in various.

766-36-9, 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,766-36-9

Preparation of the Starting Compound 3-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)-6-sulfamoyl-7-methoxychroman STR74 8.43 g (52 mmol) of N,N’-carbonyldiimidazole were added to a solution of 8.2 g (46 mmol) of 3-amino-7-methoxychroman in 60 ml of THF. During this operation, the solution became warm. After the solution had been stirred at room temperature for one hour, it was evaporated in vacuo. The residue was melted together with 6.51 g (52 mmol) of 3-ethyl-4-methyl-3-pyrrolin-2-one at 160¡ã-170¡ã C. for 1.5 to 2 hours and the mixture was then chromatographed over silica gel using the eluding agent ethyl acetate/petroleum ether 3:1. The main fraction was evaporated and the residue was recrystallized from methanol. 3-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)-7-methoxychroman of melting point 118¡ã-119¡ã C. was obtained. This product was introduced by the customary procedure into chlorosulfonic acid which had been cooled to -15¡ã C. The mixture was allowed to come to room temperature and was subsequently stirred for 1 hour. After customary work-up, the sulfochloride was converted into the sulfonamide as described in Example 1. 3-(3-Ethyl-4-methyl-2-oxo-3-pyrroline-1-carboxamido)-6-sulfamoyl-7-methoxychroman had a melting point of 225¡ã-227¡ã C.

766-36-9 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one 854146, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Hoechst Aktiengesellschaft; US5849755; (1998); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Simple exploration of 766-36-9

766-36-9 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one 854146, 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.766-36-9,3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one,as a common compound, the synthetic route is as follows.

766-36-9, In a 500 mL round bottom flask, diethyl pyrrole aldehyde 5 (2.53 g, 9.04 mmol) and 3-ethyl-4-methyl-1H-pyrrol-2-one (1.12 g, 9.04 mmol) were dissolved in 4 M KOH (100 mL) and methanol (25 mL). The reaction mixture was heated at reflux for 4 h, then stirred overnight at room temperature. The solution was chilled in an ice bath and acidified with HCl (conc.) until red on pH paper. The resulting precipitate was collected by vacuum filtration, washed with water, and dried. The crude product was recrystallized from methylene chloride and hexanes to afford pure product (2.71 g, 7.54 mmol, 83percent). Mp 213?216 ¡ãC; 1H NMR (400 MHz, CDCl3, 30 ¡ãC): delta (ppm) 14.40 (s, 1H), 11.76 (s, 1H), 10.19 (s, 1H), 5.98 (s, 1H), 3.63 (q, J=6.9 Hz, 2H), 3.26 (q, J=6.9 Hz, 2H), 2.39 (q, J=7.5 Hz, 5H), 2.08 (s, 1H), 1.29 (t, J=7.5 Hz, 3H), 1.13 (t, J=7.8 Hz, 3H), 1.06 (t, J=6.9 Hz, 3H); 13C NMR (100 MHz, CDCl3, 30 ¡ãC): delta (ppm) 175.8, 166.0, 142.3, 134.7, 133.1, 127.9, 127.1, 123.4, 98.5, 43.1, 39.0, 16.7, 14.3, 13.2, 13.1, 11.5, 9.52; IR (KBr) (cm?1): 1129.3, 1178.8, 1278, 1506, 1654.8, 1724.2, 2879.5, 2939, 2963.8, 3063, 3097.6, 3236.5, 3500; MS (EI+) 243, 269, 287, 315, 359 m/z; HRMS (ESI+) C19H25N3O4 calcd: 359.1845 amu; found: 359.1854 amu.

766-36-9 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one 854146, apyrrolines compound, is more and more widely used in various.

Reference£º
Article; Jarvis, Tia; Saint-Louis, Carl Jacky; Fisch, Alexander R.; Barnes, Korry L.; Dean, Dolan; Flores, Luis A.; Hunt, Thomas F.; Munro, Lyndsay; Simmons, Tyler J.; Catalano, Vincent J.; Zhu, Lei; Schrock, Alan K.; Huggins, Michael T.; Tetrahedron; vol. 74; 14; (2018); p. 1698 – 1704;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Brief introduction of 766-36-9

The synthetic route of 766-36-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.766-36-9,3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one,as a common compound, the synthetic route is as follows.

766-36-9, In a 50 mL round bottom flask, compound 4 (0.56 g, 2 mmol) and 3-ethyl-4-methyl-1H-pyrrol-2-one (0.275 g, 2.2 mmol) were dissolved in anhydrous ethanol (10 mL) and then DBU (1.5 mL) was added. The reaction mixture was heated at reflux for 24 h. After refluxing, the reaction mixture was cooled in an ice bath, then acetic acid (1.5 mL) was added followed by water (10 mL). The solution was chilled at?5 ¡ãC overnight, and the precipitate formed was filtered, and dried to afford the desired product (0.36 g, 1.14 mmol, 57percent). Mp 315?320 ¡ãC: 1H NMR (400 MHz, CDCl3, 30 ¡ãC) delta (ppm) 9.08 (s. 1H), 6.37 (s, 1H), 4.40 (q, J=7.20Hz, 2H), 2.76 (s, 3H), 2.45 (m, 2H), 2.15 (s, 3H), 1.43 (t, J=7. 61 Hz, 3H), 1.16 (t, J=7.61Hz, 3H); 13C NMR (100 MHz, CDCl3, 30 ¡ãC): delta (ppm) 161.7142.2, 142.1, 140.3, 137.1, 134.9, 130.1, 122.7, 117.2, 106.2, 94.1, 61.1, 16.8, 14.4, 13.1, 11.2, 9.61; IR (ATR) (cm?1): 3284 (w), 3065 (w), 2985 (w), 2870 (w), 1736 (s), 1699 (s), 1665 (w), 1453 (w), 1286 (s), 1271 (s), 1212 (m), 1106 (m), 1028 (w), 884 (w); HR-MS (EI+) C17H18N2O4 calcd: 314.1267 amu; found: 314.1445 amu.

The synthetic route of 766-36-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Jarvis, Tia; Saint-Louis, Carl Jacky; Fisch, Alexander R.; Barnes, Korry L.; Dean, Dolan; Flores, Luis A.; Hunt, Thomas F.; Munro, Lyndsay; Simmons, Tyler J.; Catalano, Vincent J.; Zhu, Lei; Schrock, Alan K.; Huggins, Michael T.; Tetrahedron; vol. 74; 14; (2018); p. 1698 – 1704;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Some tips on 766-36-9

766-36-9 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one 854146, apyrrolines compound, is more and more widely used in various.

766-36-9, 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one is a pyrrolines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add 12kg of toluene to the 50L glass reactor.5.0 kg of compound A, 7.06 kg of compound B; start stirring and heating,The temperature was raised to 120-130 ¡ã C for refluxing for 2 hours; the sample was sent to HPLC for control;At the end of the reaction, cool down to 20-25 ¡ã C,Filtration; the filter cake was vacuum dried to obtain 9.25 kg of solid intermediate 1,The HPLC purity was >99percent and the molar yield was 85percent.The filtrate is directly applied to the next batch of addition I reaction.Repeat the above operation,10.33 kg of Intermediate 1 was obtained with HPLC purity >99percent and molar yield of 97percent.

766-36-9 3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one 854146, apyrrolines compound, is more and more widely used in various.

Reference£º
Patent; Jiangxi Learned Xinhe Pharmaceutical Co., Ltd.; Xie Xiping; Leng Zhi; Liu Yi; Yin Qinghua; Zhang Zuofang; Ye Gang; (13 pag.)CN108383768; (2018); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem

Downstream synthetic route of 766-36-9

As the paragraph descriping shows that 766-36-9 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.766-36-9,3-Ethyl-4-methyl-2,5-dihydro-1H-pyrrol-2-one,as a common compound, the synthetic route is as follows.

EXAMPLE 7 trans-6-Cyano-3,4-dihydro-2,2-dimethyl-4-(3-ethyl-4-methyl-2-oxo-3-pyrrolin-1-yl) -2H-benzo[b]pyran-3-ol 2.4 g (0.08 mol) of 80percent NaH are introduced into a solution of 14.4 g (0.072 mol) of trans-3-bromo-6-cyano-3,4-dihydro-2,2-dimethyl-2H-benzo[b]pyran -4-ol in 200 ml of DMSO. The mixture is stirred for one hour at 20¡ã C., and 3.6 g (0.12 mol) of 80percent NaH and 15 g (0.12 mol) of 3-ethyl-4-methyl-2-oxo-3-pyrroline are introduced. The reaction mixture is stirred at 40¡ã C. for three hours and then introduced into ice water, and the product is filtered off with suction, dried and chromatographed on a silica gel column using methylene chloride/methanol (95: 5). The product obtained in this way crystallizes from a little ethanol. Crystals of melting point 207¡ã-208¡ã C. C19 H22 N2 O4 (326,41) calc. C 69.92;H 6.80;N 8.58; found C 70.0;H 6.7;N 8.6;

As the paragraph descriping shows that 766-36-9 is playing an increasingly important role.

Reference£º
Patent; Hoechst Aktiengesellschaft; US5043344; (1991); A;,
Pyrroline – Wikipedia
1-Pyrroline | C4H7N – PubChem