Analyzing the synthesis route of 14172-91-9

14172-91-9 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) 3722750, acopper-catalyst compound, is more and more widely used in various.

14172-91-9, 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of corresponding porphyrin, the copper complex(1.13 mmol) in methylene chloride (90 mL) Cu(NO3)2¡¤3H2O(2.30 mmol) in the mixture of acetic acid (5 mL) and acetic anhydride (2 mL) was added, and reaction mixture was stirred for 3 h at room temperature, with TLC monitoring (CHCl3-hexane 1:2). After completion of the reaction the solution was washed with water (200 mL), then with Na2CO3 solution, and the organic phase was separated and dried over Na2SO4. After removal of the solvent under reduced pressure, the residue was purified by column chromatography on silica gel using a CH2Cl2-hexane system (3:7).

14172-91-9 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) 3722750, acopper-catalyst compound, is more and more widely used in various.

Reference£º
Article; Ol’shevskaya, Valentina A.; Alpatova, Viktoriya M.; Radchenko, Alexandra S.; Ramonova, Alla A.; Petrova, Albina S.; Tatarskiy, Victor V.; Zaitsev, Andrei V.; Kononova, Elena G.; Ikonnikov, Nikolay S.; Kostyukov, Alexey A.; Egorov, Anton E.; Moisenovich, Mikhail M.; Kuzmin, Vladimir A.; Bragina, Natalya A.; Shtil, Alexander A.; Dyes and Pigments; vol. 171; (2019);,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Brief introduction of 14172-91-9

14172-91-9 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) 3722750, acopper-catalyst 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.14172-91-9,5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),as a common compound, the synthetic route is as follows.

To a stirred solution of (meso-tetraphenylporphyrinato)copper(II) (1c; 237 mg, 0.35 mmol) inCHCl3 (530 mL) at room temperature, a solution of 25% aqueous nitric acid (freshly prepared fromfuming yellow HNO3, d = 1.52; large excess, 140 mL, 637 mmol) was added dropwise during ca5 min. The reaction mixture was intensively stirred under argon in a round-bottomed ask, protectedagainst light, for 30-40 min with TLC monitoring (CHCl3/n-hexane-1:1). Then, the mixture waspoured into aqueous solution of 5% NaHCO3 (200 mL), and shaken carefully in a separatory funnel.The separated organic layer was washed with water (4 200 mL), and dried with anhydrousMgSO4/Na2CO3. After evaporating the solvent, the residue was subjected to column chromatography(eluent: CHCl3/n-hexane1:1) to give (2-nitro-5,10,15,20-tetraphenylporphyrinato)copper(II) (2c; 71 mg, 28%) and a mixture of dinitro-substituted isomers (150 mg, 56%). Thedinitro-isomers were separated on preparative TLC (CHCl3/n-hexane-1:1, four times developed),allowing isolation of: (a) (2,7-dinitro-5,10,15,20-tetraphenylporphyrinato)copper(II) (3ca; 40 mg,15%); (b) (3,7-dinitro-5,10,15,20-tetraphenylporphyrinato)copper(II) (3cb; 35.5 mg, 13%); (c)(2,8-dinitro-5,10,15,20-tetra-phenylporphyrinato)copper(II) (3cc) contaminated with small amountsof (3,7-dinitro-5,10,15,20-tetraphenylporphyrinato)copper(II) (3cb) (30 mg, yield-ca 10%). 3cc can befurther purified by preparative TLC.

14172-91-9 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) 3722750, acopper-catalyst compound, is more and more widely used in various.

Reference£º
Article; Mikus, Agnieszka; Rosa, Mariusz; Ostrowski, Stanis?aw; Molecules; vol. 24; 5; (2019);,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Some tips on 14172-91-9

As the paragraph descriping shows that 14172-91-9 is playing an increasingly important role.

14172-91-9, 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) N-Bromosuccinimide (0.105 g, 0.592 mmol) was added with stirring to a solution of 0.02 g (0.0296 mmol) of complex 5 in a mixture of 10 mL of chloroform and 1 mL of DMF, the mixture was stirred at ambient temperature for 8 h. The reaction mixture was concentrated to minimal volume, 10 mL of DMF, water, and solid NaCl were added, the precipitate was separated by filtration, washed with water, acetonitrile, dried, chromatographed on aluminum oxide using chloroform as an eluent, and reprecipitated from ethanol. Yield 0.026 g (0.0199 mmol), 68%. MS (m/z (Irel, %)): 1306.6 (98) [M]+; for C44H20N4Br8Cu calcd.: 1307.5. IR (nu, cm-1): 2925 s, 2853 m nu(C-H, Ph), 1680 w, 1488 m nu(C=C, Ph), 1467 w, 1444 w nu(C=N), 1366 w, 1351 w nu(C-N), 1175 m, 1145 w, 1108 w delta(C-H, Ph), 1024 s nu(C-C), 924 m, 858 m gamma(C-H, pyrrole ring), 756 m, 734 m, 695 m gamma(C-H, Ph). For C44H20N4Br8Cu anal. calcd. (%): C, 40.42; N, 4.29; H, 1.54; Br, 48.89. Found (%): C, 40.15; N, 4.16; H, 1.59; Br, 48.71.

As the paragraph descriping shows that 14172-91-9 is playing an increasingly important role.

Reference£º
Article; Chizhova; Shinkarenko; Zav?yalov; Mamardashvili, N. Zh.; Russian Journal of Inorganic Chemistry; vol. 63; 6; (2018); p. 732 – 735; Zh. Neorg. Khim.; vol. 63; 6; (2018); p. 695 – 699,5;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Application of 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one

As the rapid development of chemical substances, we look forward to future research findings about 14172-91-9

A common heterocyclic compound, the copper-catalyst compound, name is 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),cas is 14172-91-9, mainly used in chemical industry, its synthesis route is as follows.

To a stirred solution of (meso-tetraphenylporphyrinato)copper(II) (1c; 237 mg, 0.35 mmol) inCHCl3 (530 mL) at room temperature, a solution of 25% aqueous nitric acid (freshly prepared fromfuming yellow HNO3, d = 1.52; large excess, 140 mL, 637 mmol) was added dropwise during ca5 min. The reaction mixture was intensively stirred under argon in a round-bottomed ask, protectedagainst light, for 30-40 min with TLC monitoring (CHCl3/n-hexane-1:1). Then, the mixture waspoured into aqueous solution of 5% NaHCO3 (200 mL), and shaken carefully in a separatory funnel.The separated organic layer was washed with water (4 200 mL), and dried with anhydrousMgSO4/Na2CO3. After evaporating the solvent, the residue was subjected to column chromatography(eluent: CHCl3/n-hexane1:1) to give (2-nitro-5,10,15,20-tetraphenylporphyrinato)copper(II) (2c; 71 mg, 28%) and a mixture of dinitro-substituted isomers (150 mg, 56%). Thedinitro-isomers were separated on preparative TLC (CHCl3/n-hexane-1:1, four times developed),allowing isolation of: (a) (2,7-dinitro-5,10,15,20-tetraphenylporphyrinato)copper(II) (3ca; 40 mg,15%); (b) (3,7-dinitro-5,10,15,20-tetraphenylporphyrinato)copper(II) (3cb; 35.5 mg, 13%); (c)(2,8-dinitro-5,10,15,20-tetra-phenylporphyrinato)copper(II) (3cc) contaminated with small amountsof (3,7-dinitro-5,10,15,20-tetraphenylporphyrinato)copper(II) (3cb) (30 mg, yield-ca 10%). 3cc can befurther purified by preparative TLC.

As the rapid development of chemical substances, we look forward to future research findings about 14172-91-9

Reference£º
Article; Mikus, Agnieszka; Rosa, Mariusz; Ostrowski, Stanis?aw; Molecules; vol. 24; 5; (2019);,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Introduction of a new synthetic route about 14172-91-9

With the rapid development of chemical substances, we look forward to future research findings about 14172-91-9

5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II), cas is 14172-91-9, it is a common heterocyclic compound, the copper-catalyst compound, its synthesis route is as follows.

Copper(II) meso-tetra(4-carboxyphenyl)porphine (8.8 mg, 0.01 mmol) and fumaric acid (9.9 mg, 0.06 mmol) were dissolved in DMF (5 mL) in a small capped vial, sonicated to ensure homogeneity and heated to 80 C for 72 h, followed by 72 h of evaporation in a crystallizing dish, yielding diffraction quality fibrous red crystals. numax/cm-1: 3403 (C(sp2)H), 2770 (OH), 1390-1280 (C=O). 1600-1450 (CC), 1320 (CO), 1380 (CN), 1006 (CuTCPP), 790-600 (CH). Found: C, 59.91; H, 5.17; N, 9.54; O, 18.40. Calc. for C66H68CuN10O14: C, 61.50; H, 5.32; N, 10.87; O, 17.38.

With the rapid development of chemical substances, we look forward to future research findings about 14172-91-9

Reference£º
Article; Fidalgo-Marijuan, Arkaitz; Amayuelas, Eder; Barandika, Gotzone; Bazan, Begona; Urtiaga, Miren Karmele; Arriortua, Maria Isabel; Molecules; vol. 20; 4; (2015); p. 6683 – 6699;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Some tips on 14172-91-9

As the paragraph descriping shows that 14172-91-9 is playing an increasingly important role.

14172-91-9, 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To 0.025 g (0.0296 mmol) of copper tetraphenylporphyrin in a mixture of 10 mL ofCHCl3 and 1mL of DMF was added 0.105 g (0.592 mmol) of NBS and stirred at roomtemperature for 10 h. The reaction mixture was evaporated to a minimum 10 mL ofDMF, H2O and NaClsolid was added. Dark brown precipitate was filtered off, washedwith water and dried, then chromatographed on Al2O3 with CHCl3, and precipitatedfrom C25OH. Yield: 68% (0.026 g, 0.0199 mmol). Mass spectrum, m/z (Irel, %) 1306.6(98) [M]+ was calculated for C44H20N4Br8Cu – 1307.5. UV-vis spectrum in CHCl3, lambda, nm(log epsilon)626 sh., 581 (4.33), 467 (5.21), 447 sh

As the paragraph descriping shows that 14172-91-9 is playing an increasingly important role.

Reference£º
Article; Chizhova, Natalya Vasil?evna; Maltceva, Olga Valentinovna; Zvezdina, Svetlana Veniaminovna; Mamardashvili, Nugzar Zhoraevich; Koifman, Oscar Iosifovich; Journal of Coordination Chemistry; vol. 71; 19; (2018); p. 3222 – 3232;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Downstream synthetic route of 14172-91-9

The synthetic route of 14172-91-9 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.14172-91-9,5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),as a common compound, the synthetic route is as follows.

Weigh 5,10,15,20-tetraphenyl copper porphyrin 1.000 g (1.5 mmol) was dissolved in a three-necked flask containing 175 mL of chloroform and dissolved by electromagnetic stirring at 40 C,Then add 15 mL of acetic acid,40 mL of acetic anhydride, followed by addition of .28 g (1.5 mmol) of copper nitrate, the reaction was carried out for about 25 min. Thin layer chromatography was carried out until the feed point was almost disappeared, poured into 200 mL of ice water mixture, neutralized with sodium hydroxide solution to pH = 9, and then washed several times, dried with anhydrous sodium sulfate, standing for one hour, pumping, the filtrate was concentrated to saturation, add 30mL hot methanol recrystallization.The solid was washed with methanol to a colorless, dry, bright purple crystal, beta-nitro-5,10,15,20-tetraphenyl copper porphyrin 0.90 g, yield 84%.

The synthetic route of 14172-91-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Wuhan Institute of Technology; Gao, Hong; Wang, Huidong; Chen, Chujun; Huang, Qihao; (17 pag.)CN106366086; (2017); A;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

New learning discoveries about 14172-91-9

The synthetic route of 14172-91-9 has been constantly updated, and we look forward to future research findings.

14172-91-9, 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(a) N-Bromosuccinimide (0.026 g, 0.148 mmol) was added with stirring in four portions to a solution of 0.02 g (0.0296 mmol) of complex 5 in 10 mL of chloroform. After addition of NBS portion, the reaction mixture was heated under reflux for 5 min. The mixture was cooled, water was added, the organic layer was separated, washed with water, dried with Na2SO4, concentrated to minimal volume, chromatographed on aluminum oxide (using hexane, chloroform-hexane 1 : 2, and then chloroform as eluent), and reprecipitated from ethanol. Yield 0.02 g (0.0202 mmol), 69%. (b) N-Bromosuccinimide (0.0315 g, 0.177 mmol) was added with stirring to a solution of 0.02 g (0.0296 mmol) of complex 5 in a mixture of 10 mL of chloroform and 1 mL of DMF. The reaction mixture was stirred at ambient temperature for 3.5 h. The mixture was treated similarly to method a. Yield 0.021 g (0.0212 mmol), 72%. (c) A mixture of 0.02 g (0.0215 mmol) of porphyrin 3 and 0.038 g (0.215 mmol) of Cu(OAc)2 was dissolved in 10 mL of DMF and the reaction mixture was heated to reflux. The mixture was cooled, poured into water, solid NaCl was added, the precipitate was separated by filtration, washed with water, dried, and chromatographed on aluminum oxide using chloroform as an eluent. Yield 0.018 g (0.0182 mmol), 86%. MS (m/z (Irel, %)): 991 (53) [M]+; for C44H24N4Br4Cu calcd.: 992. IR (nu, cm-1): 2925 s, 2854 m nu(C-H, Ph), 1614 w, 1489 s nu(C=C, Ph), 1466 w, 1457 m nu(C=N), 1367 m, 1351 m nu(C-N), 1193 s, 1169 m, 1145 m, 1039 m delta(C-H, Ph), 1013 m nu(C-C), 862 s, 775 m gamma(C-H, pyrrole ring), 749 m, 693 m gamma(C-H, Ph). For C44H24N4Br4Cu anal. calcd. (%): C, 53.28; N, 5.65; H, 2.44; Br, 32.22. Found (%): C, 53.02; N, 5.53; H, 2.48; Br, 32.08.

The synthetic route of 14172-91-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Chizhova; Shinkarenko; Zav?yalov; Mamardashvili, N. Zh.; Russian Journal of Inorganic Chemistry; vol. 63; 6; (2018); p. 732 – 735; Zh. Neorg. Khim.; vol. 63; 6; (2018); p. 695 – 699,5;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Downstream synthetic route of 14172-91-9

The synthetic route of 14172-91-9 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.14172-91-9,5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II),as a common compound, the synthetic route is as follows.

Copper(II) meso-tetra(4-carboxyphenyl)porphine (8.8 mg, 0.01 mmol) and fumaric acid (9.9 mg, 0.06 mmol) were dissolved in DMF (5 mL) in a small capped vial, sonicated to ensure homogeneity and heated to 80 C for 72 h, followed by 72 h of evaporation in a crystallizing dish, yielding diffraction quality fibrous red crystals. numax/cm-1: 3403 (C(sp2)H), 2770 (OH), 1390-1280 (C=O). 1600-1450 (CC), 1320 (CO), 1380 (CN), 1006 (CuTCPP), 790-600 (CH). Found: C, 59.91; H, 5.17; N, 9.54; O, 18.40. Calc. for C66H68CuN10O14: C, 61.50; H, 5.32; N, 10.87; O, 17.38.

The synthetic route of 14172-91-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Fidalgo-Marijuan, Arkaitz; Amayuelas, Eder; Barandika, Gotzone; Bazan, Begona; Urtiaga, Miren Karmele; Arriortua, Maria Isabel; Molecules; vol. 20; 4; (2015); p. 6683 – 6699;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

New learning discoveries about 14172-91-9

The synthetic route of 14172-91-9 has been constantly updated, and we look forward to future research findings.

14172-91-9, 5,10,15,20-Tetraphenyl-21H,23H-porphine copper(II) is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Under the protection of nitrogen, 0.14 mmol of the corresponding 5,10,15,20-tetrakis(4-R-phenyl)porphyrin copper(II)complex was dissolved in 16 ml of CHCl3, to which 0.75 ml of DMFwas added with magnetic stirring. The solution was cooled to 0 Cin an ice bath, and then 0.56 ml of phosphoryl chloride (POCl3) wasslowly added within 20 min. The ice bath was removed and stirringwas continued at room temperature for 1 h, and the solution wascontinuously stirred and heated at 70 C for 24 h. Then 3.606 g ofNaAc and 14.4 ml of distilled water were added in an ice bath andstirring for another 1 h. After separation of the aqueous layer, theorganic layer was washed with 10 ml of distilled water for 3 times,then dried over anhydrous magnesium sulfate and filtered. Thesolvent was removed by rotary evaporation at low temperature toafford a crude product. The crude product was dissolved indichloromethane and subjected to column chromatography overneutral alumina with dichloromethane/petroleum ether (v/v 3:1)as the eluent. The third coloured bandwas collected and the solventwas removed by rotary evaporation to afford a purple powder.

The synthetic route of 14172-91-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wu, Zhen-Yi; Yang, Sheng-Yan; Journal of Molecular Structure; vol. 1188; (2019); p. 244 – 254;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”