Application of 7-Chloro-1,8-naphthyridin-2-ol

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The copper-catalyst compound, name is Bis(acetylacetone)copper,cas is 13395-16-9, mainly used in chemical industry, its synthesis route is as follows.

General procedure: The monodisperse CuPd alloy NPs with composition controlwere synthesized by using a modified version of our estab-lished recipe for the CoPd alloy NPs [14]. In a typical synthesis of Cu75Pd25NPs, copper(II) acetylacetonate (0.35 mmol, 90 mg)and palladium(II) acetylacetonate (0.1 mmol, 31 mg) were dis-solved in 3 mL of OAm in a 10 mL of glass vial. In a four-necked glass reactor that allows to study under inert atmosphere,200 mg of MB was dissolved in 3 mL of OAm and 7 mL of 1-octadecene at 80C under magnetic stirring. Next, the metal precursor mixture was quickly injected into the reactor under argon environment. The reaction was then proceed for 1 h before cooled down to room temperature. Then, the colloidal NPs mixture was transferred into two separate centrifuge tubeand acetone/ethanol (v/v = 7/3) was added into the tubes. TheNP product was separated by centrifugation at 8500 rpm for10 min.

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Reference£º
Article; Guengoermez, Kuebra; Metin, Oender; Applied Catalysis A: General; vol. 494; (2015); p. 22 – 28;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Application of (R)-(+)-N,N-Dimethyl-1-ferrocenylethylamine

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The copper-catalyst compound, name is Copper(II) acetate hydrate,cas is 6046-93-1, mainly used in chemical industry, its synthesis route is as follows.

A mixed solvent of 75 ml of chlorobenzene and 50 ml of N,N-dimethylformamide (DMF) was added to a 250 ml three-neck distillation flask. Add 5,10,15,20-tetraphenylporphyrin (H2TPP) (0.50 g, 0.81 mmol) start stirring, after the solid is dissolved, add an appropriate amount of copper acetate monohydrate (Cu(OAc)2*H2O) (0.324 g 1.62 mmol). Put about 3g of potassium carbonate (K2CO3) in the alkali storage chamber, the mixture in the reaction kettle was heated to 150 C and kept under reflux. The progress of the reaction (UV-Vis) is monitored by thin layer chromatography (TLC) or ultraviolet visible absorption spectroscopy until the complete reaction of H2TPP is completed. The solvent is distilled off under vacuum. The remaining solid was dissolved in 150 ml of chloroform. Wash three times with 50 ml of water each time, then collect these liquids in a static layer. The organic layer was further washed three times with 50 ml of saturated sodium bicarbonate solution. Then dried with potassium sulfate (K2SO4), The solvent is distilled off under vacuum. The remaining solid was recrystallized from chloroform/heptane. A purple crystalline solid product of 0.526 g was obtained in a yield of 96%.

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Reference£º
Patent; Guangzhou Lvying Environmental Protection Technology Co., Ltd.; Yao Shu; Chen Liangming; Qiao Nasen¡¤wudong; (8 pag.)CN109651381; (2019); A;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Application of Dichlorotris(triphenylphosphino)ruthenium (II)

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The copper-catalyst compound, cas is 142-71-2 name is Copper(II) acetate, mainly used in chemical industry, its synthesis route is as follows.

0.118 g (0.65 mmol) of Cu(OAc)2 was added to a solution of 0.04 g (0.065 mmol)of 2 in 50 mL of DMF. The reaction mixture was refluxed during 2 min and cooled to ambient; five-fold excess of water and NaCl was added. The precipitate was filtered off, washed with water, and dried. Yield 0.04 g (0.059 mmol) of CuTPP.

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Reference£º
Article; Maltseva; Zvezdina; Chizhova; Mamardashvili, N. Zh.; Russian Journal of General Chemistry; vol. 86; 1; (2016); p. 102 – 109; Zh. Obshch. Khim.; vol. 86; 1; (2016); p. 110 – 117,8;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Application of 2-(tert-Butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid

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The copper-catalyst compound, cas is 6046-93-1 name is Copper(II) acetate hydrate, mainly used in chemical industry, its synthesis route is as follows.

Bis(8-quinolinolato)copper(II) was synthesized as follows. In a typical synthesis, 1.45 g (10 mmol) of 8-quinolinol ligand was dissolved in 20 ml THF, followed by the dropwise addition of a solution of 1.0 g (5 mmol) Cu(CH3COO)2*H2O in 10ml THF at reflux temperature. The resultant solution was stirred and refluxed for 2 h. After cooling, the solid product was separated by filtration and denoted as CuQ2.

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Reference£º
Article; Hu, Jing; Zou, Yongcun; Liu, Jing; Sun, Jian; Yang, Xiaoyuan; Kan, Qiubin; Guan, Jingqi; Research on Chemical Intermediates; vol. 41; 8; (2015); p. 5703 – 5712;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Application of 3-(4-Oxo-2-thioxothiazolidin-3-yl)propanoic acid

With the rapid development of chemical substances, we look forward to future research findings about 7758-89-6

The copper-catalyst compound, cas is 7758-89-6 name is Cuprouschloride, mainly used in chemical industry, its synthesis route is as follows.

Step 5. 3,3-Ethylenedioxy-5alpha-hydroxy-11beta-[4-(N,N-dimethylamino)phenyl]-17alpha-trimethylsilyloxy-21-methyl-19-norpregn-9(10)-en-20-one (25): Mg (2.80 g, 116.2 mmol), which was washed with 0.1 N HCl, then H2O and acetone and dried in vacuo, was weighed into dry round-bottomed flask equipped with a reflux condenser. A small crystal of iodine was added and the system was flushed with nitrogen and flame-dried. The flask was cooled to room temperature and 68.5 mL of THF distilled from LAH was added via syringe. 1,2-Dibromoethane (approx. 0.5 mL) was added and the mixture was stirred at room temperature. After bubbling began and the color of I2 disappeared, a solution of 4-bromo-N,N-dimethylaniline (20.43 g, 102.1 mmol) in THF (34 mL) was added via syringe. The mixture was stirred until most the Mg had reacted. Copper (I) chloride (1.13 g, 114.2 mmol) was added as a solid and stirred for 20 min. The crude epoxide (24) (7.33 g, 15.91 mmol) in THF (49 mL) was then added using a syringe. The reaction mixture was stirred at room temperature for 30 min, at which time the reaction was complete by TLC (2% acetone/CH2Cl2). Saturated NH4Cl solution (25 mL) was added and stirred for 30 min while air was pulled through by slight vacuum. The mixture was diluted with H2O, extracted with CH2Cl2 (3*), washed with H2O (2*) and brine, dried over Na2SO4, and evaporated under reduced pressure. The residue was purified by flash chromatography using 3% acetone/CH2Cl2) to afford 4.27 g of the pure product (25) in 46.1% yield. IR (KBr, diffuse reflectance) numax 3531, 2940, 1708, 1614, and 1518 cm-1. NMR (CDCl3) delta 0.09 (s, 9H, Si(CH3)3), 0.19 (s, 3H, C18-CH3), 1.02 (t, J=7 Hz, 3H, C21-CH3), 2.88 (s, 6H, N(CH3)2), 3.99 (m, 4H, C3-OCH2CH2O-), 4.26 (br d, 1 H, C11alpha-CH), 6.85 (dd, J=41 Hz, J’=10 Hz, 4H, aromatic-CH). MS (EI) m/z (relative intensity): 581 (M+, 46), 563(34), 391 (37), 134(65) and 121 (100).

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Reference£º
Patent; The United States of America as represented by the Department of Health and Human Services; US6900193; (2005); B1;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Brief introduction of 578743-87-0

578743-87-0 [1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper chloride 0, 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.578743-87-0,[1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper chloride,as a common compound, the synthetic route is as follows.

l-(lH-benzimidazol-2-yl)-isoquinoline (46 mg, 0.19 mmol) was dissolved in 10 mL of dry THF under N2 and this solution was transferred via cannula to suspension of sodium hydride (8.36 mg, 0.209 mmol, 60% in mineral oil) in dry THF. The reaction mixture was stirred at RT for 1 h and then chloro[l,3-bis(2,6-di-i-propylphenyl)imidazol-2- ylidene]copper(I) (92.6 mg, 0.19 mmol) was added. The reaction mixture was stirred at RT for 3 h. The resulting mixture was filtered through Celite and solvent was removed by rotary evaporation. Recrystallization by vapor diffusion of Et20 into a CH2C12 solution of product gave 50 mg (38%) of orange crystals.

578743-87-0 [1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]copper chloride 0, acopper-catalyst compound, is more and more widely used in various.

Reference£º
Patent; THE UNIVERSITY OF SOUTHERN CALIFORNIA; THOMPSON, Mark; DJUROVICH, Peter; KRYLOVA, Valentina; WO2011/63083; (2011); A1;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Introduction of a new synthetic route about 13395-16-9

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Bis(acetylacetone)copper, cas is 13395-16-9, it is a common heterocyclic compound, the copper-catalyst compound, its synthesis route is as follows.

A mixture of 1.05 g (4 mmol) Cu(AcAc)2, 0.44 g (2 mmol) Zn(OAc)2, 0.38 g (2 mmol) SnCl2, and 20 ml OLA were added into a 100 ml three-neck round-bottom reaction flask connected to a nitrogen gas cylinder. The mixture solution was always stirred vigorously in the flask purged with high pure N2 gas (99.999%), during the whole synthesis. After heated at 130 C for 30 min, the mixture solution became brownish. The brownish solution was injected with 8 ml of sulfur – OLA solution (1 M), then heated at the reaction temperature T reaction 240-280 C for 1 h. When its color changed from dark brownish into blackish, the mixture solution (or product) was cooled down to room temperature (RT) and added with 15 ml of toluene for dispersing by sonication. To washing or purifying the product, 40 ml of ethanol was firstly added to let the nanoparticles flocculate and precipitate; then precipitates of nanoparticles were collected by centrifuging at 4000 rpm for 20 min and the supernatant liquid was removed; the collected precipitates were dispersed in toluene again by sonication; then ethanol was added for precipitates, new precipitates were collected again by centrifuging. The above process was repeated for three times. The final precipitates (or CZTS nanoparticles) were divided into two parts: (1) CZTS nanoparticles dispersed in toluene to form a stable ink solution and (2) CZTS power dried in a vacuum oven.

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Reference£º
Article; Zhou, Min; Gong, Yanmei; Xu, Jian; Fang, Gang; Xu, Qingbo; Dong, Jianfeng; Journal of Alloys and Compounds; vol. 574; (2013); p. 272 – 277;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

Introduction of a new synthetic route about Bis(acetylacetone)copper

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Bis(acetylacetone)copper, cas is 13395-16-9, it is a common heterocyclic compound, the copper-catalyst compound, its synthesis route is as follows.

A yellow solution of H4L (0.30mmol, 0.068g) in dmf (6mL) was added to a turquoise solution of Cu(acac)2 (0.30mmol, 0.079g) in dmf (20mL). The immediately formed green solution was refluxed for 3h and left for slow evaporation. X-ray quality blue crystals of 3¡¤1.5dmf were formed after 2months, which were filtered off and dried under vacuum. (Yield: 0.053g, ?60%). The solid was analyzed as solvent free. C44H56Cu4N4O18 requires: C, 44.67; H, 4.77; N, 4.73%. Found: C, 44.49; H, 4.74; N, 4.70. FT-IR (KBr pellets, cm-1): 3553(s), 3477(s), 3414(s), 1638(s), 1617(vs), 1578(s), 1553(s), 1533(s), 1462(w), 1413(m), 1384(m), 1355(s), 1275(s), 1189(s), 1020(s), 937(s), 782(s), 684(m), 653(w), 613(s), 480(m), 455(s).

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Reference£º
Article; Lazarou, Katerina N.; Savvidou, Aikaterini; Raptopoulou, Catherine P.; Psycharis, Vassilis; Polyhedron; vol. 152; (2018); p. 125 – 137;,
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

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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.

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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”

 

Introduction of a new synthetic route about 10380-28-6

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Bis(8-quinolinolato)copper(II), cas is 10380-28-6, it is a common heterocyclic compound, the copper-catalyst compound, its synthesis route is as follows.

General procedure: To a mixture of K3PO4 (18.8 g, 88.7 mmol), CuII oxinate (780 mg,2.22 mmol), KI (3.68 g, 22.2 mmol) and 2 (10.0 g, 22.2 mmol), water(30 mL) and acetonitrile (30 mL) were added. The mixture was stirredat 120 C for 3 days. Then brine was added, and the mixture was extracted with EA. The combined organic layers were dried with anhydrous MgSO4 and concentrated under reduced pressure. The residue was purified on a silica gel column with PE:DCM (3:1) as eluent to give3 (3.27 g, 51%) as a white solid. 1H NMR (400 MHz, CDCl3): delta (ppm)7.53 (d, J=8.8 Hz, 1H), 7.39 (d, J=8.0 Hz, 1H), 7.29 (t, J=8.4 Hz,1H), 7.11 (d, J=8.0 Hz, 1H), 7.03 (s, 1H), 6.98 (t, J=7.4 Hz, 1H),6.88 (d, J=8.0 Hz, 1H), 6.34 (d, J=7.2 Hz, 1H), 6.23 (d, J=7.6 Hz,1H). 13C NMR (125 MHz, CDCl3): delta (ppm) 161.1, 160.1, 131.7, 130.5,127.7, 126.7, 125.0, 124.5, 124.0, 121.5, 114.6, 111.0, 87.7, 85.8.Anal. Calcd for C14H9BrO2 (%): C, 58.16; H, 3.14; Br, 27.64; O, 11.07;Found: C, 58.03; H, 3.02; O, 10.98.

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Reference£º
Article; He, Keqiang; Li, Weili; Tian, Hongkun; Zhang, Jidong; Yan, Donghang; Geng, Yanhou; Wang, Fosong; Organic electronics; vol. 57; (2018); p. 359 – 366;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”