Analyzing the synthesis route of Cuprouschloride

With the synthetic route has been constantly updated, we look forward to future research findings about Cuprouschloride,belong copper-catalyst compound

As a common heterocyclic compound, it belong copper-catalyst compound,Cuprouschloride,7758-89-6,Molecular formula: ClCu,mainly used in chemical industry, its synthesis route is as follows.,7758-89-6

EXAMPLE 1 N2-(4-Bromophenyl)-5-trifluoromethyl-1,3-benzoxazol-2-amine 4-Bromophenyl isothiocyanate (1.667 g, 7.785 mmol) was added to a solution of 2-amino-4-trifluoromethylphenol (1.379 g, 7.785 mmol) in tetrahydrofuran (THF) (100 mL) and the reaction was stirred at room temperature for about 16 hours then at about 50 C. for about another 5 hours. Copper (I) chloride (0.771 g, 7.785 mmol) and triethylamine (1.08 mL, 7.785 mmol) were added, and the mixture was stirred at room temperature for about 72 hours and then at about 50 C. for about another 18 hours. Additional copper (I) chloride (0.385 g) was added and the reaction was stirred at about 60 C. for about another 2 hours. The reaction was concentrated under reduced pressure, dissolved in methanol (200 mL), filtered through a pad of diatomaceous earth and the solvent removed in vacuo to afford N2-(4-bromophenyl)-5-trifluoromethyl-1,3-benzoxazol-2-amine as a brown solid (3.90 g, 140% of theory); RP-HPLC Rt 17.627 min, 77% purity (5% to 85% acetonitrile/0.1 M aqueous ammonium acetate, buffered to pH 4.5, over 20 min at 1 mL/min; lambda=254 nm; Waters Deltapak C18, 300 A, 5 mum, 150*3.9 mm column); and m/z 354.9 and 356.9 (M-H)-.

With the synthetic route has been constantly updated, we look forward to future research findings about Cuprouschloride,belong copper-catalyst compound

Reference£º
Patent; Wishart, Neil; Ritter, Kurt; US2003/9034; (2003); A1;,
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).

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

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”

 

Simple exploration of 7758-89-6

As the paragraph descriping shows that 7758-89-6 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.7758-89-6,Cuprouschloride,as a common compound, the synthetic route is as follows.

Step 3. 3,3-Ethylenedioxy-5alpha-hydroxy-11beta-[4-(N,N-dimethylamino)phenyl]-17beta-cyano-17alpha-trimethylsilyloxyestr-9(10)-ene (4): Magnesium (2.6 g, 107 mmol) was added to a 1.0 L, 3-neck flask equipped with a magnetic stir bar, addition funnel and a condenser. A crystal of iodine was added followed by dry THF (100 mL) and a few drops of 1,2-dibromoethane. The mixture was stirred under nitrogen and heated in a warm water bath until evidence of reaction was observed. A solution of 4-bromo-N,N-dimethylaniline (19.6 g, 98 mmol) in dry THF (100 mL) was then added dropwise over a period of 20 min. and the mixture stirred for an additional 1.5 hours. Solid copper (I) chloride (1 g, 10.1 mmol) was added followed 30 minutes later by a solution of the 5alpha-,10alpha-epoxide (3, 8.4 g, 19.55 mmol) in dry THF (10 mL). The mixture was stirred at room temperature for 1 hr., then quenched by the addition of saturated NH4Cl solution (100 mL). With vigorous stirring, air was drawn through the reaction mixture for 30 minutes. The mixture was diluted with ether (250 mL) and the layers allowed to separate. The THF/ether solution was washed with 10% NH4Cl solution (3*), 2 N NH4OH solution (3*) and brine (1*). The organic layers were combined, dried over Na2SO4, filtered and concentrated in vacuo to give the crude product. Crystallization of the crude product from ether gave 8.6 g of the pure product 4 as a white solid in 80% yield; m.p.=222-224 C. dec. FTIR (KBr, diffuse reflectance) numax 3221, 2951, 2232, 1613, 1517 and 1253 cm-1. NMR (CDCl3) delta 0.20 (s, 9H, OSiMe3), 0.5 (s, 3H, C18-CH3), 2.83 (s, 6H, NMe2), 3.9 (m, 4H, OCH2CH2O), 4.3 (m, 1H, C11alpha-CH), 6.63 (d, J=9 Hz, 2H, 3′,5′ aromatic-CH’s) and 7.03 (d, J=9 Hz, 2′,6′ aromatic-CH’s).

As the paragraph descriping shows that 7758-89-6 is playing an increasingly important role.

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”

 

Some tips on 7758-89-6

As the paragraph descriping shows that 7758-89-6 is playing an increasingly important role.

7758-89-6, Cuprouschloride is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 1 N2-(4-Bromophenyl)-5-trifluoromethyl-1,3-benzoxazol-2-amine 4-Bromophenyl isothiocyanate (1.667 g, 7.785 mmol) was added to a solution of 2-amino-4-trifluoromethylphenol (1.379 g, 7.785 mmol) in tetrahydrofuran (THF) (100 mL) and the reaction was stirred at room temperature for about 16 hours then at about 50 C. for about another 5 hours. Copper (I) chloride (0.771 g, 7.785 mmol) and triethylamine (1.08 mL, 7.785 mmol) were added, and the mixture was stirred at room temperature for about 72 hours and then at about 50 C. for about another 18 hours. Additional copper (I) chloride (0.385 g) was added and the reaction was stirred at about 60 C. for about another 2 hours. The reaction was concentrated under reduced pressure, dissolved in methanol (200 mL), filtered through a pad of diatomaceous earth and the solvent removed in vacuo to afford N2-(4-bromophenyl)-5-trifluoromethyl-1,3-benzoxazol-2-amine as a brown solid (3.90 g, 140% of theory); RP-HPLC Rt 17.627 min, 77% purity (5% to 85% acetonitrile/0.1M aqueous ammonium acetate, buffered to pH 4.5, over 20 min at 1 mL/min; lambda=254 nm; Waters Deltapak C18, 300 A, 5 mum, 150*3.9 mm column); and m/z 354.9 and 356.9 (M-H)-.

As the paragraph descriping shows that 7758-89-6 is playing an increasingly important role.

Reference£º
Patent; Wishart, Neil; Rudolph, Alena; Ritter, Kurt; US2003/109714; (2003); A1;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”

 

New learning discoveries about 7758-89-6

The synthetic route of 7758-89-6 has been constantly updated, and we look forward to future research findings.

7758-89-6, Cuprouschloride is a copper-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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).

The synthetic route of 7758-89-6 has been constantly updated, and we look forward to future research findings.

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 7758-89-6

7758-89-6 Cuprouschloride 62652, 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.7758-89-6,Cuprouschloride,as a common compound, the synthetic route is as follows.

EXAMPLE 1 N2-(4-Bromophenyl)-5-trifluoromethyl-1,3-benzoxazol-2-amine 4-Bromophenyl isothiocyanate (1.667 g, 7.785 mmol) was added to a solution of 2-amino-4-trifluoromethylphenol (1.379 g, 7.785 mmol) in tetrahydrofuran (THF) (100 mL) and the reaction was stirred at room temperature for about 16 hours then at about 50 C. for about another 5 hours. Copper (I) chloride (0.771 g, 7.785 mmol) and triethylamine (1.08 mL, 7.785 mmol) were added, and the mixture was stirred at room temperature for about 72 hours and then at about 50 C. for about another 18 hours. Additional copper (I) chloride (0.385 g) was added and the reaction was stirred at about 60 C. for about another 2 hours. The reaction was concentrated under reduced pressure, dissolved in methanol (200 mL), filtered through a pad of diatomaceous earth and the solvent removed in vacuo to afford N2-(4-bromophenyl)-5-trifluoromethyl-1,3-benzoxazol-2-amine as a brown solid (3.90 g, 140% of theory); RP-HPLC Rt 17.627 min, 77% purity (5% to 85% acetonitrile/0.1 M aqueous ammonium acetate, buffered to pH 4.5, over 20 min at 1 mL/min; lambda=254 nm; Waters Deltapak C18, 300 A, 5 mum, 150*3.9 mm column); and m/z 354.9 and 356.9 (M-H)-.

7758-89-6 Cuprouschloride 62652, acopper-catalyst compound, is more and more widely used in various.

Reference£º
Patent; Wishart, Neil; Ritter, Kurt; US2003/9034; (2003); A1;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”