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[ CAS No. 1317-40-4 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1317-40-4
Chemical Structure| 1317-40-4
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Product Details of [ 1317-40-4 ]

CAS No. :1317-40-4 MDL No. :MFCD00016066
Formula : CuS Boiling Point : -
Linear Structure Formula :- InChI Key :BWFPGXWASODCHM-UHFFFAOYSA-N
M.W : 95.61 Pubchem ID :14831
Synonyms :
Chemical Name :Copper(ii)sulfide

Safety of [ 1317-40-4 ]

Signal Word:Danger Class:9
Precautionary Statements:P261-P285-P273-P272-P280-P391-P302+P352-P333+P313-P321-P363-P304+P341-P342+P311-P501 UN#:3077
Hazard Statements:H317-H334-H411 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1317-40-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1317-40-4 ]

[ 1317-40-4 ] Synthesis Path-Downstream   1~5

YieldReaction ConditionsOperation in experiment
F. Preparation of 3,6'-Di-N-Tert.-Butoxycarbonylgentamicin B from 6'-Tert.-Butoxycarbonylgentamicin B Via Cupric Acetate Complex To a solution of 6'-N-tert.-butoxycarbonylgentamicin B (10 gms., 17.1 mmol) in dimethylsulfoxide (300 ml.), add cupric acetate monohydrate (6.9 gms., 34.5 mmol) and stir for 20 minutes. To the cupric salt complex thereby formed in situ add dropwise a solution of N-tert.-butoxycarbonyloxyphthalimide (4.5 gms., 17.1 mmol) in dimethylsulfoxide (20 ml.). Continue stirring for 2 hours, then add an additional 2.4 gms. of N-tert.-butoxycarbonyloxyphthalimide and continue stirring the reaction mixture for 10 hours. Pour the reaction mixture into ether (1.5 liters) with stirring. Allow the resultant precipitate or oil to settle and carefully decant the supernatant liquid. Wash the residue two times with ether (300 ml.). Dissolve the resultant residue in methanol (100 ml.) and bubble hydrogen sulfide through the solution to precipitate cupric sulfide completely. Remove the solids by filtration through a pad of Celite and wash with methanol.
EXAMPLE 10 Synthesis of Nβ -p-methylbenzylsulfonyl-DL-α,β-diaminopropionic acid DL-α,β-diaminopropionic acid hydrochloride (140 mg) is dissolved in 1 N aqueous sodium hydroxide (3 ml), followed by the addition of basic copper carbonate (180 mg). The mixture is stirred at room temperature for 2 hours and insolubles are filtered off. Dioxane (5 ml) is added to the filtrate and the mixture is cooled with ice. Under vigorous stirring, a solution of p-methylbenzylsulfonylchloride (408 mg) in dioxane (3 ml) is added dropwise, while keeping pH of the mixture above 10 by addition of 1 N aqueous sodium hydroxide. After the addition, the mixture is stirred at room temperature for 3 hours. The dioxane is distilled off and pH of the aqueous residue is adjusted to pH 2 by addition of conc. sulfuric acid. Hydrogen sulfide is bubbled into the mixture and the resulting cupric sulfide is filtered off. The filtrate is passed through an ion exchange column (1*5 cm) of Amberlite IR-120 (H+ form), which is washed with water (20 ml). The column is eluted with 1 N aqueous pyridine to elude the desired compound and the effluent is concentrated up to about 5 ml.
F. Preparation of 3,6'-Di-N-Tert.-Butoxycarbonylgentamicin B from 6'-Tert.-Butoxycarbonylentamicin B Via Cupric Acetate Complex To a solution of 6'-N-tert.-butoxycarbonylgentamicin B (10 gms., 17.1 mmol) in dimethylsulfoxide (300 ml.), add cupric acetate monohydrate (6.9 gms., 34.5 mmol) and stir for 20 minutes. To the cupric salt complex thereby formed in situ add dropwise a solution of N-tert.-butoxycarbonyloxyphthalimide (4.5 gms., 17.1 mmol) in dimethylsulfoxide (20 ml.). Continue stirring for 2 hours, then add an additional 2.4 gms. of N-tert.-butoxycarbonyloxyphthalimide and continue stirring the reaction mixture for 10 hours. Pour the reaction mixture into ether (1.5 liters) with stirring. Allow the resultant precipitate or oil to settle and carefully decant the supernatant liquid. Wash the residue two times with ether (300 ml.). Dissolve the resultant residue in methanol (100 ml.) and bubble hydrogen sulfide through the solution to precipitate cupric sulfide completely. Remove the solids by filtration through a pad of Celite and wash with methanol.
YieldReaction ConditionsOperation in experiment
3,6'-Di-N-Benzyloxycarbonylgentamicin B via Mixture of Cupric Acetate and Nickel (II) Acetate Complexes Add cupric acetate hydrate (8 gms., 40 mmol) and nickel (II) acetate tetrahydrate (9.92 gms., 40 mmol) to a stirred solution of gentamicin B (9.64 gms., 20 mmol) in dimethylsulfoxide (400 ml.). Stir at room temperature for 30 minutes, then to the cupric-nickel (II) salt complex thereby formed add N-benzyloxycarbonyloxyphthalimide (14 gms., 47.2 mmol) in dimethylsulfoxide (70 ml.) dropwise over a 10 minute period. Stir for one hour at room temperature, then pour the reaction mixture into ether (4 l.) and shake for one minute. Allow the oil to settle and decant off the supernatant ether. Repeat this procedure two more times using 1500 ml. and 1000 ml., respectively, of diethyl ether. Dissolve the resultant gummy residue thereby obtained in methanol (400 ml.) and concentrated ammonium hydroxide (40 ml.) and bubble hydrogen sulfide through the solution, separate the resultant precipitate comprising cupric sulfide and nickel sulfide by filtration through a pad of Celite. Wash the residue with methanol, then stir the combined filtrate and methanol wash with Amberlite IRA-401S (OH·) ion exchange resin (400 ml.) to remove the N-hydroxy phthalimide.
A. 3,6'-Di-N-Benzyloxycarbonylgentamicin B via Mixture of Cupric Acetate and Nickel (II) Acetate Complexes Add cupric acetate hydrate (8 gms., 40 mmol) and nickel (II) acetate tetrahydrate (9.92 gms., 40 mmol) to a stirred solution of gentamicin B (9.64 gms., 20 mmol) in dimethylsulfoxide (400 ml.). Stir at room temperature for 30 minutes, then to the cupric-nickel (II) salt complex thereby formed add N-benzyloxycarbonyloxyphthalimide (14 gms., 47.2 mmol) in dimethysulfoxide (70 ml.) dropwise over a 10 minute period. Stir for one hour at room temperature, then pour the reaction mixture into ether (4 l.) and shake for one minute. Allow the oil to settle and decant off the supernatant ether. Repeat this procudure two more times using 1500 ml. and 1000 ml., respectively, of diethyl ether. Dissolve the resultant gummy residue thereby obtained in methanol (400 ml.) and concentrated ammonium hydroxide (40 ml.) and bubble hydrogen sulfide through the solution, separate the resultant precipitate comprising cupric sulfide and nickel sulfide by filtration through a pad of Celite. Wash the residue with methanol, then stir the combined filtrate and methanol wash with Amberlite IRA-401S (OH·) ion exchange resin (400 ml.) to remove the N-hydroxy phthalimide.
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  • 4
  • [ 10544-50-0 ]
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