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Chemical Structure| 6258-06-6 Chemical Structure| 6258-06-6

Structure of Bromaminic acid sodium salt
CAS No.: 6258-06-6

Chemical Structure| 6258-06-6

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Product Details of [ 6258-06-6 ]

CAS No. :6258-06-6
Formula : C14H7BrNNaO5S
M.W : 404.17
SMILES Code : O=C(C1=C2C=CC=C1)C3=C(Br)C=C(S(=O)([O-])=O)C(N)=C3C2=O.[Na+]
MDL No. :MFCD00019160
InChI Key :TXMRAEGWZZVGIH-UHFFFAOYSA-M
Pubchem ID :5076555

Safety of [ 6258-06-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H319
Precautionary Statements:P305+P351+P338

Application In Synthesis of [ 6258-06-6 ]

* 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 [ 6258-06-6 ]

[ 6258-06-6 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 116668-47-4 ]
  • [ 6258-06-6 ]
  • [ 1213268-72-4 ]
YieldReaction ConditionsOperation in experiment
With copper; In aq. phosphate buffer; at 80 - 120℃;pH 6 - 7;Microwave irradiation; General procedure: Sodium 1-amino-4-ar(alkyl)amino-2-sulfoanthraquinone derivatives were synthesized according to described procedures, using a Cu0-catalyzed microwave-assisted Ullmann-coupling reaction. The following general procedure was applied: A 10 mL microwave vial was charged with bromaminic acid sodium salt (7,0.2?1 mmol) and the respective amine (1.25?3 equiv). A buffer solution of Na2HPO4 (pH 9.6, 4.5 mL) and NaH2PO4 (pH 4.2,0.5 mL) and finely powdered elemental copper (0.002?0.003 g, 5-10 mol percent) were then added. The mixture was irradiated in the microwave oven at 80?120°C for 5-24 min (Scheme 1). After cooling to room temperature, ca. 200 mL of water was added to the filtrate and the aqueous solution was extracted 2?3 times with dichloromethane (200 mL). If needed the organic layer was washed with water and NaOH (0.1 N) to enhance transfer of the product to water. The aqueous layer was then concentrated in vacuo to a volume of 10?20 mL, and subsequently submitted to flash column chromatography using a gradient of acetone in water (5?60percent) as the eluent. Fractions containing blue product were collected. The solvent was evaporated by rotary evaporation to remove acetone and reduce the water volume. Complete removal of water was then achieved by lyophilization using a freeze dryer affording the product as a blue powder. For some compounds the last step of purification (RP-18 flash chromatography) had to be repeated two to three times to obtain pure product (P95percent purity as determined by HPLC-UV (254 nm)-ESI-MS.
  • 2
  • [ 84-67-3 ]
  • [ 6258-06-6 ]
  • sodium 1,1'-((2,2'-dimethyl-[1,1'-biphenyl]-4,4'-diyl)bis(azanediyl))bis(4-amino-9,10-dioxo-9,10-dihydroanthracene-3-sulfonate) [ No CAS ]
  • 3
  • [ 580-15-4 ]
  • [ 6258-06-6 ]
  • [ 1579267-96-1 ]
YieldReaction ConditionsOperation in experiment
41% With copper; In aq. phosphate buffer; at 100 - 120℃;Microwave irradiation; General procedure: To a 30 mL microwave reaction vial, buffer solution of 0.2 M Na2HPO4 (3 mL) and 0.12 M NaH2PO4 (5 mL), bromaminic acid sodium salt (0.2 g, 0.495 mmol), a catalytic amount (~4 mg) of copper powder and the appropriate aniline or amine derivative (0.99 mmol) were added. The resulting suspension was capped and irradiated in the microwave oven for 5-20 min at 100-120 C. The reaction mixture was then cooled to room temperature, filtered and extracted with ethyl acetate (3 x 50 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude residue was purified by silica gel column chromatography (eluted with methanol/ethyl acetate, 1:49 (v/v)) to furnish the anilinoanthraquinone derivatives as blue solids.
  • 4
  • [ 6258-06-6 ]
  • [ 7149-75-9 ]
  • sodium 1-amino-4-(4-chloro-3-methylphenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate [ No CAS ]
 

Historical Records

Technical Information

• Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Bucherer-Bergs Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Clemmensen Reduction • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Heat of Combustion • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Hydrogenolysis of Benzyl Ether • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Dihalides • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction

Categories

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[ 6258-06-6 ]

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Amines

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