Reaktion #94312

ord-8d7f49324533496f98d5befcfa55d907

Reaktionsgleichung

Nc1cc(S(=O)(=O)[O-])cc2cc(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c12.[Na+].[Na+].[Na+]
8-amino-1,3,6-naphthalenetrisulfonic acid trisodium salt
CC(=O)[O-].O.O.O.[Na+]
sodium acetate trihydrate
O=C(OC(=O)c1cccc([N+](=O)[O-])c1S(=O)(=O)O)c1cccc([N+](=O)[O-])c1S(=O)(=O)O
3-nitrosulfobenzoic anhydride
→
O=C(Nc1cc(S(=O)(=O)[O-])cc2cc(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c12)c1cccc([N+](=O)[O-])c1S(=O)(=O)O.[Na+].[Na+].[Na+].[Na+]
8-(3-nitro-2-sulfobenzamido)-1,3,6-naphthalene trisulfonic acid tetrasodium salt

Edukte

Nc1cc(S(=O)(=O)[O-])cc2cc(S(=O)(=O)[O-])cc(S(=O)(=O)[O-])c12.[Na+].[Na+].[Na+]
8-amino-1,3,6-naphthalenetrisulfonic acid trisodium salt
CC(=O)[O-].O.O.O.[Na+]
sodium acetate trihydrate
O=C(OC(=O)c1cccc([N+](=O)[O-])c1S(=O)(=O)O)c1cccc([N+](=O)[O-])c1S(=O)(=O)O
3-nitrosulfobenzoic anhydride

Reagenzien

Keine

Lösungsmittel

O
water
O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGThe mixture is stirred at room temperature for 21/2 hours
  2. 2
    Filtrationfiltered
  3. 3
    TemperaturThe filtrate is cooled
  4. 4
    workup.ADDITIONan diluted with ethanol
  5. 5
    FiltrationThe pink solid is collected by filtration
  6. 6
    Waschenwashed with 85% ethanol, ether
  7. 7
    Sonstigedried
  8. 8
    EinengenThe filtrate is concentrated to a low volume
  9. 9
    workup.ADDITIONdiluted with ethanol giving a second crop which
  10. 10
    Sonstigeis collected

Vorschrift

To a solution of 20.0 g of 8-amino-1,3,6-naphthalenetrisulfonic acid trisodium salt and 8.75 g of sodium acetate trihydrate in 180 ml of water at room temperature is added 12.0 g of 3-nitrosulfobenzoic anhydride with stirring. A 400 ml portion of water is added. The mixture is stirred at room temperature for 21/2 hours and then filtered. The filtrate is cooled, acidified with 2-3 ml of concentrated hydrochloric acid an diluted with ethanol. The pink solid is collected by filtration, washed with 85% ethanol, ether and dried. The filtrate is concentrated to a low volume and diluted with ethanol giving a second crop which is collected and combined with the first crop giving a total of 27.6 g of 8-(3-nitro-2-sulfobenzamido)-1,3,6-naphthalene trisulfonic acid tetrasodium salt.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04129590uspto-grants-1978_12