Reacción #94313

ord-952bbe920ff443cdbdffbba7b9a69149

Ecuación de reacción

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
8-(3-nitro-2-sulfobenzamido)-1,3,6-naphthalene trisulfonic acid

Reactantes

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

Reactivos

Ninguno

Disolventes

O
water
O
water

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otro2 hours
  2. 2
    Filtraciónfiltered
  3. 3
    Temperaturathe filtrate is cooled
  4. 4
    workup.ADDITIONdiluted with ethanol
  5. 5
    FiltraciónThe pink solid is collected by filtration
  6. 6
    Lavadowashed with 85% ethanol, ether
  7. 7
    Otrodried

Procedimiento

A 6.6 g portion of 8-amino-1,3,6-naphthalenetrisulfonic acid trisodium salt and 2.92 g of sodium acetate trihydrate are dissolved in 180 ml of water at 2° C. A 4.0 g portion of 3-nitrosulfobenzoic anhydride is added with stirring. A 400 ml portion of water is added and the mixture is allowed to stand 21/2 hours, filtered and the filtrate is cooled, acidified with 2-3 ml of hydrochloric acid and diluted with ethanol. The pink solid is collected by filtration, washed with 85% ethanol, ether and dried giving 2.5 g of 8-(3-nitro-2-sulfobenzamido)-1,3,6-naphthalene trisulfonic acid, tetrasodium salt.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04129590uspto-grants-1978_12