Reacción #94311

ord-b2953d3056304d86be296506b66f4734

Ecuación de reacción

Nc1ccc(S(=O)(=O)O)c2cc(S(=O)(=O)O)cc(O)c12
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
CC(=O)[O-].O.O.O.[Na+]
sodium acetate trihydrate
Cc1ccc([N+](=O)[O-])cc1C(=O)Cl
2-methyl-5-nitrobenzoyl chloride
→
Cc1cc([N+](=O)[O-])ccc1C(=O)Nc1ccc(S(=O)(=O)O)c2cc(S(=O)(=O)O)cc(O)c12
5-hydroxy-4-(5-nitro-o-toluamido)-1,7-naphthalenedisulfonic acid

Reactantes

Nc1ccc(S(=O)(=O)O)c2cc(S(=O)(=O)O)cc(O)c12
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
CC(=O)[O-].O.O.O.[Na+]
sodium acetate trihydrate
Cc1ccc([N+](=O)[O-])cc1C(=O)Cl
2-methyl-5-nitrobenzoyl chloride

Reactivos

Ninguno

Disolventes

O
water

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe solid is then collected by filtration
  2. 2
    Lavadowashed with water, 80% ethanol, ethanol, ether
  3. 3
    Otrodried

Procedimiento

A 16 g portion of 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid in 120 ml of water is adjusted to pH7.2. A 7.6 g portion of sodium acetate trihydrate and 8.8 g of 2-methyl-5-nitrobenzoyl chloride are added with vigorous stirring. The mixture is stirred overnight at room temperature. The solid is then collected by filtration, washed with water, 80% ethanol, ethanol, ether and dried, giving 13.0 g of 5-hydroxy-4-(5-nitro-o-toluamido)-1,7-naphthalenedisulfonic acid, disodium salt.

Fuente

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