Réaction #342998

ord-4e01276c6f5e4d9c88722f001e230c5f

Équation de réaction

COC(=O)c1ccc(-c2ccccc2S(=O)(=O)N=C=O)o1
product
COC(=O)c1ccc(-c2ccccc2S(=O)(=O)N=C=O)o1
2-(Carbomethoxyfur-5-yl)benzenesulfonyl isocyanate
COc1cc(OC)nc(N)n1
2-amino-4,6-dimethoxypyrimidine
C1CN2CCN1CC2
DABCO
COC(=O)c1ccc(-c2ccccc2S(=O)(=O)NC(=O)Nc2nc(OC)cc(OC)n2)o1
title compound
Rendement 93.2%
COC(=O)c1ccc(-c2ccccc2S(=O)(=O)NC(=O)Nc2nc(OC)cc(OC)n2)o1
2-(2-Carbomethoxyfur-5-yl)-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]benzenesulfonamide
Rendement 93.2%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    FiltrationThe solid was filtered off
  2. 2
    Lavagewashed with acetonitrile and 1-chlorobutane
  3. 3
    Autredried at 60° in vacuo

Mode opératoire

Under a nitrogen atmosphere, a mixture of 2.5 g of the product of Example 3, 0.9 g of 2-amino-4,6-dimethoxypyrimidine, and a few crystals of DABCO in 15 ml of dry acetonitrile was heated at 50°-55° for 1 hour, then stirred at 25° overnight. The solid was filtered off, washed with acetonitrile and 1-chlorobutane, and dried at 60° in vacuo to give 2.5 g of the title compound, mp=215°-217° (d).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04699648uspto-grants-1987_10