Réaction #64667

ord-5547d5c076df4daaaab8b4f4db265ac4

Équation de réaction

CCOc1ccccc1OC(=O)NS(=O)(=O)Oc1ccccc1OCC
2-ethoxyphenyl N-(2-ethoxyphenoxysulfonyl)carbamate
COc1cc(OC)nc(N)n1
2-amino-4,6-dimethoxypyrimidine
CCOc1ccccc1OS(=O)(=O)NC(=O)Nc1nc(OC)cc(OC)n1
desired product
Rendement 97.5%
CCOc1ccccc1OS(=O)(=O)NC(=O)Nc1nc(OC)cc(OC)n1
1-(2-Ethoxyphenoxysulfonyl)-3-(4,6-dimethoxy-2-pyrimidyl)urea
Rendement 97.5%

Solvants

Conditions de réaction

Température
100°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter cooling to 30° C.
  2. 2
    Filtrationthe precipitate is filtered off
  3. 3
    Lavagewashed with 100 ml of toluene

Mode opératoire

38.1 g of 2-ethoxyphenyl N-(2-ethoxyphenoxysulfonyl)carbamate are dissolved in 500 ml of toluene, 15.5 g of 2-amino-4,6-dimethoxypyrimidine are added at room temperature, and the mixture is heated for 2 hours at 100° C. After cooling to 30° C., the precipitate is filtered off and washed with 100 ml of toluene. 38.8 g of the desired product are obtained with a purity of 98.8%, corresponding to a yield of 96.4% of theory. The melting point for the product is 147°-149° C. 6.5 g of 2-ethoxyphenol are recovered from the mother liquor by distillation.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05414084uspto-grants-1995_05