Reaktion #64666

ord-06b25bb0346b4fd7a734e7384a16ca50

Reaktionsgleichung

CN(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)S(C)(=O)=O
1-[(N-methylsulfonyl-N-methylamino)-sulfonyl]-3-(N-methylsulfonyl-N-methylamino)urea
COc1cc(OC)nc(N)n1
2-amino-4,6-di-methoxypyrimidine
→
COc1cc(OC)nc(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)n1
desired product
Ausbeute 103.2%
COc1cc(OC)nc(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)n1
1-[(N-Methylsulfonyl-N-methyl-amino)-sulfonyl]-3-(4,6-dimethoxy-2-pyrimidyl)urea
Ausbeute 103.2%

Edukte

CN(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)S(C)(=O)=O
1-[(N-methylsulfonyl-N-methylamino)-sulfonyl]-3-(N-methylsulfonyl-N-methylamino)urea
COc1cc(OC)nc(N)n1
2-amino-4,6-di-methoxypyrimidine

Reagenzien

Keine

Lösungsmittel

Clc1ccccc1
chlorobenzene

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturAfter cooling to 20° C.
  2. 2
    Filtrationthe precipitate is filtered off
  3. 3
    Waschenwashed with 100 ml of chlorobenzene

Vorschrift

32.3 g of 1-[(N-methylsulfonyl-N-methylamino)-sulfonyl]-3-(N-methylsulfonyl-N-methylamino)urea are slurried in 500 ml of chlorobenzene, 15.5 g of 2-amino-4,6-di-methoxypyrimidine are added at 80° C. with stirring, and the mixture is heated for 3 hours at 80° C. After cooling to 20° C., the precipitate is filtered off and washed with 100 ml of chlorobenzene. 36.4 g of the desired product are obtained with a purity of 98.1%, corresponding to a yield of 96.8% of theory. The melting point for the product is 183°-185° C. 5.1 g of N-methylmethanesulfonamide are recovered from the filtrate by distillation, corresponding to a yield of 92.7% of theory.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05414084uspto-grants-1995_05