Reaktion #343008

ord-30fa0657ec874aaeb1802b4f1798f871

Reaktionsgleichung

Cn1nc(-c2ccccc2S(N)(=O)=O)oc1=O
product
Cn1nc(-c2ccccc2S(N)(=O)=O)oc1=O
2-(4,5-Dihydro-4-methyl-5-oxo-1,3,4-oxadiazol-2-yl)benzenesulfonamide
COc1nc(C)nc(NC(=O)Oc2ccccc2)n1
phenyl(4-methyl-6-methoxy-1,3,5-triazin-2-yl)carbamate
C1CCC2=NCCCN2CC1
DBU
→
COc1nc(C)nc(NC(=O)NS(=O)(=O)C2=CCCC=C2c2nn(C)c(=O)o2)n1
subject compound
Ausbeute 45.2%
COc1nc(C)nc(NC(=O)NS(=O)(=O)C2=CCCC=C2c2nn(C)c(=O)o2)n1
4,5-Dihydro-4-methyl-5-oxo-1,3,4-oxadiazol-2-yl-N[(4-methyl-6-methoxy-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide
Ausbeute 45.2%

Edukte

Cn1nc(-c2ccccc2S(N)(=O)=O)oc1=O
product
Cn1nc(-c2ccccc2S(N)(=O)=O)oc1=O
2-(4,5-Dihydro-4-methyl-5-oxo-1,3,4-oxadiazol-2-yl)benzenesulfonamide
COc1nc(C)nc(NC(=O)Oc2ccccc2)n1
phenyl(4-methyl-6-methoxy-1,3,5-triazin-2-yl)carbamate
C1CCC2=NCCCN2CC1
DBU

Reagenzien

Keine

Lösungsmittel

C1COCCO1
p-dioxane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe isolated crude solid
  2. 2
    Sonstigewas purified
  3. 3
    Waschenby slurry-washing with 10 l of warm acetonitrile

Vorschrift

By the procedure of Example 5, 0.4 g of the product of Example 4 was reacted with 0.41 g of phenyl(4-methyl-6-methoxy-1,3,5-triazin-2-yl)carbamate and 0.24 g of "DBU" in 10 ml of p-dioxane. The isolated crude solid was purified by slurry-washing with 10 l of warm acetonitrile to yield 0.3 g of the subject compound; m.p. 198°-200° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04699647uspto-grants-1987_10