Reaktion #343003

ord-8db307274d4743999daaed2c347232b1

Reaktionsgleichung

Cl
hydrochloric acid
CSc1nnc(-c2ccccc2CS(N)(=O)=O)o1
sulfonamide
CSc1nnc(-c2ccccc2CS(N)(=O)=O)o1
2-[5-(Methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonamide
COc1nc(C)nc(NC(=O)Oc2ccccc2)n1
phenyl (4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamate
C1CCC2=NCCCN2CC1
DBU
COc1nc(C)nc(NC(=O)NS(=O)(=O)Cc2ccccc2-c2nnc(SC)o2)n1
subject compound
Ausbeute 28.5%
COc1nc(C)nc(NC(=O)NS(=O)(=O)Cc2ccccc2-c2nnc(SC)o2)n1
N-[(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-[5-(methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonamide
Ausbeute 28.5%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltration
  2. 2
    Waschenthe residue was washed with 1×5 ml of warm ethyl acetate

Vorschrift

By the procedure of Example 4, 0.62 g of the sulfonamide of Example 3 was reacted with 0.57 g of phenyl (4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamate and 0.33 g of DBU in 10 ml of p-dioxane. After stirring two hours at room temperature the solution was diluted with about 75 ml of water and acidified with concentrated hydrochloric acid (red to litmus). Following filtration, the residue was washed with 1×5 ml of warm ethyl acetate to give 0.28 g of the subject compound; m.p. 175°-177° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04699649uspto-grants-1987_10