Reaktion #319159

ord-acefb080ef4b44a189946b513d6dc3ae

Reaktionsgleichung

Cl
hydrochloric acid
CSc1nnc(Cc2ccccc2S(N)(=O)=O)s1
sulfonamide
CSc1nnc(Cc2ccccc2S(N)(=O)=O)s1
2-[[5-(Methylthio)-1,3,4-thiadiazol-2-yl]methyl]benzenesulfonamide
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)c2ccccc2Cc2nnc(SC)s2)n1
subject compound
Ausbeute 32.2%
COc1nc(C)nc(NC(=O)NS(=O)(=O)c2ccccc2Cc2nnc(SC)s2)n1
N-[(4-Methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-[[5-(methylthio)-1,3,4-thiadiazol-2-yl]methyl]-benzenesulfonamide
Ausbeute 32.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltration
  2. 2
    Waschenthe residue was washed with water (2×20ml)
  3. 3
    Trocknenwith ether (1×20ml) and suction-dried

Vorschrift

By the procedure of Example 4, 0.3 g of the sulfonamide prepared in Example 3 was reacted with 0.29 g of phenyl(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamate and 0.15 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 paper). Following filtration, the residue was washed with water (2×20ml) then with ether (1×20ml) and suction-dried to give 0.15 g of the subject compound; m.p. 140°-146° C. NMR (CDCl3): δ2.6(d,6H,SCH3, OCH3); 4.1 (S, 3H, CH3); 4.9(S, 2H, CH2); 7.4-7.7(m, 4H, Ar+NH); 8.3(d, 1H, Ar).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04851030uspto-grants-1989_07