Sulfadiazine → N-[4-(pyrimidin-2-ylsulfamoyl)phenyl]-2-[[2-[[4-(pyrimidin-2-ylsulfamoyl)phenyl]carbamoyl]phenyl]disulfanyl]benzamide

HRID 583483

Reaktionsgleichung

Reaktionsgleichung von HRID 583483
[C:1](Cl)(=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][S:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].[NH2:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([NH:31][C:32]2[N:37]=[CH:36][CH:35]=[CH:34][N:33]=2)(=[O:30])=[O:29])=[CH:24][CH:23]=1>ClCCl.N1C=CC=CC=1>[N:37]1[CH:36]=[CH:35][CH:34]=[N:33][C:32]=1[NH:31][S:28]([C:25]1[CH:26]=[CH:27][C:22]([NH:21][C:1](=[O:19])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8][S:9][C:10]2[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([NH:21][C:22]2[CH:27]=[CH:26][C:25]([S:28]([NH:31][C:32]3[N:33]=[CH:34][CH:35]=[CH:36][N:37]=3)(=[O:30])=[O:29])=[CH:24][CH:23]=2)=[O:13])=[CH:23][CH:24]=1)(=[O:30])=[O:29]

Komponenten

5

Edukt 2

HCID 5215SulfadiazineHCID 881642,2'-Dithiodibenzoyl chloride

Produkt 1

HCID 465350N-[4-(pyrimidin-2-ylsulfamoyl)phenyl]-2-[[2-[[4-(pyrimidin-2-ylsulfamoyl)phenyl]carbamoyl]phenyl]disulfanyl]benzamideAusbeute 58,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

This compound was prepared according to the general methods described in Example 1 using 2,2'-dithiobisbenzoyl chloride (3.0 g, 8.7 mmol) in 30 mL dichloromethane and 4-amino-N-(2-pyrimidinyl) benzenesulfonamide (5.3 g, 21.7 mmol) in 100 mL pyridine. The crude product was recrystallized from a mixture of dimethylformamide, ethanol, and water to yield 3.9 g of the title compound, mp 280° C.

Aufarbeitung

  1. customThis compound was prepared
  2. customThe crude product was recrystallized from a mixture of dimethylformamide, ethanol, and water

Quellen und Nachweise

ORD-Eintrag
ord-ff6030feab11437592d78695f1a494db
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05929114

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