Benzoic acid, 2-mercapto-, methyl ester → Methyl 2-[[2-[(4-sulfamoylphenyl)carbamoyl]phenyl]disulfanyl]benzoate

HRID 3743

Reaktionsgleichung

Reaktionsgleichung von HRID 3743
[O:1]=[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][N:3]1[C:11]1[CH:16]=[CH:15][C:14]([S:17]([NH2:20])(=[O:19])=[O:18])=[CH:13][CH:12]=1.[C:21]([O:30][CH3:31])(=[O:29])[C:22]1[C:23](=[CH:25][CH:26]=[CH:27][CH:28]=1)[SH:24]>CO.O1CCCC1>[S:17]([C:14]1[CH:15]=[CH:16][C:11]([NH:3][C:2]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][S:24][C:23]2[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=2[C:21]([O:30][CH3:31])=[O:29])=[O:1])=[CH:12][CH:13]=1)(=[O:19])(=[O:18])[NH2:20]

Komponenten

5

Edukt 2

HCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 4629384-(3-Oxo-1,2-benzothiazol-2-yl)benzenesulfonamide

Produkt 1

HCID 6483560Methyl 2-[[2-[(4-sulfamoylphenyl)carbamoyl]phenyl]disulfanyl]benzoateAusbeute 92,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

This compound was prepared according to the method of Example 132 using a suspension of 0.46 g (1.5 mmol) of 4-(3-oxo-3H-benzo[d]isothiazol-2-yl)benzene sulfonamide in a mixture of 15 mL of methanol and 15 mL of tetrahydrofuran, and 0.27 g (1.6 mmol) of methyl thiosalicylate. The product was triturated with ether, filtered, washed with ether and dried in vacuo to give 0.66 g of the title compound, mp 288°-290° C.

Aufarbeitung

  1. customThis compound was prepared
  2. customThe product was triturated with ether
  3. filtrationfiltered
  4. washwashed with ether
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-52d9d3961073476a8fa59d53b9462e89
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05734081

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