Acetazolamide → 4-(5-Acetylamino-[1,3,4]thiadiazole-2-sulfonylamino)-3-hydroxy-4-oxo-but-2-enoic acid (4-fluoro-benzyl)-methoxy-amide

HRID 2181094

Reaktionsgleichung

Reaktionsgleichung von HRID 2181094
CC1(C)[O:6][C:5](=[CH:7][C:8]([N:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[O:11][CH3:12])=[O:9])[C:4](=[O:21])O1.[S:23]([C:27]1[S:31][C:30]([NH:32][C:33](=[O:35])[CH3:34])=[N:29][N:28]=1)(=[O:26])(=[O:25])[NH2:24]>>[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][N:10]([O:11][CH3:12])[C:8](=[O:9])[CH:7]=[C:5]([OH:6])[C:4]([NH:24][S:23]([C:27]2[S:31][C:30]([NH:32][C:33](=[O:35])[CH3:34])=[N:29][N:28]=2)(=[O:26])=[O:25])=[O:21])=[CH:19][CH:18]=1

Komponenten

3

Edukt 2

HCID 1986AcetazolamideHCID 730332332-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide

Produkt 1

HCID 726130694-(5-Acetylamino-[1,3,4]thiadiazole-2-sulfonylamino)-3-hydroxy-4-oxo-but-2-enoic acid (4-fluoro-benzyl)-methoxy-amide

Versuchsvorschrift

2-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide was treated with N-(5-sulfamoyl-[1,3,4]thiadiazol-2-yl)-acetamide as described in the preparation of compound 1 to yield the title compound. LCMS (M+H) calcd for C16H17FN5O7S2: 474.1; found: 474.1. 1H NMR (500 MHz, DMSO) δ: 2.21 (s, 3), 3.62 (s, 3), 4.72 (s, 2), 6.32 (s, 1), 6.95 (m, 2), 7.22 (m, 2).

Quellen und Nachweise

ORD-Eintrag
ord-402e2bcb47ea40d492f4e73a0bf7f60b
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06890942B2

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