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

Participants

Role	Name	HCID	Charge
Reactant	Acetazolamide	HCID 1986	—
Reactant	2-(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-(4-fluoro-benzyl)-N-methoxy-acetamide	HCID 73033233	—
Product	4-(5-Acetylamino-[1,3,4]thiadiazole-2-sulfonylamino)-3-hydroxy-4-oxo-but-2-enoic acid (4-fluoro-benzyl)-methoxy-amide	HCID 72613069	—

Reaction Steps

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).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06890942B2
Source dataset	uspto-grants-2005_05
ORD ID	ord-402e2bcb47ea40d492f4e73a0bf7f60b
Source note	uspto-grants-2005_05