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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1676935Generated: October 25, 2026

Azosemide → 5-[1-(t-Butylcarbonyloxymethyl)-1H-tetrazol-5-yl]-2-chloro-4-[(2-thienylmethyl)amino]benzenesulfonamide

https://huagongshe.com/reaction/1676935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzosemideHCID 2273—
ReactantSodium IodideHCID 5238—
ReactantTriethylamineHCID 8471—
ReactantChloromethyl pivalateHCID 87885—
SolventDimethylformamideHCID 6228—
Product5-[1-(t-Butylcarbonyloxymethyl)-1H-tetrazol-5-yl]-2-chloro-4-[(2-thienylmethyl)amino]benzenesulfonamideHCID 60208421—

Reaction Steps

In a similar manner to Example 12, azosemide can be reacted with chloromethyl pivalate, triethylamine and sodium iodide in DMF to yield 5-[1-(t-Butylcarbonyloxymethyl)-1H-tetrazol-5-yl]-2-chloro-4-[(2-thienylmethyl)amino]benzenesulfonamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008283B2
Source datasetuspto-grants-2011_08
ORD IDord-0c1dfbcca0684062a244ca47d8938754
Source noteuspto-grants-2011_08