Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1899689Generated: October 26, 2026

Sulfisoxazole → 4-[N'-(Ethoxycarbonylmethyl)ureido]-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide

https://huagongshe.com/reaction/1899689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfisoxazoleHCID 5344—
ReactantEthyl isocyanatoacetateHCID 76283—
SolventDimethylformamideHCID 6228—
Product4-[N'-(Ethoxycarbonylmethyl)ureido]-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamideHCID 70209512101.8%

Reaction Steps

4-amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide (545 mg, 2.0 mmol) was dissolved in dry dimethylformamide (10 ml). Ethyl isocyanatoacetate (463 ml, 4.0 mmol) was added. The reaction was stirred at room temperature for 3 h and then heated at 80° C. for an additional 8 h. Dimethylformamide was removed under reduced pressure and the residue was recrystallized from acetonitrile/water to give 807 mg (90% yield) brownish solid, m.p. 115°-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05571821
Source datasetuspto-grants-1996_11
ORD IDord-498d8750c5104c12b8d10e77ef2b0769
Source noteuspto-grants-1996_11