HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfisoxazole → 4-[N'-(Ethoxycarbonylmethyl)ureido]-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfisoxazole | HCID 5344 | — |
| Reactant | Ethyl isocyanatoacetate | HCID 76283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[N'-(Ethoxycarbonylmethyl)ureido]-N-(3,4-dimethyl-5-isoxazolyl)benzenesulfonamide | HCID 70209512 | 101.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05571821 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-498d8750c5104c12b8d10e77ef2b0769 |
| Source note | uspto-grants-1996_11 |