HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminobenzenesulfonamide → 1,1-Dibutyl-3-(1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)-6-fluoro-4-hydroxynaphthalen-2(1h)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminobenzenesulfonamide | HCID 72894 | — |
| Reactant | 2-[Bis(methylthio)methylene]-4,4-dibutyl-7-fluoronaphthalene-1,3(2h,4h)-dione | HCID 11383861 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1,1-Dibutyl-3-(1,1-dioxido-4h-1,2,4-benzothiadiazin-3-yl)-6-fluoro-4-hydroxynaphthalen-2(1h)-one | HCID 136384607 | 70% |
Reaction Steps
A suspension of the compound of Example 18G (39 mg, 0.10 mmol) and 2-aminobenzenesulfonamide (17 mg, 0.10 mmol) in toluene (1 mL) was warmed at reflux for 2 h. The solution was cooled and concentrated in vacuo to afford a yellow foam which was purified by flash chromatography eluting with ethyl acetate in hexane to afford the title compound (33 mg, 0.07 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07378414B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-72a70878b7724dcf8f9f7f7a3afe4f37 |
| Source note | uspto-grants-2008_05 |