HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 8-Fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | 2-Amino-5-fluoro-N-quinolin-8-yl-benzenesulfonamide | HCID 68183146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 8-Fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide | HCID 24858491 | 9% |
Reaction Steps
In a similar fashion using route 16 general procedure 61, 2-amino-5-fluoro-N-quinolin-8-yl-benzenesulfonamide (Intermediate 297) (250 mg, 0.78 mmol), t-butyl nitrite (121 mg, 1.18 mmol), AcOH (2.5 ml) and THF (2.5 ml) gave the title compound (21 mg, 8%) after purification by column chromatography (×2) with n-hexane/DCM (50:50) as the eluent followed by recrystallisation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-0c4feb62758f4f289d930ddab1753b68 |
| Source note | uspto-grants-2015_08 |