HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 8,12-Dichloro-9-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-chloro-N-(5-chloro-quinolin-8-yl)-4-fluoro-benzenesulfonamide | HCID 68183261 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 8,12-Dichloro-9-fluoro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide | HCID 60164436 | 16% |
Reaction Steps
In the similar fashion using route 16 general procedure 61, 2-amino-5-chloro-N-(5-chloro-quinolin-8-yl)-4-fluoro-benzenesulfonamide (Intermediate 284) (150 mg, 0.38 mmol), t-butyl nitrite (0.07 ml, 0.58 mmol) and AcOH:THF (1.5 ml:1.5 ml) gave the title compound (22 mg, 16%) after purification by column chromatography with chloroform/MeOH (99:1) as the eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-f92cbbe8ab194f3c95683568c2ec20f0 |
| Source note | uspto-grants-2015_08 |