HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 9-Chloro-1-trifluoromethyl-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-4-chloro-N-(4-trifluoromethyl-quinolin-8-yl)-benzenesulfonamide | HCID 68183002 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 9-Chloro-1-trifluoromethyl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide | HCID 60164432 | 18.3% |
Reaction Steps
In a similar fashion using route 16 general procedure 61, 2-amino-4-chloro-N-(4-trifluoromethyl-quinolin-8-yl)-benzenesulfonamide (Intermediate 280) (340 mg, 0.85 mmol), t-butyl nitrite (0.15 ml, 1.27 mmol), AcOH (4 ml), THF (4 ml) gave the title compound (60 mg, 18%) after purification by column chromatography with DCM/MeOH (98:2) as the eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-9102599ba04649dfab8dfbea375a0175 |
| Source note | uspto-grants-2015_08 |