HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 9-Chloro-6,6-dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysene-12-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | 2-Amino-4-chloro-N-(5-cyano-quinolin-8-yl)-benzenesulfonamide | HCID 68183279 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 9-Chloro-6,6-dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysene-12-carbonitrile | HCID 60164438 | 43.3% |
Reaction Steps
In a similar fashion using route 16 general procedure 61, 2-amino-4-chloro-N-(5-cyano-quinolin-8-yl)-benzenesulfonamide (Intermediate 286) (100 mg, 0.27 mmol), t-butyl nitrite (0.047 ml, 0.41 mmol) and AcOH: THF (2 ml: 1 ml) gave the title compound (40 mg, 42%) after purification by column chromatography with chloroform/MeOH (99.5:0.5) as the eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-7a0a29bd41a14cbfb4e9dd5b5a267f4a |
| Source note | uspto-grants-2015_08 |