HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Chloro-2-nitrophenylsulfonyl chloride → 4-Chloro-N-(5-cyano-quinolin-8-yl)-2-nitro-benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Chloro-2-nitrophenylsulfonyl chloride | HCID 20631 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 8-Aminoquinoline-5-carbonitrile | HCID 68183361 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Chloro-N-(5-cyano-quinolin-8-yl)-2-nitro-benzenesulfonamide | HCID 68183440 | 30.9% |
Reaction Steps
In a similar fashion using route 14 general procedure 58, 8-aminoquinoline-5-carbonitrile (Intermediate 472) (100 mg, 0.5 mmol), 4-chloro-2-nitrobenzenesulfonyl chloride (Intermediate 454) (166 mg, 0.65 mmol), NaH (60% dispersion in mineral oil, 26 mg, 0.65 mmol) and THF (2 ml) gave the title compound (60 mg, 26%) after purification by column chromatography with n-hexane/DCM (50:50) as the eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-09570fe646544126ad256b541dbfdae6 |
| Source note | uspto-grants-2015_08 |