HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus pentachloride → 5-Isoquinolinesulfonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | 5-Isoquinolinesulfonic acid | HCID 241599 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Phosphorus oxychloride | HCID 24813 | — |
| Product | 5-Isoquinolinesulfonyl chloride | HCID 3371655 | 96.6% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 5-isoquinolinesulfonic acid (4.18 g, 20 mmol), and phosphorus pentachloride (6.24 g, 30 mmol) in phosphorus oxychloride (20 mL) was heated at 120 ° C. for two days. The reaction mixture was cooled to room temperature and diluted with dry chloroform (60 mL). The white precipitate was collected, washed with dry chloroform, and dried under high vacuum to give the title compound as a white solid (4.40 g, 83%) which was used for next step without further purification. 1H-NMR (300 MHz, CDCl3)δ9.95 (s, 1H), 9.16 (d, J=6.8 Hz, 1H), 8.74 (d, J=6.8 Hz, 1H), 8.52 (t, J=7.0 Hz, 2H), 7.99 (t, J=7.3 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06235778B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-ef11fe6cfad8490b90fbc1e151fc6c83 |
| Source note | uspto-grants-2001_05 |