HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403074Generated: October 27, 2026
Phosphorus oxychloride → 5-Bromo-1-chloroisoquinoline
https://huagongshe.com/reaction/1403074
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Isoquinoline, 5-bromo-, 2-oxide | HCID 22665708 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-Bromo-1-chloroisoquinoline | HCID 21192497 | 65% |
Reaction Steps
Phosphorus oxychloride (5 ml) was added to a suspension of compound (1a) (7.83 g) in chloroform (120 ml), and the mixture was stirred overnight at 50° C. The solvent was distilled off under reduced pressure, and chloroform was added to the residue. The reaction solution was neutralized with an aqueous sodium hydroxide solution with cooling in an ice bath and partitioned into organic and aqueous layers. The organic layer was washed with brine. The organic layer thus washed was dried over anhydrous sodium sulfate. Then, the solvent was distilled off, and small amounts of chloroform and diethyl ether were added to the residue. The deposit was filtrated to obtain compound (1b) (5.83 g, 65%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912181B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-8af9bc456c9f4ad3a27cfa1f3c38d922 |
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| Source note | uspto-grants-2014_12 |
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