Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Nitrate | HCID 24434 | — |
| Edukt | 4-Fluoroisoquinoline | HCID 640973 | — |
| Lösungsmittel | Sulfuric Acid | HCID 1118 | — |
| Produkt | HCID 57827875 | HCID 57827875 | — |
Reaktionsschritte
Specifically, 4-fluoroisoquinoline (3) is nitrified with potassium nitrate in sulfuric acid, to thereby form 4-fluoro-5-nitroisoquinoline (4a) and a position isomer (4b) thereof [step A]. Subsequently, these two products are reduced by use of concentrated hydrochloric acid and stannous chloride dihydrate, to thereby form 4-fluoro-5-aminoisoquinoline (5a) and a position isomer (5b) thereof [step B]. 5-Amino-4-fluoroisoquinoline (5a) is separated through column chromatography for purification [step C]. The purified product is diazotized with sodium nitrite [step D]. The diazo compound is subjected to Sandmeyer reaction employing SO2 gas-saturated acetic acid and cupric chloride dihydrate [step E], to thereby yield 4-fluoroisoquinoline-5-sulfonyl chloride (2a).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07872136B2 |
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| Quelldatensatz | uspto-grants-2011_01 |
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| ORD ID | ord-320f6e4891724c1588cfbf934bd25e3a |
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| Quellennotiz | uspto-grants-2011_01 |
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