関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Nitrate | HCID 24434 | — |
| 反応物 | 4-Fluoroisoquinoline | HCID 640973 | — |
| 溶媒 | Sulfuric Acid | HCID 1118 | — |
| 生成物 | HCID 57827875 | HCID 57827875 | — |
反応手順
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).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07872136B2 |
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| 出典データセット | uspto-grants-2011_01 |
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| ORD ID | ord-320f6e4891724c1588cfbf934bd25e3a |
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| 出典メモ | uspto-grants-2011_01 |
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