関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrogen Bromide | HCID 260 | — |
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 3-(1-Methylpyrrolidin-2-yl)pyridine | HCID 942 | — |
| 反応物 | Bromine | HCID 24408 | — |
| 反応物 | Sodium Bromide | HCID 253881 | — |
| 反応物 | Sodium Bromate | HCID 23668195 | — |
| 触媒 | Zinc | HCID 23994 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | Cotinine | HCID 854019 | — |
反応手順
The invention will be better understood by reference to the FIGURE which illustrates the invention by way of example. As shown in the FIGURE, nicotine together with an alkali metal bromide, e.g., sodium bromide or hydrogen bromide, and an alkali metal bromate, e.g., sodium bromate, was placed in an aqueous solution in a reactor and heated in the presence of an acid, e.g., hydrochloric and acetic acids. The red color produced in the reactor indicated the presence of elemental bromine. A red-orange precipitate of dibromocotinine hydrobromide perbromide was then separated and collected by suction filtration. This intermediate product was then kept in the same reactor or, if desired, isolated and placed in a second reactor. The intermediate product is mixed with an acid, e.g., acetic acid and hydrochloric acid, followed by the addition of zinc dust or granules. The zinc was removed by suction filtration and the resulting cotinine was extracted with an organic solvent, e.g., chloroform. Finally, the extract was concentrated by evaporation to produce cotinine as a brown, viscous liquid. Analysis by thin-layer chromatography (TLC) showed that the material collected was about 95% cotinine with norcotinine as a by-product with a trace of nicotine present.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05625070 |
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| 出典データセット | uspto-grants-1997_04 |
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| ORD ID | ord-b9495280550f4a72a72bf094d4d47f09 |
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| 出典メモ | uspto-grants-1997_04 |
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