Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 3-Aminopyridine | HCID 10009 | — |
| Edukt | 2-Aminopyridine | HCID 10439 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Di-tert-butyl dicarbonate | HCID 90495 | — |
| Edukt | Sulfur | HCID 5362487 | — |
| Edukt | 3-t-Butoxycarbonylamino-4-thia-pyridine | HCID 67567623 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 178418664 | HCID 178418664 | — |
Reaktionsschritte
In Scheme (3), 3-aminopyridine is acylated with di-t-butyldicarbonate to introduce the t-butoxycarbonyl (t-BOC) protecting group. (It will be appreciated that two other pyridinothiazolothio mercaptans may be prepared by known methodology using other amino pyridine isomers.) The t-BOC protected 3-aminopyridine is then treated with n-butyllithium in tetrahydrofuran followed by elemental sulfur (S8), followed by treatment with saturated ammonium chloride. The resulting 3-t-butoxycarbonylamino-4-thia-pyridine is treated with a mixture of acetic acid and HCl to provide 3-amino-4-mercaptopyridine hydrochloride. The desired 5-pyridinothiazolo thiomercaptan can then be prepared by treating this compound with carbon disulfide under basic conditions.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05247073 |
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| Quelldatensatz | uspto-grants-1993_09 |
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| ORD ID | ord-ed7c34e35eb445bc9fee78139710e092 |
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| Quellennotiz | uspto-grants-1993_09 |
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