Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethanolamine | HCID 700 | — |
| Edukt | Formanilide | HCID 7671 | — |
| Edukt | 1,3-Oxazolidine | HCID 536683 | — |
| Edukt | 2,3-Dichloro-4-methylaniline | HCID 13408604 | — |
| Edukt | 13-aza-6-oxadispiro[4.2.4.I]tridecane | HCID 18316287 | — |
| Produkt | [1-(Cyclopentylamino)cyclopentyl]methanol | HCID 18316183 | — |
| Produkt | (1-Aminocyclopentyl)methanol hydrochloride | HCID 23143728 | — |
Reaktionsschritte
2,3-Dichloro-4-methylaniline was converted to the 2,3-dichloro-4-methylformanilide according to Method A3a, Step 1. The formanilide was converted to 2,3-dichloro-4-methylphenyl isocyanide dichloride according to Method A3a, Step 2. 1-Hydroxymethylcyclopentanamine HCl salt was synthesized according to Method B1c. The 2-hydroxyethylamine was converted to 13-aza-6-oxadispiro[4.2.4.1]tridecane according to Method B4d, Step 1. The oxazolidine was reductively opened according to Method B4d, Step 2 to give 1-(cyclopentylamino)-1-(hydroxymethyl)cyclopentane. The substituted 2-hydroxyethylamine was converted to 1-(cyclopentylamino)-1-(thioacetylmethyl)cyclopentane according to Method C6c, Step 1. The thioacetate was hydrolyzed according to Method C6c, Step 2 to give 1-(cyclopentylamino)-1-(thiomethyl)cyclopentane. The 2-thioethylamine was reacted with 2,3-dichloro-4-methylphenyl isocyanide dichloride according to Method C6c to afford 2-(2,3-dichloro-4-methylphenylimino)-1-cyclopentyl-3-thia-1-azaspiro[4.4]nonane.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06353006B1 |
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| Quelldatensatz | uspto-grants-2002_03 |
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| ORD ID | ord-983633fdaaa444cab915f9738f7cee4c |
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| Quellennotiz | uspto-grants-2002_03 |
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