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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 276629Erstellt: 24. Oktober 2026

Ethanolamine → [1-(Cyclopentylamino)cyclopentyl]methanol

https://huagongshe.com/de/reaction/276629

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolamineHCID 700—
EduktFormanilideHCID 7671—
Edukt1,3-OxazolidineHCID 536683—
Edukt2,3-Dichloro-4-methylanilineHCID 13408604—
Edukt13-aza-6-oxadispiro[4.2.4.I]tridecaneHCID 18316287—
Produkt[1-(Cyclopentylamino)cyclopentyl]methanolHCID 18316183—
Produkt(1-Aminocyclopentyl)methanol hydrochlorideHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06353006B1
Quelldatensatzuspto-grants-2002_03
ORD IDord-983633fdaaa444cab915f9738f7cee4c
Quellennotizuspto-grants-2002_03