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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276621Generated: October 26, 2026

Ethanolamine → 1-Aminocyclopentanemethanol

https://huagongshe.com/reaction/276621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 4-amino-3-methylbenzoateHCID 2736799—
ReactantMethyl 4-isothiocyanato-3-methylbenzoateHCID 18316033—
Product1-AminocyclopentanemethanolHCID 66307—
ProductHCID 178498120HCID 178498120—

Reaction Steps

Methyl 4-amino-3-methylbenzoate was converted to 4-methoxycarbonyl-2-methylphenyl isothiocyanate according to Method A2b. 1-Hydroxymethylcyclopentanamine was prepared according to Method B1c. The 2-hydroxyethylamine was sequentially reacted with SOCl2 and 4-methoxycarbonyl-2-methylphenyl isothiocyanate according to Method C2a to give 2-(4-methoxycarbonyl-2-methylphenylimino)-3-thia-1-azaspiro[4.4]nonane. The thiazolidine was reacted with cyclopentyl bromide according to Method D2h to give 2-(4-methoxycarbonyl-2-methylphenylimino)-1-cyclopentyl-3-thia-1-azaspiro[4.4]nonane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06353006B1
Source datasetuspto-grants-2002_03
ORD IDord-ab93818b37e34ab69d7d23b2c97ac994
Source noteuspto-grants-2002_03