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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276616Generated: November 1, 2026

Ethanolamine → 1-Aminocyclopentanemethanol

https://huagongshe.com/reaction/276616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Iodo-2-(propan-2-yl)anilineHCID 12667938—
Reactant4-Iodo-2-isopropylphenyl isothiocyanateHCID 18316506—
Product1-AminocyclopentanemethanolHCID 66307—
ProductHCID 178439352HCID 178439352—

Reaction Steps

4-Iodo-2-isopropylaniline was converted to 4-iodo-2-isopropylphenyl isothiocyanate according to Method A2b. 1-Hydroxymethylcyclopentanamine was prepared according to Method B1c. The 2-hydroxyethylamine was sequentially reacted with SOCl2 and 4-iodo-2-isopropylphenyl isothiocyanate according to Method C2a to give 2-(4-iodo-2-isopropylphenylimino)-3-thia-1-azaspiro[4.4]nonane. The thiazolidine was reacted with cyclopentyl bromide according to Method D2b to give 2-(4-iodo-2-isopropylphenylimino)-1-cyclopentyl-3-thia-1-azaspiro[4.4]nonane. The phenyl iodide was reacted with CuCN according to Method D7a to afford 2-(4-cyano-2-isopropylphenylimino)-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-e7fd45ebbf7d426ba8c5e5f6e2cdeb76
Source noteuspto-grants-2002_03