Ethanolamine → N-cyclopentylmethyl-N-(2-hydroxyethyl)amine

HRID 276382Notes

Reaction equation

[OH:1][CH2:2][CH2:3][NH2:4].[CH:5]1([CH2:10]Br)[CH2:9][CH2:8][CH2:7][CH2:6]1>>[CH:5]1([CH2:10][NH:4][CH2:3][CH2:2][OH:1])[CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

Reactant 2

HCID 700Ethanolamine

HCID 12723264(Bromomethyl)cyclopentane

Product 1

HCID 18316431N-cyclopentylmethyl-N-(2-hydroxyethyl)amine

Procedure

2-Hydroxyethylamine was reacted with cyclopentylmethyl bromide according to Method B2a to give N-cyclopentylmethyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to give N-cyclopentylmethyl-N-(2-chloroethyl)ammonium chloride. The chloroethylamine was reacted with 3-chloro-2-methylphenyl isothiocyanate to give 2-(3-chloro-2-methylphenylimino)-3-(cyclopentylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record: ord-04d49857256245ec95ea04a422413409
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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