Thionyl Chloride → HCID 18316160, compound

HRID 276323Notes

Reaction equation

[CH:1]1([NH:6][CH2:7][CH2:8]O)[CH2:5][CH2:4][CH2:3][CH2:2]1.O=S(Cl)[Cl:12]>>[CH:1]1([NH:6][CH2:7][CH2:8][Cl:12])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 141876352-(Cyclopentylamino)ethan-1-ol

Product 1

HCID 18316160HCID 18316160, compound

Procedure

2-Hydroxyethylamine and cyclopentanone were reacted according to Method B4b, Step 1 to afford 4-aza-1-oxaspiro[4.4]nonane. The oxazolidine was reduced according to method B4b, Step 2 to afford N-cyclopentyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to afford N-cyclopentyl-N-(2-chloroethyl)amine. The amine was reacted with 2-methyl-4-nitrophenyl isothiocyanate according to Method C1d to afford 2-(2-methyl-4-nitrophenylimino)-3-(cyclopentyl)-1,3-thiazolidine.

Sources & evidence

ORD record: ord-2a7df1c554ce4ebaa308322357cf13f3
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06353006B1

Reaction notes

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