2,4-Dichloro-1-isothiocyanatobenzene → 2-(2,4-Dichlorophenylimino)-3-(cyclopentylmethyl)-1,3-thiazolidine

HRID 276378

Reaction equation

HRID 276378 reaction equation
[Cl-].[CH:2]1([CH2:7][NH2+:8][CH2:9][CH2:10]Cl)[CH2:6][CH2:5][CH2:4][CH2:3]1.[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[N:20]=[C:21]=[S:22]>>[Cl:12][C:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=1[N:20]=[C:21]1[N:8]([CH2:7][CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6]2)[CH2:9][CH2:10][S:22]1

Participants

3

Reactant 2

HCID 810662,4-Dichloro-1-isothiocyanatobenzeneHCID 18316280N-cyclopentylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183165102-(2,4-Dichlorophenylimino)-3-(cyclopentylmethyl)-1,3-thiazolidine

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 2,4-dichlorophenyl isothiocyanate to give 2-(2,4-dichlorophenylimino)-3-(cyclopentylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record
ord-7ba216ad70fb4a919a4d6ffcc829deec
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

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