2,3-Dichlorophenyl Isothiocyanate → 2-(2,3-Dichlorophenylimino)-3-(cyclohexylmethyl)-1,3-thiazolidine

HRID 276387Notes

Reaction equation

HRID 276387 reaction equation
[Cl-].[CH:2]1([CH2:8][NH2+:9][CH2:10][CH2:11]Cl)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[Cl:13][C:14]1[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:15]=1[N:21]=[C:22]=[S:23]>>[Cl:13][C:14]1[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:15]=1[N:21]=[C:22]1[N:9]([CH2:8][CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]2)[CH2:10][CH2:11][S:23]1

Participants

3

Reactant 2

HCID 27962812,3-Dichlorophenyl IsothiocyanateHCID 18316318N-cyclohexylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183160202-(2,3-Dichlorophenylimino)-3-(cyclohexylmethyl)-1,3-thiazolidine

Procedure

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

Sources & evidence

ORD record
ord-245c4323bc3944219d85d110a9350d12
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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