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

HRID 276360

Reaction equation

HRID 276360 reaction equation
[Cl-].[CH:2]1([CH2:6][NH2+:7][CH2:8][CH2:9]Cl)[CH2:5][CH2:4][CH2:3]1.[Cl:11][C:12]1[CH:13]=[C:14]([N:19]=[C:20]=[S:21])[CH:15]=[CH:16][C:17]=1[Cl:18]>>[Cl:11][C:12]1[CH:13]=[C:14]([N:19]=[C:20]2[N:7]([CH2:6][CH:2]3[CH2:3][CH2:4][CH2:5]3)[CH2:8][CH2:9][S:21]2)[CH:15]=[CH:16][C:17]=1[Cl:18]

Participants

3

Reactant 2

HCID 230651,2-Dichloro-4-isothiocyanatobenzeneHCID 18316353N-cyclobutylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183160442-(3,4-Dichlorophenylimino)-3-(cyclobutylmethyl)-1,3-thiazolidine

Procedure

2-Hydroxyethylamine was reacted with cyclobutylmethyl bromide according to Method B2a to give N-cyclobutylmethyl-N-(2-hydroxyethyl)amine. The alcohol was reacted with SOCl2 according to Method B7c to give N-cyclobutylmethyl-N-(2-chloroethyl)ammonium chloride. The chloroethylamine was reacted with 3,4-dichlorophenyl isothiocyanate to give 2-(3,4-dichlorophenylimino)-3-(cyclobutylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record
ord-cfd7ff92352e4f07a34b7f9d8114bc0c
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

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