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

HRID 276351

Reaction equation

HRID 276351 reaction equation
[Cl-].[CH:2]1([CH2:5][NH2+:6][CH2:7][CH2:8]Cl)[CH2:4][CH2:3]1.[Cl:10][C:11]1[CH:12]=[C:13]([N:18]=[C:19]=[S:20])[CH:14]=[CH:15][C:16]=1[Cl:17]>>[Cl:10][C:11]1[CH:12]=[C:13]([N:18]=[C:19]2[N:6]([CH2:5][CH:2]3[CH2:3][CH2:4]3)[CH2:7][CH2:8][S:20]2)[CH:14]=[CH:15][C:16]=1[Cl:17]

Participants

3

Reactant 2

HCID 230651,2-Dichloro-4-isothiocyanatobenzeneHCID 18316126N-cyclopropylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183161562-(3,4-Dichlorophenylimino)-3-(cyclopropylmethyl)-1,3-thiazolidine

Procedure

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

Sources & evidence

ORD record
ord-78ba16647dc24a13b0dfdd6063be108a
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

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