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

HRID 276349

Reaction equation

HRID 276349 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:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[N:18]=[C:19]=[S:20]>>[Cl:10][C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[N:18]=[C:19]1[N:6]([CH2:5][CH:2]2[CH2:3][CH2:4]2)[CH2:7][CH2:8][S:20]1

Participants

3

Reactant 2

HCID 810662,4-Dichloro-1-isothiocyanatobenzeneHCID 18316126N-cyclopropylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183160952-(2,4-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 2,4-dichlorophenyl isothiocyanate to give 2-(2,4-dichlorophenylimino)-3-(cyclopropylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record
ord-ad111739427a49adb95eed2a034cf740
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

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