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

HRID 276357

Reaction equation

HRID 276357 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:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:13]=1[N:19]=[C:20]=[S:21]>>[Cl:11][C:12]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:13]=1[N:19]=[C:20]1[N:7]([CH2:6][CH:2]2[CH2:3][CH2:4][CH2:5]2)[CH2:8][CH2:9][S:21]1

Participants

3

Reactant 2

HCID 810662,4-Dichloro-1-isothiocyanatobenzeneHCID 18316353N-cyclobutylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183160192-(2,4-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 2,4-dichlorophenyl isothiocyanate to give 2-(2,4-dichlorophenylimino)-3-(cyclobutylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record
ord-d51c0d5b6f1f448ea34cb45c55ffe9b7
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

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