2,2-Dichlorophenyl isothiocyanate → 2-(2,2-Dichlorophenylimino)-3-(cyclobutylmethyl)-1,3-thiazolidine

HRID 276354Notes

Reaction equation

HRID 276354 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([Cl:21])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]1[N:18]=[C:19]=[S:20]>>[Cl:11][C:12]1([Cl:21])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]1[N:18]=[C:19]1[N:7]([CH2:6][CH:2]2[CH2:3][CH2:4][CH2:5]2)[CH2:8][CH2:9][S:20]1

Participants

3

Reactant 2

HCID 183160862,2-Dichlorophenyl isothiocyanateHCID 18316353N-cyclobutylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 699947552-(2,2-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 2,2-dichlorophenyl isothiocyanate to give 2-(2,2-dichlorophenylimino)-3-(cyclobutylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record
ord-d664ff51b382424fa5c1205611497e0b
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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