N-(2-Chloroethyl)benzylamine hydrochloride → 2-(2-Methyl-4-nitrophenylimino)-3-benzyl-1,3-thiazolidine

HRID 276407

Reaction equation

HRID 276407 reaction equation
[Cl-].[CH2:2]([NH2+:9][CH2:10][CH2:11]Cl)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[N:23]=[C:24]=[S:25]>>[CH3:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[N:23]=[C:24]1[N:9]([CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[CH2:10][CH2:11][S:25]1

Participants

3

Reactant 2

HCID 22712N-(2-Chloroethyl)benzylamine hydrochlorideHCID 1456212-Methyl-4-nitrophenyl isothiocyanate

Product 1

HCID 183164892-(2-Methyl-4-nitrophenylimino)-3-benzyl-1,3-thiazolidine

Procedure

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

Sources & evidence

ORD record
ord-8c4a302ed1074def9679ae8b603f8de4
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Linked notes

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