2-Methyl-4-nitrophenyl isothiocyanate → 2-(2-Methyl-4-nitrophenylimino)-3-(cycloheptylmethyl)-1,3-thiazolidine

HRID 276419Notes

Reaction equation

HRID 276419 reaction equation
[Cl-].[CH:2]1([CH2:9][NH2+:10][CH2:11][CH2:12]Cl)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[CH3:14][C:15]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:16]=1[N:24]=[C:25]=[S:26]>>[CH3:14][C:15]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:16]=1[N:24]=[C:25]1[N:10]([CH2:9][CH:2]2[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)[CH2:11][CH2:12][S:26]1

Participants

3

Reactant 2

HCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 18316106N-cycloheptylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183162542-(2-Methyl-4-nitrophenylimino)-3-(cycloheptylmethyl)-1,3-thiazolidine

Procedure

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

Sources & evidence

ORD record
ord-49a87bd581d64841b740c058b9ca1652
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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