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

HRID 276390Notes

Reaction equation

HRID 276390 reaction equation
[Cl-].[CH:2]1([CH2:8][NH2+:9][CH2:10][CH2:11]Cl)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]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]([CH2:8][CH:2]2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]2)[CH2:10][CH2:11][S:25]1

Participants

3

Reactant 2

HCID 1456212-Methyl-4-nitrophenyl isothiocyanateHCID 18316318N-cyclohexylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183163832-(2-Methyl-4-nitrophenylimino)-3-(cyclohexylmethyl)-1,3-thiazolidine

Procedure

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

Sources & evidence

ORD record
ord-61baad9b62004d6895d500766f98ee42
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

Loading…