1-Isothiocyanato-2-methoxy-4-nitrobenzene → 2-(2-Methoxy-4-nitrophenylimino)-3-(cycloheptylmethyl)-1,3-thiazolidine

HRID 276422Notes

Reaction equation

HRID 276422 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][O:15][C:16]1[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:17]=1[N:25]=[C:26]=[S:27]>>[CH3:14][O:15][C:16]1[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:17]=1[N:25]=[C:26]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:27]1

Participants

3

Reactant 2

HCID 6108371-Isothiocyanato-2-methoxy-4-nitrobenzeneHCID 18316106N-cycloheptylmethyl-N-(2-chloroethyl)ammonium chloride

Product 1

HCID 183160312-(2-Methoxy-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-methoxy-4-nitrophenyl isothiocyanate to give 2-(2-methoxy-4-nitrophenylimino)-3-(cycloheptylmethyl)-1,3-thiazolidine.

Sources & evidence

ORD record
ord-256a2ef94583400cb348d3100a8cdb60
Source dataset
uspto-grants-2002_03
Patent number
US06353006B1

Reaction notes

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