Reaction #2358547

Reaction equation

bromo-nitrobenzene

Bis-benzyloxy benzoic acid methyl ester

N1,N2,N2-trimethylethane-1,2-diamine

→

N1-(nitrophenyl)-N1,N2,N2-trimethylethane-1,2-diamine

Bis-benzyloxy benzoic acid

Conditions

Workup

1. 1
   OtherIn another embodiment the compounds can be prepared

Procedure

In another embodiment the compounds can be prepared as shown in Scheme IV. A bromo-nitrobenzene (1) can be reacted with N1,N2,N2-trimethylethane-1,2-diamine to give N1-(nitrophenyl)-N1,N2,N2-trimethylethane-1,2-diamine (2). A solution of (2) in can be subjected to hydrogenation, passed through a short pad of celite, washed with MeOH and evaporated under reduced pressure. Thiocarbodiimidazole can then be added to (2) to give the N1-(isothiocyanato-phenyl)-)-N1,N2,N2-trimethylethane-1,2-diamine (3).

Source