Reaction #355743

ord-ed0f063547894df2bdad98658b6c4fc0

Reaction equation

Cl.Cl.Nc1c(F)c(N)c(F)c(F)c1F
dihydrochloride
Cc1cc(NCCOCCO)ccc1[N+](=O)[O-]
2-[2-(4-nitro-2-methylphenylamino)ethoxy]ethanol
Cc1cc(NCCOCCO)ccc1[N+](=O)[O-]
2-[2-(4-nitro-3-methylphenylamino)ethoxy]ethanol
Cc1cc(NCCOCCO)ccc1N.Cl.Cl
amine
Cc1cc(NCCOCCO)ccc1N.Cl.Cl
2-[2-(4-amino-3-methylphenylamino)ethoxy]ethanol dihydrochloride

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The 2-[2-(4-nitro-2-methylphenylamino)ethoxy]ethanol (15) obtained above was reduced with a boiling zinc/ammonium chloride/water/ethanol mixture. The corresponding amine was isolated in dihydrochloride form.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07445645B2uspto-grants-2008_11