Reaction #355745

ord-cf84da9909944efc93d39ce1b7c6e532

Reaction equation

Cl.Cl.Nc1c(F)c(N)c(F)c(F)c1F
dihydrochloride
Cc1cc(NCCCCCO)ccc1[N+](=O)[O-]
5-(4-nitro-3-methylphenylamino)pentan-1-ol
→
Cc1cc(NCCCCCO)ccc1N.Cl.Cl
amine
Cc1cc(NCCCCCO)ccc1N.Cl.Cl
5-(4-amino-3-methylphenylamino)pentan-1-ol dihydrochloride

Reactants

Cl.Cl.Nc1c(F)c(N)c(F)c(F)c1F
dihydrochloride
Cc1cc(NCCCCCO)ccc1[N+](=O)[O-]
5-(4-nitro-3-methylphenylamino)pentan-1-ol

Reagents

CCO.O.[Cl-].[NH4+].[Zn]
zinc ammonium chloride water ethanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The 5-(4-nitro-3-methylphenylamino)pentan-1-ol (17) 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