Reaction #433594

ord-79f0fa1082b04b518e2114cf8bffea1e

Reaction equation

NN.O
hydrazine hydrate
O=[N+]([O-])c1ccc2ncnc(Nc3ccccc3)c2c1
4-(phenylamino)-6-nitroquinazoline
CC(C)O
iso-propylalcohol
Nc1ccc2ncnc(Nc3ccccc3)c2c1
4-(phenylamino)-6-aminoquinazoline

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe reaction mixture is filtered
  2. 2
    Otherevaporated
  3. 3
    Otherpurified by silica gel chromatography

Procedure

A solution of 4-(phenylamino)-6-nitroquinazoline in ethanol/water and a polar solvent such as iso-propylalcohol is reacted at reflux temperature with hydrazine hydrate and Raney®Nickel. The reaction mixture is filtered, evaporated and purified by silica gel chromatography, to give the product, 4-(phenylamino)-6-aminoquinazoline.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07172749B2uspto-grants-2007_02