Reaction #433598

ord-1042ad855505453485b72441af00c3ae

Reaction equation

Nc1cc(Cl)c(Cl)cc1F
3,4-Dichloro-6-fluoroaniline
O=[N+]([O-])c1cc2c(Cl)ncnc2cc1F
4-chloro-7-fluoro-6-nitroquinazoline
→
O=[N+]([O-])c1cc2c(Nc3cc(Cl)c(Cl)cc3F)ncnc2cc1F
4-[(3,4-dichloro-6-fluorophenyl)amino]-7-fluoro-6-nitroquinazoline
Yield 78.0%

Reactants

Nc1cc(Cl)c(Cl)cc1F
3,4-Dichloro-6-fluoroaniline
O=[N+]([O-])c1cc2c(Cl)ncnc2cc1F
4-chloro-7-fluoro-6-nitroquinazoline

Reagents

None

Solvents

CC(C)O
iso-propylalcohol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationAfter filtration

Procedure

3,4-Dichloro-6-fluoroaniline (1 equivalent) was reacted with 4-chloro-7-fluoro-6-nitroquinazoline (3.5 equivalents), in iso-propylalcohol. After filtration, 4-[(3,4-dichloro-6-fluorophenyl)amino]-7-fluoro-6-nitroquinazoline was obtained in 78% yield.

Source

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