Reaction #433604

ord-6b124bb44fff450f8df54ca562c21af8

Reaction equation

Nc1cccc(Br)c1
3-Bromoaniline
O=[N+]([O-])c1ccc2ncnc(Cl)c2c1
4-chloro-6-nitroquinazoline
O=[N+]([O-])c1ccc2ncnc(Nc3cccc(Br)c3)c2c1
4-[(3-bromophenyl)amino]-6-nitroquinazoline
Yield 95.4%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

3-Bromoaniline (1.72 grams, 10 mmol) was reacted with 4-chloro-6-nitroquinazoline (523 mg, 2.5 mmol), in iso-propylalcohol, as is described hereinabove, to give 4-[(3-bromophenyl)amino]-6-nitroquinazoline (823 mg, 95% yield), which was thereafter reacted (590 mg, 1.7 mmol) with hydrazine hydrate, according to the procedure described hereinabove, to give 4-[(3-bromophenyl)amino]-6-aminoquinazoline (332 mg, 62% yield).

Source

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