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16.13.4.4.2 Nitro Group Modification

DOI: 10.1055/sos-SD-016-00745

Kikelj, D., Science of Synthesis, (2004) 16, 724.

Quinazolinamines ‌329‌ are conveniently prepared by reduction of nitroquinazolines ‌328‌, readily obtained by cyclization of various precursors (see Section ‌16.13.1.1‌), using hydrogen and palladium on charcoal,[‌229‌,‌605‌,‌750‌,‌899‌,‌977‌] palladium on calcium carbonate,[‌222‌,‌796‌] Raney nickel,[‌752‌,‌796‌,‌978‌,‌979‌] or platinum oxide[‌814‌] catalysts, tin(II) chloride,[‌222‌,‌980‌–‌982‌] iron,[‌403‌] sodium sulfide,[‌222‌] or titanium(III) chloride.[‌983‌] Under conditions of catalytic reduction of the nitro group, chlorine in positions 2 and/or 4 is reductively removed[‌222‌,‌796‌] (‌Scheme 246‌) (see Section ‌16.13.4.1.4.2‌).

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References

[220] Meeeeeeeeeeee, M. M.; Meee, M., Meeeeeeeeeee, (8888) 88, 8888.
[222] Meeeeeeeee, M. M.; Meeeeeeeee, M. M.; Meeeeee, M. M.; Meeeee, M. M., M. Mee. Meee., (8888) 88, 888.
[229] Mee, M. M.; Meeeeeeee, M. M.; Meeee, M. M., M. Meeeeeeeee. Meee., (8888) 88, 888.
[403] Meeee, M. M.; Meeeee, M. M.; Meeee, M. M.; Meeeee, M. M.; Meee, M. M.; Meeee, M., M. Mee. Meee., (8888) 88, 8888.
[605] Meeee, M. M.; Meeee, M. M.; Meeee, M. M.; Meee, M.; Meeeee, M.; Meeeeeeee, M. M., M. Mee. Meee., (8888) 88, 888.
[750] Meeežeč, M.; Meeee, M. M.; Meee, M. M.; Meeeeeeee, M. M., M. Meeeeeeeee. Meee., (8888) 88, 8888.
[752] Meeee, M. M.; Meeee, M. M.; Meeeee, M.; Meeee, M., M. Mee. Meee., (8888) 88, 8888.
[796] Meee, M. M.; Meeeeeeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888.
[814] Meee, M. M., M. Meee. Mee., (8888), 8888.
[899] Meeeeee, M. M.; Meeeeeeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888.
[977] Mee, M. M.; Meeeeeeee, M. M.; Meeee, M. M., M. Mee. Meee., (8888) 88, 8888.
[978] Meeeeee, M., Me Meeeee–Meee, (8888); Mee. MM/8e, e 888.
[979] Meeeeee, M.; Meeeeee, M. M.; Meeeeeeee, M.; Meeeeee, M. M.; Meeeeee, M. M.; Meee, M.; Me, M.; Meeeeeee, M.; Meee, M. M.; Meeeeeee, M., M. Mee. Meee., (8888) 88, 8888.
[980] Meeeeeee, M.; Me, M.; Meeeeee, M. M., M. Meeeeeeeee. Meee., (8888) 88, 888.
[981] Meeeöeee, M., Me Meeeee–Meee, (8888); Mee. MM/8, e 888.
[982] Meeee, M. M.; Meeeeee, M. M.; Meeeeee, M. M. M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888.
[983] Meeee, M.; Meeeeeeee, M. M.; Meeeeee, M. M.; Meeeee, M. M. M., Meeeeeeeeee, (8888) 88, 8888.
[984] Meeeeee, M.; Meeeeeé, M.; Meeeeee, M. M., M. Meeeeeeeee. Meee., (8888) 88, 8888.

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  • 8.Meeeee-Meee, (8888) 88/8, 888.
  • 8.Meeeee-Meee, (8888) 8/8e, 888.
  • 8.Meeeee-Meee, (8888) M 8e8, 888.

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