Method for nitrating aniline derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

Reexamination Certificate

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C560S008000, C562S433000, C562S434000

Reexamination Certificate

active

07012151

ABSTRACT:
The present invention relates to a process for the highly regioselective aromatic nitration of alkyl 4-alkanoylamino-3-alkyl-benzoates in the 5-position in a mixture containing nitric acid and the use of the resulting products for preparing, in particular, pharmaceutically active benzimidazole derivatives.

REFERENCES:
patent: 4882342 (1989-11-01), von der Saal et al.
Ries et al, Journal of Medicinal Chemistry, 1993, vol. 36, pp. 4040-4051.
Monge, A. et al; “Hypoxia-Selective Agents Derived from Quinoxaline 1,4-Dl-N-oxides”; J. Med. Chem. 1995, 38, 1786-1792.
Kubo, K. et al; “Nonpeptide Angiotensin II Receptor Antagonists. Synthesis and Biological Activity of Benzimidazoles”; J. Med. Chem. 1993, 36, 1772-1784.
Ries, U. J. et al; “6-Substituted Benzimidazoles as New Nonpeptide Angiotensin II Receptor Antagonists: Synthesis, Biological Activity, and Structure—Activity Relationships”: J. Med. Chem. 1993. 36. 4040-4051.

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