An Improved Synthesis of 2-Nitro-6-Aminotoluene

Author: Rosicky, Fred George

Year: 1949

Degree: Master's thesis

Advisor: Niemann, Carl G.

Committee Member: Unknown, Unknown

Option: Chemistry

DOI: 10.7907/8nyx-ge59

Abstract

Aromatic fluorides have been prepared and known for a long time (1), but not much work has been done with them until comparatively recently when they have assumed considerable importance as starting materials for the preparation of fluorinated ∝-amino acids. A considerable number of fluorinated ∝-amino acids have been prepared. during the past fifteen years, chiefly fluorine derivatives of phenylalanine (2), tyrosine (3,4,5,6,7), and thyronine (5,8).

Fluorine derivatives of tryptophane have to date not been described in the literature. The compound 2-nitro-6-fluorotoluene was desired as a starting material later to be used in an attempt to synthesize a r1uorine derivative of tryptophane; hence this work was undertaken in an effort to achieve an improved synthesis of the nitrofluorotoluene.

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