Method for halogenating an aromatic compound

Details Method for halogenating an aromatic compound Method for halogenating an aromatic compound

C - Chemistry, Metallurgy

07

D

C07D 213/60 (2006.01) C07C 201/12 (2006.01) C07C 205/26 (2006.01) C07C 209/74 (2006.01) C07C 211/52 (2006.01) C07C 253/30 (2006.01) C07C 255/58 (2006.01) C07D 213/61 (2006.01) C07D 213/73 (2006.01) C07D 213/85 (2006.01)

Patent

CA 2102151

ABSTRACT A method for halogenating an aromatic compound, which comprises reacting the aromatic compound of the formula (I): Image (I) wherein X is a hydroxyl group, an amino group or an acylamino group, each of Z1 and Z2 is a hydrogen atom or a halogen atom, one of R and Y is a hydrogen atom and the other is a nitro group, a cyano group or a trifluoromethyl group, and Q is a nitrogen atom or -C(T)= (wherein T is a hydrogen atom, a halogen atom, a nitro group, a cyano group or a trifluoromethyl group), with a halogenating agent to obtain a 3-halogenoaromatic compound of the formula (II): Image (II) wherein one of R' and Y' is a halogen atom and the other is a nitro group, a cyano group or a trifluoromethyl group, and X, Z1, Z2 and Q are as defined above, wherein the aromatic compound of the formula (I) is reacted with a halogenating agent to form a halogenoaromatic compound of the formula (III): Image (III) wherein E is -O-Hal or -?-Hal (wherein A is a hydrogen atom or an acyl group, and Hal is a halogen atom), and Z1, Z2, R, Y and Q are as defined above, and this halogenoaromatic compound of the formula (III) is subjected to a rearrangement reaction in the presence of a proton donor to form the 3-halogenoaromatic compound of the formula (II).

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