Preparation of (hydrocarbylthio)aromatic amines

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

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564315, 564426, 564427, 564428, 564430, 546290, 548337, 548484, 548541, 568 38, C07C14942, C07C 8764, C07D20936, C07D23366

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048899550

ABSTRACT:
ar-(Hydrocarbylthio)aromatic amines, such as (alkylthio) anilines, are prepared by heating one or more other ar-(hydrocarbylthio)aromatic amines in the presence of a catalyst, such as aluminum chloride, to redistribute the hydrocarbylthio groups with little or no co-formation of secondary or tertiary amines. The amine starting material is one or more primary aromatic amines having at least one free ring position and at least one hydrocarbylthio substituent in a ring position other than a meta-position.

REFERENCES:
Fujisawa et al., "Rearrangement of Aryl Sulfides in the Presence of Aluminum Chloride", Bull. Chem. Soc. Jap., Vol. 43, pp. 1189-1196, (1970).

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