| 摘要 |
2 - Aroyl - 4 - chloro - 5 - nitrobenzoic acids are manufactured by condensing 4-chloro-5-nitrophthalic anhydride with an aromatic hydrocarbon or halogenated hydrocarbon of the benzene or naphthalene series capable of undergoing a Friedel-Craft condensation. In examples, 4-chloro-5-nitrophthalic anhydride is condensed in the presence of aluminium chloride with benzene, chlorobenzene and o-dichlorobenzene. 2 - Aroyl - 4 - chloro - 5 - aminobenzoic acids are manufactured p by reducing the foregoing products with ferrous hydroxide and ammonia. They may be converted by ring closure into anthraquinone derivatives. In an example, the product from 4 - chloro - 5 - nitrophthalic anhydride and benzene is reduced. The product on heating with sulphuric acid yields 2-amino-3-chloroanthraquinone. 4 - Chloro - 5 - nitrophthalic anhydride is manufactured by mononitrating the acid sodium salt of 4-chlorophthalic acid, separating the 4 - chloro - 5 - nitrophthalic acid from the isomeric 3 nitro compound by means of the sodium salts and converting it into the anhydride by heating. According to the Provisional Specification, 4 chlorophthalic anhydride is nitrated, and the isomeric acids are separated by means of their barium salts and converted into their anhydrides by heating with acetyl chloride.
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