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ChemicalBook CAS DataBase List 5-Chloroorthanilic acid

5-Chloroorthanilic acid synthesis

8synthesis methods
5-Chloroorthanilic acid is manufactured by baking 4- chloroaniline hydrogensulfate in vacuo; after the mass has been pumped into water, the acid is neutralized with calcium oxide; the solution is suitable for use in the manufacture of azo dyes.
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Yield:-

Steps:

14 EXAMPLE 14
EXAMPLE 14 127.6 g (1.0 mol) of p-chloroaniline are initially introduced at 85° C. into 500 ml of sulpholane, and 98.1 g (1.0 mol) of 100% strength H2 SO4 are added dropwise in the course of 10 minutes, during which period the temperature increases to 123° C. The brown solution is heated to 172° C., and the reaction water is distilled off under a reduced pressure of 130-150 mm Hg and at a temperature of 172°-196° C. The suspension is cooled to 160° C. and its solids are filtered off with suction. The yield of 2-amino-5-chlorobenzenesulphonic acid is 95.7%.

References:

Siemens-Allis, Inc. US4447368, 1984, A

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