ChemicalBook CAS DataBase List 2,4,6-TRINITROANILINE

2,4,6-TRINITROANILINE synthesis

13synthesis methods

Product Name:2,4,6-TRINITROANILINE
CAS Number:489-98-5
Molecular formula:C6H4N4O6
Molecular Weight:228.12

Picric acid is converted to 2,4,6-trinitrochlorobenzene by treatment with PCl5, or a similar chlorinating agent; this is then aminated under mild reaction conditions.

88-89-1 Synthesis

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Yield: 93%

Reaction Conditions:

with diammonium hydrogenphosphate in sulfolane at 25 - 175; under 1034.32 Torr; for 22 h;Product distribution / selectivity;

Steps:

3.e
Picric acid (10.0 g, 43.8 mmol), diammonium hydrogen phosphate (11.6 g, 87.6 mmol) and dry sulfolane (40 ml) are placed in a glass-lined, stainless steel reactor to form a 1.1M concentration reaction slurry. The reactor is sealed and the reaction slurry is stirred with heating for 2 hr as the temperature increases from 25 to 175° C. (20 psi pressure). The temperature is maintained at 175° C. and stirring is continued for an additional 20 hr. The cooled reaction mixture is mixed with water (400 ml) and the insoluble material is collected, washed with water and dried to produce picramide in 93% yield (Table 2, entry 5).

References:

The Regents of the University of California. US2005/38297, 2005, A1 Location in patent:Page/Page column 3