123. New intermediates and dyes. Part II. Preparation and properties of 4-tert.-butylphthalic anhydride. Orientation of its condensation products with benzenoid hydrocarbons

Substituted N-hydroxyphthalimides as oxidation catalysts

“…4-tert-butyl-N-hydroxyphthalimide, whose synthesis had not been reported, was prepared from 4-tert-butyl-phthalic anhydride [19]. It was synthesized as follows: NH 2 OHÁHCl (0.67 g, 9.6 mmol) and N(Et) 3 (1.3 mL, 9.5 mmol) were dissolved in ethanol (60 mL).…”

Synthesis and Characterization of Highly Conjugated Unsymmetrically Substituted Phthalocyanines

“…The mixed condensation of the diiminoisoindolines 6a-c with an excess of 5-tert-butyl-1,3diiminoisoindoline [38] in refluxing N,N-dimethylaminoethanol afforded a statistical mixture of metalfree phthalocyanines, in each case. Some experiments with different molar ratios were carried out in order to raise the yield of the desired unsymmetrically substituted phthalocyanines 1a-c. A 1:3 ratio was found to be the most appropriate for diiminoisoindolines 6a and 6b, and 1:9 for the most reactive diiminoisoindoline 6c.…”

“…Data for 5-p-nitrostyryl-1,3-diiminoisoindoline (6a): Yield 77%, greenish powder. 1 General procedure for the preparation of phthalocyanines 1a-c: A mixture of 5-tert-butyl-1,3-diiminoisoindoline [38] and the corresponding diiminoisoindoline 6 in a 3:1 ratio for 6a,b and 9:1 for 6c in dimethylaminoethanol (DMAE) (1 ml mmol -1 of 5-tert-butyl-1,3-diiminoisoindoline) was refluxed for 14 h. After cooling, MeOH:H 2 O (10:1) (30 ml) was added and the precipitate isolated by centrifugation and washed several times with the same mixture of solvents. The mixture of phthalocyanines was chromatographed with different eluents.…”

On the mechanism of oxidation process initiation by the N-hydroxyphthalimide-cobalt (II) acetate system

“…TPNHPI, the synthesis of which is not described in the literature, was obtained from 4 tert butylphthalic anhydride [11] using the following method: 0.67 g of NH 2 OH · HCl and 1.3 ml of N(C 2 H 5 ) 3 were dissolved in 60 ml of С 2 Н 5 ОН. After stirring for 10 min, 2 g of 4 tert butylphthalic anhydride was added.…”