SU404824A1 - PTB - Google Patents

Description

one

The invention relates to the field of the preparation of new compounds that can be used as intermediates for the synthesis of macroheterocyclic compounds with interesting properties.

A known method for producing 1,3-di- (1-amino3-isoindolyiumidene) -arylenes is that dialkoxyaminoisoindolenin is reacted with an aromatic diamine, followed by isolation of the target product in a known manner.

Using the known method, the authors obtained new compounds that serve to obtain new macroheterocyclic compounds with more valuable properties than the known compounds of this class.

According to the proposed method for producing 1,3di- (1-amino-4,5,6,7-tetrahydro- or 4,7-dithio5, 6-dihydro-3-isoindolinylideneamino) - arylenes of the general formula

. NBT

Bn-

H2N

where R is the residue of benzene or pyridine;

X is a sulfur atom or a methylene group, dialkoxy amino tetrahydro or dialkoxy amino dihydiodoisoindolenin is reacted with an appropriate aromatic or heterocyclic diamine in an organic solvent medium, for example methyl alcohol. The desired product is isolated in a known manner.

Example. Preparation of 1,3-di- (1-amino-4,5,6, 7-tetrahydro-3-isoindolinylideneamino) -benzene (pyridine).

50 ml of absolute methyl alcohol, 4.48 g of 1-amino 3, 3-di-toxy-4,5,6,7-tetrahydroisoindole and 1.08 g of l-phenylenediamine are introduced into a round bottom flask. The contents of the flask stirred for 35 hours at room temperature. Then the reaction mass is cooled to 0 ° C. The extractor is filtered, washed with water and a solid. The yield of 3.9 g (71%). T. pl. 165 ° C. Found,%: C 70.5; H 6.7; N 22.8.

C22H24Ne.

Calculated,%: C 70.9; H 6.4; N 22.7. The resulting light yellow product dissolves when heated in benzene, chlorobenzene, ethanol, butanol.

According to the above method, using 2,6-diaminopyridine instead of.-Phenylenediamine, get 1,3-di- (1-amino-4,5,6,7-tetrahydro-33 isoindolinylideamino) -pyridine. Exit 65%. T. pl. 72 ° C. Found,%: C 69.3; H 6.2; N 24.5. CsiHgsNy. Item Method for preparing 1,3-di- (1-amino-4,5,6,7 tetrahydro- or 4,7-dithio-5,6-dihydro-3-isoindolinylideneamino) -arylenes of the general formula N 404824 4 Calculated,%: C 68.9; H 6.3; N 24.8. The resulting product is yellow-orange in color when dissolved in benzene, toluene, chlorobenzene, ethanol, butanol. 5 where R is the residue of benzene or pyridine; X is a sulfur atom or metlenic group, characterized in that the dialkoxy amino tetrahydro or dialkoxy amino di dioiodohydroisoindolenine is reacted with 10 appropriate aromatic or heterocyclic diamine in the medium of an organic solvent, for example methyl alcohol, followed by separation of the target product by a known method.