The method of obtaining 5,15-di(p-nitrophenyl)-3,7,13,17-tetramethyl - 2,8,12,18-tetramethylpentane

 

(57) Abstract:

Usage: as activators of membrane gas separation and as an intermediate product in the synthesis of parvinzadeh polycondensation of monomers. The inventive product 5,15-di(n-nitrophenyl)-3,7,13,17-tetramethyl-2,8,12,18-tetramethylpentane. The output of 37.9%. Reagent 1: 5.5'-dicarboxy - 4.4'-dimethyl 3.3'-dibutylthiourea. Reagent 2: n-nitrobenzaldehyde. Reaction conditions: in the presence of zinc acetate in a mixture of dimethylformamide with triperoxonane acid, when the content of the last 0.5 to 10 vol.% at 150 to 170C. table 1.

The invention relates to an improved method for producing a 5,15-di(n-nitrophenyl)-3,7,13,17-tetramethyl-2,8,12,18 - tetrabutyltin, which can be used as activator of membrane gas separation and as an intermediate product in the synthesis of parvinzadeh poly - condensation monomers.

A method of obtaining 5,15-di(n-nitrophenyl)-3,7,13,17-tetramethyl-2,8,12,18 - tetramethylpentane condensation of 5,5'-dicarboxy-3,3',4,4'-tetramethylpiperidine - n-nitrobenzaldehyde in pyridine in the presence of zinc acetate at 180aboutC. Exit 17% [1]

The aim of the invention is to increase the yield of the target product, which is acid, when the content of the last 0.5 to 10 vol.% and the processing at 150-170aboutC.

These conditions helped to increase the yield of the target product to 37.9%.

P R I m m e R. Synthesis of 5,15-di-(n-nitrophenyl)-3,7,13,17-tetramethyl-2,8,12,18 - tetramethylpentane.

3,21 g (8,61 mmol) 5,5'-dicarboxy-4,4'-dimethyl-3,3'-dibutylnitrosamine, 1.3 g (8,61 mmol) n-nitrobenzaldehyde, 3.8 g (17,20 mmol) of zinc acetate, 98 ml of dimethylformamide and 2 ml triperoxonane acid is heated in a sealed ampoule at 160aboutWith 8 hours Refrigerated ampoule is opened, the contents poured into water, the precipitate is filtered off and dried. Then it is dissolved in 100 ml of chloroform with the addition of 10 ml triperoxonane acid and withstand the resulting solution for one hour. The acid is neutralized to a 25% solution of ammonia and chromatographic on silica gel, elwira toluene. Yield 1.29 g (37,9%).

Rf(Silufol) = 0,50 (toluene).

maxnm (lg): 627 (3,60); 577 (3,88); 543 (3,73); 510 (4,14); 410 (5,30) (chloroform).

Found,%: C 74,61; N 6,94; N 10,12.

Calculated,%: C 74,97; N 7,26; N Of 10.09.

Conditions of carrying out of the method and the data output of the target product are listed in the table below.

When the number triperoxonane acid above 10% vol. (the law is observed when carrying out the condensation at a temperature above 170about(Example 6) and below 150about(Example 9).

In the temperature range 150-170aboutWith and concentrations triperoxonane acid, and 0.5-10% vol. the target product is obtained with a steady output of above 20%.

The METHOD of OBTAINING 5,15-DI(P-NITROPHENYL)-3,7,13,17-TETRAMETHYL-2,8,12,18-TETRAMETHYLPENTANE condensation of 5,5-descarboxyethoxyloratadine n-nitrobenzaldehyde in an organic solvent in the presence of zinc acetate at elevated temperature, characterized in that, to increase the yield of the desired product as an organic solvent, a mixture of dimethylformamide with triperoxonane acid when the content of the last 0.5 to 10 vol.% and the process is carried out at 150 - 170oC.

 

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