CS261697B1 - 1-methyl-5-/n-n-propyl-n-formyl/-amino-6-uracil and process for preparing thereof - Google Patents

Abstract

The object of the invention is 1-methyl-5- (N-N-propyl-N-formyl) amino-6-aminouracil and its preparation by reacting 1-methyl-5-n-propylamino-6-aminouracil with formic acid or its reactive derivatives . The compound is used as an intermediate for the preparation of the cardiovascular system.

Description

The present invention relates to a novel 1-methyl-5- (N-n-propyl-N-formyl) amino-6-aminoouril of the formula I

CHO. N-C-L-C ° ·? ^'Cf c h lil and a process for its preparation.

The compound of formula I is used as an intermediate for the preparation of a medicament of the cardiovascular system. The compound of formula (I) is prepared by reacting 1-methyl-5-n-propylamino-6-aminouracil of formula (II).

_{H ν} Λ y nh -ch ^ cch ₃

As the solvent, water or a solvent inert under the reaction conditions such as xylene can be used.

The details of the various methods of preparation are given in the following examples, without being limited to these.

Example 1

61.5 g of 1-methyl-5-n-propylamino-6-aminouracil and 150 ml of formic acid are refluxed with stirring for 90 minutes. The reaction mixture is concentrated in vacuo and 80 ml of ethanol are added to the residue, heated to boiling and filtered. Drying gave 63.7 g of 1-methyl-5- (N-n-propyl-N-formyl) amino-6-aminouracil, m.p. t. 238 DEG-243 DEG.

Example 2

19.8 g of 1-methyl-S-n-propylamino-N-aminouracil are added to 50 ml of mixed acetic anhydride and formic anhydride and the reaction mixture is stirred at 50 ° C for 3.5 hours. Working up as in Example 1 gave 22 g of 1-methyl-5- (N-n-propyl-N-formyl jamino-6-aminouracil).

with formic acid or its reactive derivatives such as mixed anhydride or reactive ester in an organic or aqueous organic medium at a temperature of 15 ° C to 150 ° C.

The process for the preparation of the compound of the formula I according to the invention is carried out by adding to 1 mol. of the compound of formula II is added from 0.8 to 5 mol. parts of formic acid or a reactive derivative thereof, such as a mixed anhydride or a reactive ester. The mixed anhydride used may be, in particular, the anhydride formed with acetic acid, such as the reactive ester of p-nitrophenyl formate, e.g. Mc Omie, J. F. W. (ed.) ("Protective group in organic chemistry". New York, Plenum Press 1973). Formic acid formulations can also be carried out in the presence of a solvent or directly in excess.

Example 3

0.95 g of 1-methyl-5-n-propylamino-6-aininouracil is refluxed with 0.85 g of p-nitrophenyl formate in 13 ml of dimethylformamide for 20 minutes. Working up as in Example 1 gave 0.17 g of 1-methyl-5- (N-n-propyl-N-formyl-amino-6-aminouracillus).

Example 4

Analogous to the procedure of Example 1 except that a mixture of 150 ml formic acid and 50 ml is used. formannidu. 60 g of 1-methyl-5- (N-n-propyl-N-formyl jamino-6-aminouracil) are obtained.

Example 5

Analogous to the procedure of Example 1 except that a mixture of 150 ml of formic acid and 15 ml of water is used. 48 g of 1-methyl-5- (N-n-propyl-N-formyl) amino-6-aminouracil are obtained.

Claims (2)

1. 1-Methyl-5- (N-propyl-N-formyl) amino-6-aminouracil of formula I ^HN / Y ABOUT , CHCHQ N CH. CH, ~ _CΗ (1) r-NH-CH, CH-CHi honor 3 (II) 2. A process for the preparation of a compound according to claim 1, characterized in that 1-methyl-5-n-propylamino-6-aminouracil of formula II is treated with formic acid or a reactive derivative thereof such as a mixed anhydride or reactive ester. in an organic or aqueous-organic medium at a temperature of 15 ° C to 150 ° C.