SU1761744A1 - Method of 1,4-dichloro-1,1,4,4-tetranitrobutane diol-2,3 synthesis - Google Patents

Abstract

Usage: as a source of reagent for the synthesis of high-density explosives. The essence of the invention: the product is 1,4-dichloro-1,1,4,4-tetranite-robutanediol-2,3 hydrate, BF C jHeCla On, yield 51.3%, m.p. 165-167 ° C. Reagent 1: 1,1,4,4-tetranitrobutanediol-2,3. Reagent 2: gaseous HCI. Conditions: in an environment of 60% CH 2 COOH at 20-22 ° C.

Description

This invention relates to the chemistry of aliphatic nitrosprites, namely to an improved method for preparing 1,4-dichloro-1,1,4,4-tetranitrobutanediol-2, 3 as a hydrate of the formula

CIC (NO) 2CH (OH) CH (OH) C (NO) 2CI-H20

which can be used as a starting material for the synthesis of a number of aliphatic nitro compounds, for example 1,4-diazido-1,1,4,4-tetranitrobutanediol-2,3, 1,4-dichloro-1,1,4,4 dinitrate - tetranitol tandiol-2,3, high-density explosives.

A known method for preparing 1,4-dichloro-1,1,4,4-tetranitrobutanediol-2,3, maintaining the corresponding diacetate with an equivalent amount of alkali in ether at 0 ° C for 2 hours, followed by treating the reaction mixture with chlorine at -30 ° WITH.

The disadvantage of this method is the low yield of the target product, which is 30.2% based on the initial 1,1.4,4-tetranitrobutanediol-2,3 diacetate. If we consider that diacetate itself is obtained in 71% yield from 1,1,4,4-tetranitrobutanediol-2,3, then the total yield of 1,4-dichloro-1, 1, 4,4-tetranitrobutanediol-2, 3 is only 21%, based on the starting diol. Another disadvantage of the known method is the need to carry out the synthesis at -30 ° C, which is associated with additional energy consumption. The aim of the invention is to increase the yield of the target product and simplify the process

The goal is achieved by the proposed method of obtaining 1,4-dichloro-1,1,4,4-tetranitrobutanediol-2,3 in the form of a hydrate, which consists in treating 1,1,4,4-tetranitrobutanediol-2,3 with chlorine gas in an environment of 60% Acetic acid.

Yo

 VI

0

vj -N

Example. A solution of 5.4 g (0.02 M) of 1,1,4,4-tetranitrobutanediol-2,3 in 80 ml of 60% acetic acid at 20-22 ° C and stirring was bubbled 11.25 g (0, 16 M) chlorine gas until heat generation ceases. The reaction mixture is diluted with 280 ml of water and extracted with diethyl ether (3 x 35 ml). The combined extracts are dried over calcined MSWO. After the ether has been distilled off under reduced pressure, white crystals remain. After recrystallization from dichloroethane, 3.66 g of 1,4-dichloro-1,1,4,4-tetr 1 nitrobutanediol-2,3 hydrate was obtained, yield 51.3%, mp. 165-167 ° C, d420 1.88 g / cm3.

Found,%: C 13.3; H 1.7; N 15.5; WITH

20.0.

CqH6Cl2N40l1.

Calculated,%: C 13.46; H 1.69; N 15.69; CI 19.86%.

The IR spectrum contains absorption bands characteristic of C (NOa) 2-rpynn - 1375 and 1600, OH groups and H20 - 3560-3 575, as well as C) - 780.

Absolute evidence of the structure of 1,4-dichloro-1,1,4,4-tetranitrobotanediol-2,3 hydrate was obtained by X-ray structural analysis.

Thus, the proposed method

allows to obtain 1,4-dichloro-1,1,4,4-tetranitrobutanediol-2,3 in the form of a hydrate with a higher yield (51% versus 21%, in total, in the prototype), and the process itself is simplified by reducing the number of stages from three to one and running it at room temperature.

Claims (1)

The claims of the method for producing 1,4-dichloro-1,1,4,4 tetranitobuti ndiol-2, 3, starting from a derivative of 1,1,4,4-tetranitrobutane, and including exposure to chlorine gas, characterized in that 1,1,4,4-tetranitrobutanediol-2,3 is used as a derivative of 1,1,4,4-tetracytrobutane and the process is carried out by treating it with chlorine gas and 60% acetic acid. acid.