The present invention relates to novel dicarboxylic diesters as well as the use thereof as for inhibiting the methane production in ruminants.

The present invention relates to novel dicarboxylic diesters as well as the use thereof as for inhibiting the methane production in ruminants.

The present invention relates to a process for preparing hexanoic acid, 6-(nitrooxy)-, (1S,2E)-3-[(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxo-2-hepten-1-yl]-3,5-dihydroxycyclopentyl]-1-(2-phenylethyl)-2-propen-1-yl ester of formula (I).

##STR00001##

In accordance with the present invention, the compound (I) can be efficiently prepared with high purity by coupling bimatoprost in a boronate protected form with 6-(nitrooxy)hexanoyl chloride and removing the boronate protecting group.

The invention also relates to a process for the preparation of 6-(nitrooxy) hexanoic acid having a HPLC purity equal to or greater than 99% and containing an amount of 6-{[6-(nitrooxy)hexanoyl]oxy}hexanoic acid (compound (IXa) equal to or lower than 0.2%.

The present invention relates to a process for preparing hexanoic acid, 6-(nitrooxy)-, (1S,2E)-3-[(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxo-2-hepten-1-yl]-3,5-dihydroxycyclopentyl]-1-(2-phenylethyl)-2-propen-1-yl ester of formula (I).

##STR00001##

In accordance with the present invention, the compound (I) can be efficiently prepared with high purity by coupling bimatoprost in a boronate protected form with 6-(nitrooxy)hexanoyl chloride and removing the boronate protecting group.

The invention also relates to a process for the preparation of 6-(nitrooxy) hexanoic acid having a HPLC purity equal to or greater than 99% and containing an amount of 6-{[6-(nitrooxy)hexanoyl]oxy}hexanoic acid (compound (IXa) equal to or lower than 0.2%.

The present invention relates to a process for preparing hexanoic acid, 6-(nitrooxy)-, (1S,2E)-3-[(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxo-2-hepten-1-yl]-3,5-dihydroxycyclopentyl]-1-(2-phenylethyl)-2-propen-1-yl ester of formula (I).

##STR00001##

In accordance with the present invention, the compound (I) can be efficiently prepared with high purity by coupling bimatoprost in a boronate protected form with 6-(nitrooxy)hexanoyl chloride and removing the boronate protecting group.

The invention also relates to a process for the preparation of 6-(nitrooxy) hexanoic acid having a HPLC purity equal to or greater than 99% and containing an amount of 6-{[6-(nitrooxy)hexanoyl]oxy}hexanoic acid (compound (IXa) equal to or lower than 0.2%.

A reaction apparatus for producing polyethylene glycol dinitrate (PEGDN) in a continuous manner includes a series of reaction cells spatially disposed in one or more planar structures and a separation arrangement for separating PEGDN and Ammonium Nitrate, in a continuous manner. The separation arrangement is a thin film evaporator and/or falling film evaporator. The plurality of reaction cells includes a feed preparation section having feedstreams for continuously providing an acid composition and a glycol composition to reaction cells. The plurality of reaction cells further includes a nitration section, where the acid composition and the glycol composition react to generate a reaction composition, and a quench and neutralization section, having feed for cooling arrangement and a plurality of feeds for providing an alkaline composition to at least partially neutralize reaction composition. The acid composition includes a mixture of dilute nitric acid and concentrated sulphuric acid.

A reaction apparatus for producing polyethylene glycol dinitrate (PEGDN) in a continuous manner includes a series of reaction cells spatially disposed in one or more planar structures and a separation arrangement for separating PEGDN and Ammonium Nitrate, in a continuous manner. The separation arrangement is a thin film evaporator and/or falling film evaporator. The plurality of reaction cells includes a feed preparation section having feedstreams for continuously providing an acid composition and a glycol composition to reaction cells. The plurality of reaction cells further includes a nitration section, where the acid composition and the glycol composition react to generate a reaction composition, and a quench and neutralization section, having feed for cooling arrangement and a plurality of feeds for providing an alkaline composition to at least partially neutralize reaction composition. The acid composition includes a mixture of dilute nitric acid and concentrated sulphuric acid.

The invention relates to a method and to a device for removing contaminants arising during the production of aliphatic or alicyclic nitric acid esters, in particular for removing contaminants from nitrated crude nitric acid esters, which nitrated crude nitric acid esters arise during the nitration of monovalent or multivalent aliphatic or alicyclic alcohols capable of nitration, after the separation of the final nitrating acid, and to a production system for nitrating monovalent or multivalent aliphatic alcohols capable of nitration with subsequent purification of the nitrated nitric acid esters.

The invention relates to a method and to a device for removing contaminants arising during the production of aliphatic or alicyclic nitric acid esters, in particular for removing contaminants from nitrated crude nitric acid esters, which nitrated crude nitric acid esters arise during the nitration of monovalent or multivalent aliphatic or alicyclic alcohols capable of nitration, after the separation of the final nitrating acid, and to a production system for nitrating monovalent or multivalent aliphatic alcohols capable of nitration with subsequent purification of the nitrated nitric acid esters.

The invention relates to a method and to a device for removing contaminants arising during the production of aliphatic or alicyclic nitric acid esters, in particular for removing contaminants from nitrated crude nitric acid esters, which nitrated crude nitric acid esters arise during the nitration of monovalent or multivalent aliphatic or alicyclic alcohols capable of nitration, after the separation of the final nitrating acid, and to a production system for nitrating monovalent or multivalent aliphatic alcohols capable of nitration with subsequent purification of the nitrated nitric acid esters.