Production process for magnesium N-acetyl taurinate

Abstract

The present invention concerns a process for the production of magnesium N-acetyl taurinate, in particular a process for the production of magnesium N-acetyltaurinate dihydrate.

Claims

1. Production process for magnesium N-acetyl taurinate, in particular for magnesium N-acetyl taurinate dihydrate, consisting of: a. a dissolution step (i) of taurine, (ii) of at least one magnesium compound, e.g. magnesium oxide or magnesium hydroxide and (iii) acetic anhydride in water with salt formation and acetylation of the said taurine to generate a solution containing acetylated magnesium taurinate; b. a step of evaporation and/or distillation of said solution obtained in step a) to remove at least some of the excess water and acetic acid and generate a first precipitate, in particular a first precipitate in distillate form, containing the acetylated magnesium taurinate; c. at least one water washing step, e.g. by filtration, of said first precipitate obtained in step b), said water washing step being followed by a step d) of evaporation and/or distillation to remove at least some of the excess water and acetic acid and generate a second precipitate, in particular a second precipitate in distillate form, containing the acetylated magnesium taurinate; e. at least one wash step, with a rinse solution containing ethanol, preferably a rinse solution containing only ethanol, of said second precipitate obtained in step d), said wash step with a rinse solution containing ethanol, preferably a rinse solution containing only ethanol, being followed by a step f) of evaporation and/or distillation to remove at least some of the excess water and ethanol and generate a third precipitate containing the acetylated magnesium taurinate; g. a cooling step of said third precipitate obtained in step f); h. a step of purification and/or washing of said cooled-down third precipitate obtained in step g) to generate a fourth precipitate in cake form; and i. a drying/desiccation step of said purified and/or washed fourth precipitate in cake form obtained in step h).

2. Production process for magnesium N-acetyl taurinate according to claim 1, in which said step a) of dissolution in water is achieved by the additionsimultaneously or staggered in timeof said taurine, said magnesium oxide or magnesium hydroxide and said acetic anhydride.

3. Production process for magnesium N-acetyl taurinate according to claim 1, in which said step h) of purification and/or washing of said third precipitate is achieved by filtration in the presence of a filtration solution, preferably in the presence of a filtration solution containing ethanol.

4. Production process for magnesium N-acetyl taurinate according to claim 1, in which said step h) of purification and/or washing of said third precipitate is achieved by centrifugation in the presence of a centrifugation solution, preferably in the presence of a centrifugation solution containing ethanol.

5. Production process for magnesium N-acetyl taurinate according to claim 4, in which said step h) of purification and/or washing of said third precipitate by centrifugation is carried out at a rotation speed of between 500 and 1500 revolutions per minute, preferably at a rotation speed of between 800 and 1200 revolutions per minute.

6. Production process for magnesium N-acetyl taurinate according to claim 1, in which said step a) of dissolution carried out in the presence of a dissolution solution containing ethanol.

7. Production process for magnesium N-acetyl taurinate according to claim 1, in which said step a) and/or said step b) and/or said step d) and/or said step f) and/or said step h) and/or said step i) is carried out in a vacuum.

8. Production process for magnesium N-acetyl taurinate according to claim 1, in which said step a) and/or said step b) and/or said step c) and/or said step d) and/or said step e) and/or said step f) and/or said step g) and/or said step h) and/or said step i) is carried out at a temperature of 50 C. or below.

9. Production process for magnesium N-acetyl taurinate according to claim 1, in which said step a) of dissolution is carried out in a vacuum and at a temperature of 50 C. or below.

10. Production process for magnesium N-acetyl taurinate according to claim 1, in which steps a) of dissolution, h) of purification and/or washing of said cooled-down third precipitate and i) of drying/desiccation of said purified and/or washed fourth precipitate in cake form are carried out in a vacuum at a temperature of 50 C. or below.

11. Production process for magnesium N-acetyl taurinate according to claim 1, in which steps a) of dissolution, h) of purification and/or washing of said cooled-down third precipitate by centrifugation in the presence of a centrifugation solution, preferably in the presence of a centrifugation solution containing ethanol and i) of drying/desiccation of said purified and/or washed fourth precipitate in cake form are carried out in a vacuum at a temperature of 50 C. or below.

12. Product obtained using the process according to claim 1.

Description

COMPARATIVE EXAMPLE

[0032] The process according to the present invention has been compared to the processes respectively described in Document FR2384751 and the article of Arfuzir et al. in terms of yields with respect to the amount of magnesium input. More particularly, the process according to the invention was compared to the two processes known in the background art: [0033] a) dissolution, in a vacuum at a temperature of 50 C., (i) of 0.2 M taurine, (ii) 0.102 M magnesium hydroxide, and (iii) 0.265 M acetic anhydride in water with salt formation and acetylation of the taurine to generate a solution containing acetylated magnesium taurinate; [0034] b) distillation in a vacuum at a temperature of 50 C. de la solution obtained in step a) to remove at least some of the excess water and acetic acid and generate a first precipitate in the form of a distillate containing the acetylated magnesium taurinate; [0035] c) filtration washing in water of the first precipitate obtained in step b), with a water wash step being followed by a step d): [0036] d) of vacuum distillation at a temperature of 50 C. to remove at least some of the excess water and acetic acid and generate a second precipitate in the form of a distillate containing the acetylated magnesium taurinate; [0037] e) washing, with a rinse solution containing only ethanol, of the second precipitate obtained in step d), with a wash step using a rinse solution containing only ethanol being followed by a step f): [0038] f) of vacuum distillation at a temperature of 50 C. to remove at least some of the excess water and ethanol and generate a third precipitate containing the acetylated magnesium taurinate; [0039] g) cooling down to a temperature of about 20-25 C. of the third precipitate obtained in step f); [0040] h) purification, by vacuum centrifugation at a temperature of 50 C. with a rotation speed of 800-1200 revolutions per minute, of the cooled-down third precipitate obtained in step g) to generate a fourth precipitate in cake form; and [0041] i) a drying/desiccation step at a temperature of 50 C. of the purified and/or washed fourth precipitate in cake form obtained in step h).

[0042] For each of these processes, yields obtained with respect to the amount of magnesium input are presented in Table 1 below. Yields were calculated as follows: [weight of the magnesium compound input/weight of the magnesium N-acetyl taurinate obtained at the end of the production process]*100.

TABLE-US-00001 TABLE 1 Yield (%) Process according to FR2384751 65 Process according to Arfuzir et al. 90 Process according to the invention 92

[0043] As can be clearly seen, the process according to the invention gives a better yield with respect to the amount of magnesium input than either of the two processes known in the background art. Moreover, in contrast to the Arfuzir process, the process according to the invention uses only water and just one organic substance (ethanol) for the washing steps rather than three different organic liquids (ethanol+acetone+diethyl ether).

[0044] The present invention has been described in terms of specific embodiments which are purely illustrative in value and should not be considered as limiting. In general terms, it will seem obvious to those skilled in the art that the present invention is not limited to the examples illustrated and/or described above.

[0045] Use of the verbs contain, consist of, include and carry or any variants or conjugate forms cannot in any way exclude the presence of elements other than those mentioned.

[0046] Use of the indefinite article a or an, or of the definite article the to introduce an element does not exclude the possibility that more than one of said element can be present.