Manufacturing process of metoprolol

Details Manufacturing process of metoprolol Manufacturing process of metoprolol

1997-11-26

2001-06-26

Killos, Paul J. (Department: 1623)

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

C514S652000, C514S653000

Reexamination Certificate

active

06252113

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to an improved method for the manufacture of metoprolol base 1-(isopropylamino)-3-[p-(2-methoxyethyl)-phenoxy]-2-propanol) via the route of reacting p-(2-methoxyethyl)-phenol (A) and epichlorohydrin (B) and then reacting the obtained 1-(2,3-epoxypropoxy)-4-(2-methoxyethyl)-benzene (AB) with isopropylamine (C). The crude metoprolol base is then purified.
Prior Art
Chemical Abstracts, vol. 112 (1990) abstract No. 197820 discloses the reaction of p-(2-methoxyethyl)-phenol and epichlorohydrin in the two phase system of water and organic solvent.
Swedish patents 354 851 and 368 004 disclose the reaction of p-(2-methoxyethyl)-phenol and epichlorohydrin where the epichlorohydrin is used not only as a building block in the reaction but also as solvent.
Disclosure of the Invention
It has now been found that metoprolol can be prepared in a manner that is fast, environmentally sound and gives a good yield and high purity using reactants that are known per se. The difference from the prior art is that the new method uses no other solvents than water for the reaction of A and B. From an environmental as well as an occupational hazard point of view it is a great advantage to be able to replace a hazardous organic solvent with a non-noxious solvent such as water.
The method of the invention is illustrated by the reaction scheme below:


REFERENCES:
patent: 2011584 (1990-01-01), None
patent: 9216197 (1992-10-01), None
Chemical Abstracts, vol. 113, No. 21, Nov. 19, 1990, (Columbus, Ohio, USA), p. 677, The Abstract No. 190900r, ES, 2011584 A6, (Oranias Olsina, Gloria et al) Jan. 16, 1990.
Chemical Abstracts, vol. 119, No. 19, Aug. 11, 1993, (Columbus, Ohio, USA). Zjawiony, Jordan et al, p. 863, The Abstract No. 203128w, Pol. PL 158,497, 1992.
Zjawiony, et al., Chemical Abstracts 112: 658 (1990), Abstract No. 197820c.

Affiliated with

Also associated with

Rating

Manufacturing process of metoprolol does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Manufacturing process of metoprolol, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Manufacturing process of metoprolol will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2458026