Process for preparation of bicalutamide

Abstract

A process for preparation of Bicalutamide of formula (I),

Description

BRIEF DESCRIPTION OF ACCOMPANYING DRAWINGS

FIG. 1 represents a characteristic X-ray diffraction pattern of Bicalutamide obtained by the method of the present invention.

FIG. 2 represents a characteristic DSC thermogram of Bicalutamide obtained by the method of the present invention.

FIG. 3 represents a characteristic IR spectrum of Bicalutamide obtained by the method of the present invention.

FIG. 4 represents a characteristic solid-state ¹³C NMR spectrum of Bicalutamide obtained by the method of the present invention.

Claims

1. A process for preparation of Bicalutamide of formula (I),

2. A process according to claim 1, which is carried out at a temperature of between 25-60° C.

3. A process according to claim 1, which is carried out at a temperature of between 25-45° C.

4. A process according to claim 1, wherein the water miscible solvent is selected from a nitrile, a ketone and an aliphatic acid.

5. A process according to claim 1, wherein the nitrile is selected from acetonitrile, propionitrile and benzonitrile.

6. A process according to claim 1, wherein the ketone is selected from acetone, methyl isobutyl ketone, methyl ethyl ketone and cyclohexanone.

7. A process according to claim 1, wherein the aliphatic acid is selected from acetic acid, propionic acid and butyric acid.

8. A process according to claim 1, wherein the water miscible organic solvent is acetonitrile.

9. A process according to claim 1, wherein the water miscible organic solvent is acetone.

10. A process according to claim 1, wherein the water miscible organic solvent is acetic acid.

11. A process according to claim 1, wherein the ratio of water to the water miscible organic solvent is between 1:1 and 1:4.

12. A process according to claim 1, wherein the ratio of water to the water miscible organic solvent is between 1:1 and 1:2.

13. A process according to claim 1, wherein potassium permanganate employed is in molar proportions of between 1 and 3 equivalent per mole of compound of formula (II).

14. A process according to claim 1, wherein potassium permanganate employed is in molar proportions of between 2 and 3 equivalent per mole of compound of formula (II).

15. A process according to claim 1, wherein Bicalutamide of formula (I) is isolated from acetonitrile.

16. A process according to claim 1, wherein Bicalutamide of formula (I) is isolated from acetonitrile is optionally crystallized from a mixture of ethyl acetate and petroleum ether.

17. Bicalutamide prepared by the process of claim 1, exhibiting X-ray diffraction pattern as given in FIG. 1.

18. Bicalutamide prepared by the process of claim 1, exhibiting DSC thermogram as given in FIG. 2.

19. Bicalutamide oprepared by the process of claim 1, exhibiting IR spectrum as given in FIG. 3.

20. Bicalutamide prepared by the process of claim 1, exhibiting solid state 13C NMR spectrum as given in FIG. 4.

21. Bicalutamide prepared by the process of claim 15, exhibiting X-ray diffraction pattern as given in FIG. 1.

22. Bicalutamide prepared by the process of claim 15, exhibiting DSC thermogram as given in FIG. 2.

23. Bicalutamide prepared by the process of claim 15, exhibiting IR spectrum as given in FIG. 3.

24. Bicalutamide obtained as per the process of claim 15, exhibiting solid state 13C NMR spectrum as given in FIG. 4.