Process for preparing...

Details Process for preparing... Process for preparing...

2007-10-23

2007-10-23

Anderson, Rebecca (Department: 1626)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C514S367000

Reexamination Certificate

active

10533637

ABSTRACT:
2,6-diamino-4,5,6,7-tetrahydro-benzothiazole, which is useful for making pramipexole, is made by: (i) reacting bromine with a solution of 4-acetamido-cyclohexanone in water to produce 2-bromo-4-acetamido-cyclohexanone; (ii) after step (i), adding thiourea to produce 6-acetyl amino-2-amino-4,5,6,7-tetrahydro-benzthiazole; (iii) after step (ii), adding an aqueous solution of hydrobromic acid to produce 2,6-diamino-4,5,6,7-tetrahydro-benzthiazole dihydrobromide; and (iv) after step (iii), isolating 2,6-diamino-4,5,6,7-tetrahydro-benzthiazole.

REFERENCES:
Schneider, et al. Dopamine Autoreceptor Agonists: Resolution and Pharmacological Activity of 2,6-Diaminotetrahydrobenzothiazole and an Aminothiazole Analogue of Apomorphine. J. Med. Chem. 1987, 30, 494-498.
Janet Allinger and Norman L. Allinger; “The Conformers of 2-Bromocyclohexanone” XP-002253277; Tetrahedron, 1958, vol. 2, pp. 64-74 Pergamon Press Ltd., London.

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