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ChemicalBook CAS DataBase List DESACETYL DILTIAZEM HCL
75472-91-2

DESACETYL DILTIAZEM HCL synthesis

4synthesis methods
-

Yield:75472-91-2 88%

Reaction Conditions:

with water;potassium carbonate in ethyl acetate; for 12 h;Heating / reflux;

Steps:

2.c

A flame-dried two-necked 25 mL round-bottomed flask was charged with cyclic sulfite (1 mmol), Fe3+-clay (100 mg) and dry xylene (5 mL) and stirred under a constant flush of nitrogen. Freshly distilled 2-aminothiophenol (0.9 mmol) was added drop wise, and the reaction mixture was refluxed for 12 h. Crude compound was chromatographed to get cis-(+)-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (50% yield). The hydroxy lactam (0.54 mmol) was dissolved in ethyl acetate (5 mL) and 2-(dimethylamino) ethyl chloride hydrochloride (0.694 mmol) was added followed by addition of finely ground K2CO3 (2.16 mmol) and a drop of water. The heterogeneous mixture was stirred at reflux for 12 h. Solvent was removed and the crude product was chromatographed to obtain N-alkylated product (88%).

References:

US2004/127704,2004,A1 Location in patent:Page 3