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US 2004/0106829 A1Published application
Process for the synthesis of modafinil
AssigneeProcos S.P.A.
InventorsMirco Fornaroli, Francesco Velardi, Corrado Colli, Roberto Baima
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Abstract
The present invention relates to a process for the preparation of 2-(benzhydrylthio)acetamide (II), key intermediate for the synthesis of modafinil, by reaction of benzhydryl chloride with thiourea and chloroacetamide.
Claims5
“One pot” process for the preparation of 2-(benzhydrylthio)acetamide (II),
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- comprising the following steps:
- a) reaction of benzhydryl chloride and thiourea in an aqueous medium in the presence of potassium iodide to give an isothiouronium salt of formula (III) wherein X is Cl, Br or I
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- b) treatment of the isothiouronium salt (III) with an organic or inorganic base;
- c) reaction of the compound from step b) with chloroacetamide in the presence of an organic base:
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Process for the preparation of modafinil (I)
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- comprising the following steps:
- a) reaction of benzhydryl chloride and thiourea in an aqueous medium in the presence of potassium iodide to give an isothiouronium salt of formula (III) wherein X is Cl, Br or I
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- b) treatment of the isothiouronium salt (III) with an organic or inorganic base;
- c) reaction of the compound from step b) with chloroacetamide in the presence of an organic base to give 2-(benzhydrylthio)acetamide (II)
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- d) recovery of 2-(benzhydrylthio)acetamide by crystallization;
- e) oxidation of 2-(benzhydrylthio)acetamide to modafinil (I).
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Dependencies are inferred from the claim text.