Preparation of 2-(2'-thienyl)ethylamine derivatives and synthesi

Details Preparation of 2-(2'-thienyl)ethylamine derivatives and synthesi Preparation of 2-(2'-thienyl)ethylamine derivatives and synthesi

1991-07-31

1993-03-02

Raymond, Richard L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546114, C07D33326, C07D49501

Patent

active

051910900

ABSTRACT:
An improved process for the synthesis of 2-(2'-thienyl)ethylamine from suitably functionalized derivatives of 2-(2'-thienyl)ethanol employing ammonia gas in the presence of a metal salt or liquid ammonia and alkyl ketone as a solvent. The 2-(2'-thienyl)ethylamine produced by this process is advantageously converted to ticlopidine.

REFERENCES:
patent: 4127580 (1978-11-01), Braye
patent: 4128561 (1978-05-01), Braye
patent: 4906756 (1990-03-01), Lodewijk et al.
".alpha.-Thienylaminoalkanes", Blicke et al., J. Amer. Chem. Soc., 64(3), 477-480 (1942).
"The Synthesis of Chemical Reactivity of Thieno[2,3-c]- and Thieno[3,2-c]pyridines", Dressler et al., J. Heterocyclic Chem., 7(6), 1257-1268 (1970).
"Nickel-Catalyzed Synthesis of Arylacetonitriles from Arylzinc Chlorides and Bromoacetonitrile", Frejd et al., Synthesis, 1, 40-42 (1987).
"Survey of Organic Synthesis", Buehler, C. A., Pearson, D. E., vol. 1, p. 448 (1970).

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