Process for preparing 3-aminophenylacetylenes

Details Process for preparing 3-aminophenylacetylenes Process for preparing 3-aminophenylacetylenes

2008-06-24

2008-06-24

O'Sullivan, Peter (Department: 1621)

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

Organic compounds

Amino nitrogen containing

C564S409000, C564S437000, C564S443000

Reexamination Certificate

active

07390927

ABSTRACT:
A process for preparing a 3-aminophenylacetylene compound of formula (5), including: a) reacting a 3-haloaniline compound of formula (1) with an acetylene compound of formula (2) in the presence of a palladium compound, a copper compound, and an amine compound of formula (3) to form an aniline compound of formula (4); b) precipitating the aniline compound of formula (4) in the form of a crystal, and isolating it by solid/liquid separation; and c) reacting the aniline compound of formula (4) with a base to obtain 3-aminophenylacetylene.

REFERENCES:
patent: 4216341 (1980-08-01), Onopchenko et al.
patent: 5902902 (1999-05-01), Cabri et al.
Tsutomu Takeichi et al., Macromolecules vol. 19, No. 8, Aug. 1986, pp. 2093 to 2102.
Anatoli Onopchenko et al.; J. Org. Chem., vol. 44, No. 8, pp. 1233-1236, 1979.
Anatoli Onopchenko et al.; J. Org. Chem., vol. 44, No. 21, pp. 3671-3674, 1979.

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