Process to prepare 2,5-diketopiperazines

Details Process to prepare 2,5-diketopiperazines Process to prepare 2,5-diketopiperazines

1985-09-23

1987-09-15

Hollrah, Glennon H.

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

C07D24108

Patent

active

046940812

ABSTRACT:
Substituted and unsubstituted 2,5-diketopiperazines can be prepared by a process which comprises bringing together a substituted or unsubstituted glycinamide and a haloacetyl halide, optionally in the presence of a non-nucleophilic base, and thereafter adding a stronger base.

REFERENCES:
patent: 2913496 (1959-11-01), Cluff
patent: 3239528 (1966-03-01), Bebenburg et al.
patent: 4140791 (1979-02-01), Chan
patent: 4400330 (1983-08-01), Wong et al.
patent: 4477666 (1984-10-01), Hori et al.
Sut et al, "N-Monoalkylation of Some 2-Oxo and 2,5-Diketopiperazines", Chimie Therapeutique, 4 (3), 167-173 (1969).
Okawara et al, "Convenient Syntheses of Piperazines-2,5-Diones and Lactams from Halocarboxamides Using Phase Transfer Catalysts", Chemistry Letters, 1981, pp. 185-188.
Cavicchioni et al, "Base-Promoted Reactions of .alpha.-Halogenoalkylanilides", J. Chem. Soc. Perkin Trans. I, pp. 2969-2972 (1982).

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