Multi-step process for the production of methanesulfon-m-anisidi

Details Multi-step process for the production of methanesulfon-m-anisidi Multi-step process for the production of methanesulfon-m-anisidi

1979-03-29

1981-03-24

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

424257, C07D21910, A61K 3147

Patent

active

042581915

ABSTRACT:
A multi-step method of producing the compound methanesulfon-m-anisidide, 4'-(9-acridinylamino)-, acetate (VII), which may be in free base form and designated NSC 249992, also known as AMSA. This compound is produced by an elegant process from a starting material, 4-butyrylamino-3-methoxy-nitrobenzene, which is later transformed to methanesulfon-m-anisidide, 4'-amino- (IV) and is coupled or joined to 9-chloro-acridine, producing the chloride salt which is later converted to the acetate.

REFERENCES:
patent: 3414587 (1968-12-01), Lehr et al.
patent: 3694448 (1972-09-01), Ledochowski et al.
Cain, et al., J. Med. Chem., vol. 18(11), pp. 1110-1117 (1975).
Cain, et al., J. Med. Chem., vol. 17(9), pp. 922-930 (1974).
Cain, et al., J. Med. Chem., vol. 19(12), pp. 1409-1416 (1976).
Cain, et al., J. Med. Chem., vol. 20(8), pp. 987-996 (1977).
Albert, "The Acridines", St. Martin's Press, New York (1966), pp. 29-77, 144, 164-165, 264, 265, 518-519.

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