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Solid-phase synthesis of codeine from morphine

Patent 5981750 Issued on November 9, 1999. Estimated Expiration Date: Icon_subject November 19, 2016. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Patent References

Process for the preparation of codeine from morphine Patent #: 4764615
Issued on: 08/16/1988
Inventor: Ayyangar ,   et al.

Inventors

Assignee

Application

No. 753040 filed on 11/19/1996

US Classes:

546/44One of the five cyclos is five-membered and includes ring chalcogen (e.g., codeine, morphine, etc.)

Examiners

Primary: Rotman, Alan L.

Attorney, Agent or Firm

International Classes

C07D 489/02
A61K 031/44

Abstract

The specification describes a methylation resin comprising methyl(dialkyl)anilinium salts or methyl(diaryl)anilinium salts covalently bonded to the resin. The methylation resin is used in the solid-phase synthesis of codeine from morphine. Accordingly, the specification describes a process for methylating morphine to form codeine by loading morphine onto a methylation resin comprising methyl(dialkyl)anilinium salts or methyl(diaryl)anilinium salts covalently bonded to the resin; contacting the loaded resin with sufficient hydrocarbon or ether solvent to cover the loaded resin; and heating the loaded resin in the hydrocarbon or ether solvent under sufficient conditions to form codeine. The methylating resin may be used to methylate phenolic moieties on other compounds and to esterify compounds containing carboxylic acid moieties.

Other References

  • Chemical Abstracts,vol. 93,(11),abst. no. 114,776h,Sep. 15, 1980
  • Chemical Abstracts,vol. 109,(5),abst. no. 38,019v,Aug. 01, 1988
  • Chemical Abstracts,vol. 112(21),abst.no. 198,876n,May 21,199
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