Roy S Anderson

US Patent:

42464110, Jan 20, 1981

Filed:

Mar 14, 1977

Appl. No.:

5/777560

Inventors:

Paul D. Schuman - Hawthorne FL
Geraldine Westmoreland - Gainesville FL
Roy Anderson - Gainesville FL

Assignee:

PCR Incorporated - Gainesville FL

International Classification:

C07D23954

US Classification:

544313

Abstract:

Direct fluorination of uracil, cytosine and their derivatives, in the presence of a non-aqueous solvent, by fluorine gas to produce 5-fluorouracil, 5-fluorocytosine, 5-fluorouracil derivatives and 5-fluorocytosine derivatives is disclosed. The non-aqueous solvent is an acid or alcohol, which can be partly or fully fluorinated or chlorinated, of up to 8 carbon atoms, such as trifluoroacetic acid. Novel compounds produced by the reaction, such as 5,5-difluoro-5,6-dihydro-6-(2,2,2-trifluoroethoxy) uracil are also disclosed. The derivatives and 5-fluorocytosine are useful as germicidal and antineoplastic agents while 5-fluorouracil itself is a known cancer chemotherapy agent.

US Patent:

40296610, Jun 14, 1977

Filed:

Jul 13, 1972

Appl. No.:

5/271489

Inventors:

Paul D. Schuman - Hawthorne FL
Geraldine Westmoreland - Gainesville FL
Roy Anderson - Gainesville FL

Assignee:

PCR, Inc. - Gainesville FL

International Classification:

C07D23954

US Classification:

2602564C

Abstract:

Direct fluorination of uracil, cytosine and their derivatives, in the presence of a non-aqueous solvent, by fluorine gas to produce 5-fluorouracil, 5-fluorocytosine, 5-fluorouracil derivatives and 5-fluorocytosine derivatives is disclosed. The non-aqueous solvent is an acid or alcohol, which can be partly or fully fluorinated or chlorinated, of up to 8 carbon atoms, such as trifluoroacetic acid. Novel compounds produced by the reaction, such as 5,5-difluoro-5,6-dihydro-6-(2,2,2-trifluoroethoxy) uracil are also disclosed. The derivatives and 5-fluorocytosine are useful as germicidal and antineoplastic agents while 5-fluorouracil itself is a known cancer chemotherapy agent.

US Patent:

40241432, May 17, 1977

Filed:

Mar 11, 1976

Appl. No.:

5/665866

Inventors:

Paul D. Schuman - Hawthorne FL
Roy Anderson - Gainesville FL

Assignee:

PCR, Inc. - Gainesville FL

International Classification:

C07D23952

US Classification:

260251R

Abstract:

A process for producing bis-silyl derivatives of fluorinated pyrimidines is disclosed, wherein a 5-fluoro-6-hydroxy or alkoxy pyrimidine is reacted with a silane, such as triethylchlorosilane. The intermediate product produced by that reaction, which is obtained in high yield, may then be reacted with a further compound, which can be a blocked sugar halide or 2-chlorotetrahydrofuran, to produce a nucleoside of the pyrimidine. The nucleosides are useful as antibacterial and antiviral agents, and in the treatment of cancer.