Patent US1941491A successfully refreshed from Google Patents.
Patent US4132721A successfully refreshed from Google Patents.
US4132721A
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US
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Optically active anthracyclinones and process therefor
Assignee: Pfizer Italia SRL
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Filing: 1977-06-02
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Granted: 1979-01-02
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Expires: 1997-06-02
Abstract
Abstract Optically active anthracyclinones are prepared by reacting an optically active (-) 1,4-dimethoxy-6-hydroxy-6-acetyl-tetralin with a phthalic anhydride in the presence of AlCl 3 or AlBr 3 and an alkali metal chloride at 130-180° C. for 1 to 10 minutes.
Inventors
- 👤 Luigi Bernardi
- 👤 Pietro Giardino
- 👤 Bianca Patelli
- 👤 Federico Arcamone
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 13:56
CPC Classifications
C; C07; C07C; C07C50/00; C07C50/26; C07C50/36; C07C49/00; C07C49/76; C07C49/84; C07H; C07H15/00; C07H15/20; C07H15/24; C07H15/252
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
149 words
A process for preparing an optically active anthracyclinone of the formula III: ##STR6## wherein: (a) R 1 is hydrogen and R 2 and R 3 are the same and are both selected from the group consisting of hydrogen, methyl, methoxy, chlorine and bromine; (b) R 2 and R 3 are both hydrogen and R 1 is methyl, methoxy, chlorine or bromine; and (c) R 1 and R 3 are both hydrogen and R 2 is methoxy, said process comprising melting an optically active (-) 1,4-dimethoxy-6-hydroxy-6-acetyl-tetralin of the formula II: ##STR7## with a phthalic anhydride of the formula IV: ##STR8## wherein R 1 , R 2 and R 3 are as defined above, in the presence of aluminum chloride or bromide and an alkali metal chloride, at a temperature between 130-180° C., for 1 to 10 minutes, to form an anthracyclinone of the formula III, isolating and purifying said anthracyclinone.
Claim 2
Dependent Claim
149 words
A process for preparing an optically active anthracyclinone of the formula III: ##STR6## wherein: (a) R 1 is hydrogen and R 2 and R 3 are the same and are both selected from the group consisting of hydrogen, methyl, methoxy, chlorine and bromine; (b) R 2 and R 3 are both hydrogen and R 1 is methyl, methoxy, chlorine or bromine; and (c) R 1 and R 3 are both hydrogen and R 2 is methoxy, said process comprising melting an optically active (-) 1,4-dimethoxy-6-hydroxy-6-acetyl-tetralin of the formula II: ##STR7## with a phthalic anhydride of the formula IV: ##STR8## wherein R 1 , R 2 and R 3 are as defined above, in the presence of aluminum chloride or bromide and an alkali metal chloride, at a temperature between 130-180° C., for 1 to 10 minutes, to form an anthracyclinone of the formula III, isolating and purifying said anthracyclinone.
Claim 3
Dependent Claim
16 words
A process according to claim 1, wherein the alkali metal chloride is LiCl, NaCl or KCl.
Claim 4
Dependent Claim
17 words
A process according to claim 1, wherein aluminum chloride and sodium chloride are used in the reaction.
Claim 5
Dependent Claim
1 words
1,4-dimethyl-4demethoxy-7-desoxydaunomycinone.
Claim 6
Dependent Claim
1 words
1,4-dimethyl-4demethoxy-7-desoxydaunomycinone.
Claim 7
Dependent Claim
1 words
2,3-dimethyl-4-demethoxy-7-desoxydaunomycinone.
Claim 8
Dependent Claim
1 words
2,3-dimethyl-4-demethoxy-7-desoxydaunomycinone.
Claim 9
Dependent Claim
1 words
1,4-dichloro-4-demethoxy-7-desoxydaunomycinone.
Claim 10
Dependent Claim
1 words
1,4-dichloro-4-demethoxy-7-desoxydaunomycinone.
Claim 11
Dependent Claim
1 words
2,3-dichloro-4-demethoxy-7-desoxydaunomycinone.
Claim 12
Dependent Claim
1 words
2,3-dichloro-4-demethoxy-7-desoxydaunomycinone.
Claim 13
Dependent Claim
1 words
1,4-dibromo-4-demethoxy-7-desoxydaunomycinone.
Claim 14
Dependent Claim
1 words
1,4-dibromo-4-demethoxy-7-desoxydaunomycinone.
Claim 15
Dependent Claim
1 words
2,3-dibromo-4-demethoxy-7-desoxydaunomycinone.
Claim 16
Dependent Claim
1 words
2,3-dibromo-4-demethoxy-7-desoxydaunomycinone.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-01-01 | 1982-07-03 | 1983-01-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-01-01 | 1986-07-03 | 1987-01-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-01-01 | 1990-07-03 | 1991-01-02 | $7700.00 | Window Closed / Lapsed |