GB959407A - Process for the production of 1,6-dibromo-1,6-didesoxy-d-mannitol - Google Patents
Process for the production of 1,6-dibromo-1,6-didesoxy-d-mannitolInfo
- Publication number
- GB959407A GB959407A GB3319461A GB3319461A GB959407A GB 959407 A GB959407 A GB 959407A GB 3319461 A GB3319461 A GB 3319461A GB 3319461 A GB3319461 A GB 3319461A GB 959407 A GB959407 A GB 959407A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mannitol
- hydrogen bromide
- hours
- dibromo
- reacted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/62—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Medicinal Preparation (AREA)
Abstract
In a process for preparing 1, 6-dibromo-1, 6-didesoxy -D- mannitol either (a) D-mannitol is reacted with aqueous hydrogen bromide containing more than 47% of hydrogen bromide in a closed reaction system at 50 to 95 DEG C. for a maximum of 0.5 to 12 hours, or (b) 1, 4-3, 6-dianhydro -D- mannitol or an acetal thereof is reacted with aqueous hydrogen bromide containing more than 30% hydrogen bromide, or (c) 1, 2-5, 6-dianhydro -D- mannitol or an acetal thereof is reacted with aqueous hydrogen bromide Preferably reaction (a) is carried out at 60 DEG C. for 7-9 hours or at 80 DEG C. for 0.5 to 2 hours; (b) at 90-125 DEG C. under atmospheric pressure for 0.5-2 hours, and moreover saturating the starting material with hydrogen bromide at 0 DEG C. and autoclaving the mixture for 2-5 hours at 70-90 DEG C.; and (c) by reacting the starting material with an excess of hydrogen bromide in the presence of a water soluble organic solvent. The dibromo mannitol may be recrystallized in high yield by dissolving it in a solvent such as methanol and precipitating it by the addition of a chlorinated hydrocarbon. 1, 2, 6-Tribromo-1, 2, 6-tridesoxy -D- mannitol is formed as a by-product in the above reaction, the amount formed depending on the conditions of the reaction. The dibromo- and tribromo-mannitols are separated by fractional crystallisation.ALSO:A pharmaceutical composition comprises 1,6 - dibromo - 1,6 - didesoxy - D - mannitol in admixture with a pharmaceutical carrier or excipient. The compositions may be in the form of a tablet, dragee, capsule, solution or an injection solution and are useful in the treatment of myeloid leukaemia.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HUGO000760 | 1960-09-15 | ||
HUCI000381 | 1961-09-06 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB959407A true GB959407A (en) | 1964-06-03 |
Family
ID=26318369
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3319461A Expired GB959407A (en) | 1960-09-15 | 1961-09-15 | Process for the production of 1,6-dibromo-1,6-didesoxy-d-mannitol |
Country Status (3)
Country | Link |
---|---|
AT (1) | AT245580B (en) |
DK (1) | DK113988B (en) |
GB (1) | GB959407A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3993781A (en) * | 1965-01-13 | 1976-11-23 | Chinoin Gyogyszer-Es Vegyeszeti Termekek Gyara Rt | 1,6-Dibromo-1,6-dideoxy-dulcitol and pharmaceutical compositions containing same |
US4078137A (en) * | 1975-05-16 | 1978-03-07 | Hommel Aktiengesellschaft | Process for manufacturing a flavone derivative |
US4228150A (en) * | 1979-04-23 | 1980-10-14 | Iowa State University Research Foundation, Inc. | Method of inhibiting dextransucrase and oral compositions for use therein |
US4335100A (en) * | 1979-04-23 | 1982-06-15 | Iowa State University Research Foundation, Inc. | Method of inhibiting dextransucrase and oral compositions for use therein |
-
1961
- 1961-09-14 AT AT699161A patent/AT245580B/en active
- 1961-09-14 DK DK365461A patent/DK113988B/en unknown
- 1961-09-15 GB GB3319461A patent/GB959407A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3993781A (en) * | 1965-01-13 | 1976-11-23 | Chinoin Gyogyszer-Es Vegyeszeti Termekek Gyara Rt | 1,6-Dibromo-1,6-dideoxy-dulcitol and pharmaceutical compositions containing same |
US4078137A (en) * | 1975-05-16 | 1978-03-07 | Hommel Aktiengesellschaft | Process for manufacturing a flavone derivative |
US4228150A (en) * | 1979-04-23 | 1980-10-14 | Iowa State University Research Foundation, Inc. | Method of inhibiting dextransucrase and oral compositions for use therein |
US4335100A (en) * | 1979-04-23 | 1982-06-15 | Iowa State University Research Foundation, Inc. | Method of inhibiting dextransucrase and oral compositions for use therein |
Also Published As
Publication number | Publication date |
---|---|
AT245580B (en) | 1966-03-10 |
DK113988B (en) | 1969-05-19 |
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