GB833799A - Thiocolchicine derivatives and their preparation - Google Patents
Thiocolchicine derivatives and their preparationInfo
- Publication number
- GB833799A GB833799A GB20023/57A GB2002357A GB833799A GB 833799 A GB833799 A GB 833799A GB 20023/57 A GB20023/57 A GB 20023/57A GB 2002357 A GB2002357 A GB 2002357A GB 833799 A GB833799 A GB 833799A
- Authority
- GB
- United Kingdom
- Prior art keywords
- thiocolchicine
- cycloheptadiene
- dibenzo
- chloroform
- preparation
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/38—2-Pyrrolones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Abstract
The invention comprises the lactam of 12,13,14 - trimethoxy - 9 - methylthio - 3a - amino - 4,8 - dihydro - 4,5 - 6,7 - dibenzo - D 4,6 - cycloheptadiene - 8a - carboxylic acid (I), the lactam of 12,13,14-trimethoxy-9-methylthio3a - amino - 4,5 - 6,7 - dibenzo - D 4,6 - cycloheptadiene-8-carboxylic acid (II), and their preparation from thiocolchicine by treatment with an alkali metal mercaptide in an anhydrous medium yielding (I), and subsequent aromatization by means of alkali to give (II). The 4,5 - 6,7 - dibenzo - D 4,6 - cycloheptadiene system is numbered as below <FORM:0833799/IV (b)/1> In examples: (1) thiocolchicine in anhydrous methanol is treated with sodium methylmercaptide at room temperature, chloroform added, the mixture washed, dried, concentrated and the residue in chloroform chromatographed on alumina, giving the methyl ester of colchicic acid, unchanged thiocolchicine and finally (I); (2) (I) is treated in ethanol with aqueous 10N NaOH, the mixture left for two days, acidified, and then extracted with chloroform yielding II. Specification 762,706 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR833799X | 1956-07-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB833799A true GB833799A (en) | 1960-04-27 |
Family
ID=9296782
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20023/57A Expired GB833799A (en) | 1956-07-10 | 1957-06-25 | Thiocolchicine derivatives and their preparation |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB833799A (en) |
-
1957
- 1957-06-25 GB GB20023/57A patent/GB833799A/en not_active Expired
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