GB944642A - Pyridyl-propene compounds - Google Patents
Pyridyl-propene compoundsInfo
- Publication number
- GB944642A GB944642A GB23435/62A GB2343562A GB944642A GB 944642 A GB944642 A GB 944642A GB 23435/62 A GB23435/62 A GB 23435/62A GB 2343562 A GB2343562 A GB 2343562A GB 944642 A GB944642 A GB 944642A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyridyl
- phenyl
- propan
- treating
- benzylpyridine
- 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
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
- C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/32—Sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Abstract
The invention comprises 1-(2-pyridyl)-1-propene compounds having hypocholesteremic and estrogenic activity of the formula: <FORM:0944642/C2/1> wherein R is hydrogen, mercapto, alkylthio or alkoxy (the alkyl residue having 1-4 carbon atoms), and their preparation by treating the corresponding 1-(2-pyridyl)-propan-2-ol with a strong acid to effect dehydration. The products may be separated into their cis and trans stereo-isomers by fractional crystallization and may be converted into acid addition salts such as the hydrohalides, sulphates, acetates, citrates, maleates, malates and p-toluenesulphonates. The 1 - (2 - pyridyl) - 1 - phenyl-2-(R-substituted-phenyl)-propan-2-ols, used as starting materials, are made by reacting an aryl methyl-ketone R.C6H4.CO.CH3 with an alkali-metal derivative of 2-benzylpyridine 1-(2-Pyridyl)-1-phenyl-2-(4-mercaptophenyl) propan-2-ol is made by treating 2-benzylpyridine with phenyl lithium and treating the resulting lithium compound with p-dimethylsulphamoyl-acetophenone to give 1-(2-pyridyl)-1-phenyl-2-(4-dimethylsulphamoylphenyl) - propan-2-ol, which is treated with hydrogen iodide in glacial acetic acid to reduce the dimethylsulphamoyl group to a mercapto group.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11780361A | 1961-06-19 | 1961-06-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB944642A true GB944642A (en) | 1963-12-18 |
Family
ID=22374912
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23435/62A Expired GB944642A (en) | 1961-06-19 | 1962-06-18 | Pyridyl-propene compounds |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1470149A1 (en) |
| FR (2) | FR2184M (en) |
| GB (1) | GB944642A (en) |
-
1962
- 1962-06-18 DE DE19621470149 patent/DE1470149A1/en active Pending
- 1962-06-18 GB GB23435/62A patent/GB944642A/en not_active Expired
- 1962-09-17 FR FR909657A patent/FR2184M/en active Active
- 1962-09-17 FR FR909656A patent/FR2183M/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| FR2184M (en) | 1963-12-02 |
| FR2183M (en) | 1963-12-02 |
| DE1470149A1 (en) | 1969-06-04 |
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