GB879792A - Preparation of substituted triphenylethylenes - Google Patents
Preparation of substituted triphenylethylenesInfo
- Publication number
- GB879792A GB879792A GB34588/57A GB3458857A GB879792A GB 879792 A GB879792 A GB 879792A GB 34588/57 A GB34588/57 A GB 34588/57A GB 3458857 A GB3458857 A GB 3458857A GB 879792 A GB879792 A GB 879792A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- substituted
- reacting
- carbon atoms
- halogen atom
- 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
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises compounds of the general formula: <FORM:0879792/IV (b)/1> (wherein the -OCnH2nA group is attached in the m or p position to the benzene ring, n is 2, 3 or 4, A is an amino group or an alkylamino group, in which the alkyl portion has 1 to 4 carbon atoms, or a di-haloalkyl-amino group, in which each alkyl portion has 1 to 4 carbon atoms, or an N-pyrrolidinyl, N-piperidyl, N-morpholinyl or 4-methyl-1-piperazinyl group, R is a hydrogen or halogen atom or a methyl or methoxy group and both atoms or groups R may be the same or different, and X is a hydrogen or halogen atom, with the proviso that when X is a hydrogen atom, at least one R is a halogen atom or a methyl or methoxy group unless A is one of the indicated heterocyclic groups), and the preparation thereof by (1) when X is a hydrogen atom and A is other than a di-haloalkyl-amino group, dehydrating the corresponding triphenylethanol; (2) when X is a hydrogen atom and A is a di-haloalkyl-amino group, dehydrating the corresponding triphenylethanol in which A is a halogen atom, reacting the resulting haloalkoxy-substituted triphenylethylene with a dialkanolamine in which each alkyl group has 1 to 4 carbon atoms, and then reacting the resulting product with a halogenating agent; or (3) when X is a halogen atom, halogenating the corresponding triphenylethylene or triphenylethanol. When A is an amino or alkylamino group, in which the alkyl portion has 1 to 4 carbon atoms the corresponding substituted triphenylethanols may be prepared by catalytic hydrogenolysis of the corresponding substituted triphenylethanols in which A is a dibenzylamino group. The latter may be prepared by reacting a suitably substituted benzylmagnesium halide with a benzophenone substituted by an -OCnH2n[N(CH2C6H5)2] group, p which may be obtained by reacting a hydroxybenzophenone with a dibenzylamino-alkyl halide. When A is a di-haloalkyl-amino group, in which each alkyl portion has 1 to 4 carbon atoms, the corresponding substituted triphenylethanols may be prepared by reacting an alkali metal salt of a hydroxybenzophenone with an alkyl halide to obtain a haloalkoxy benzophenone and reacting this compound with a benzylmagnesium halide. Similarly prepared are the substituted triphenylethanols in which A is one of the indicated heterocyclic groups. Specification 822,854 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US879792XA | 1956-11-06 | 1956-11-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB879792A true GB879792A (en) | 1961-10-11 |
Family
ID=22208388
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB34588/57A Expired GB879792A (en) | 1956-11-06 | 1957-11-06 | Preparation of substituted triphenylethylenes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB879792A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0002097A1 (en) * | 1977-08-22 | 1979-05-30 | Imperial Chemical Industries Plc | Triphenylalkene derivatives, process for their preparation and pharmaceutical compositions containing them |
| EP3015454A1 (en) * | 2014-10-28 | 2016-05-04 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | Stable solid form of trans-Clomiphene citrate |
| CN108463453A (en) * | 2016-04-22 | 2018-08-28 | 意大利合成制造有限公司 | The method for being used to prepare the citric acid enclomifene with acicular crystal habit |
-
1957
- 1957-11-06 GB GB34588/57A patent/GB879792A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0002097A1 (en) * | 1977-08-22 | 1979-05-30 | Imperial Chemical Industries Plc | Triphenylalkene derivatives, process for their preparation and pharmaceutical compositions containing them |
| EP3015454A1 (en) * | 2014-10-28 | 2016-05-04 | F.I.S.- Fabbrica Italiana Sintetici S.p.A. | Stable solid form of trans-Clomiphene citrate |
| WO2016066584A1 (en) * | 2014-10-28 | 2016-05-06 | F.I.S. - Fabbrica Italiana Sintetici S.P.A. | Stable solid forms of enclomiphene and enclomiphene citrate |
| US9822063B2 (en) | 2014-10-28 | 2017-11-21 | F.I.S.—Fabbrica Italiana Sintetici S.P.A | Stable solid forms of enclomiphene and enclomiphene citrate |
| CN108463453A (en) * | 2016-04-22 | 2018-08-28 | 意大利合成制造有限公司 | The method for being used to prepare the citric acid enclomifene with acicular crystal habit |
| US10364212B2 (en) | 2016-04-22 | 2019-07-30 | F.I.S.—Fabbrica Italiana Sintetici S.p.A. | Process for the preparation of enclomiphene citrate having needle shaped crystal habit |
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