GB763406A - Novel 6-aminomethyl-5-hydroxy-indane derivatives and a process for the manufacture thereof - Google Patents
Novel 6-aminomethyl-5-hydroxy-indane derivatives and a process for the manufacture thereofInfo
- Publication number
- GB763406A GB763406A GB2831854A GB2831854A GB763406A GB 763406 A GB763406 A GB 763406A GB 2831854 A GB2831854 A GB 2831854A GB 2831854 A GB2831854 A GB 2831854A GB 763406 A GB763406 A GB 763406A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- hydroxy
- acid addition
- indane
- derivatives
- 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
- C07D295/096—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 separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention comprises substituted phenols of the general formula <FORM:0763406/IV(b)/1> wherein R represents a hydrogen atom or a methyl group and Z represents oxygen or a methylene group, and acid addition salts thereof, and the preparation thereof by reacting piperidine or morpholine or their 2-methyl- or 3-methyl derivatives respectively, or an acid addition salt of any of these compounds, with 5-hydroxy-indane in the presence of formaldehyde and, if necessary, treating the product with an acid. The process may be modified in that the N-ethoxymethyl-derivatives of piperidine or morpholine, or an acid addition salt thereof, may be used in the above reaction whereupon the presence of formaldehyde is not necessary. The reaction may be carried out in an inert solvent, e.g. ethanol or isopropanol. Acids from which the salts may be derived are hydrochloric and maleic acids. In the examples 6 - piperidinomethyl -, dl - 6 - (21 - methyl-piperidinomethyl) -, 6 - morpholinomethyl - and dl - 6 - (31 - methyl - morpholinomethyl) - 5 - hydroxy-indane, and acid addition salts thereof, are prepared.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2831854A GB763406A (en) | 1954-10-01 | 1954-10-01 | Novel 6-aminomethyl-5-hydroxy-indane derivatives and a process for the manufacture thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2831854A GB763406A (en) | 1954-10-01 | 1954-10-01 | Novel 6-aminomethyl-5-hydroxy-indane derivatives and a process for the manufacture thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
GB763406A true GB763406A (en) | 1956-12-12 |
Family
ID=10273758
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2831854A Expired GB763406A (en) | 1954-10-01 | 1954-10-01 | Novel 6-aminomethyl-5-hydroxy-indane derivatives and a process for the manufacture thereof |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB763406A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1179940B (en) * | 1959-05-05 | 1964-10-22 | Searle & Co | Process for the preparation of 2-phenyl-3-methyl-4- (1-methyl-2-phenylaethylamino) -morpholine |
US3934015A (en) * | 1970-11-05 | 1976-01-20 | Hoffmann-La Roche Inc. | Oral male antifertility method and compositions |
-
1954
- 1954-10-01 GB GB2831854A patent/GB763406A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1179940B (en) * | 1959-05-05 | 1964-10-22 | Searle & Co | Process for the preparation of 2-phenyl-3-methyl-4- (1-methyl-2-phenylaethylamino) -morpholine |
US3934015A (en) * | 1970-11-05 | 1976-01-20 | Hoffmann-La Roche Inc. | Oral male antifertility method and compositions |
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