GB766397A - Substituted methanes and a process for the preparation thereof - Google Patents
Substituted methanes and a process for the preparation thereofInfo
- Publication number
- GB766397A GB766397A GB33256/54A GB3325654A GB766397A GB 766397 A GB766397 A GB 766397A GB 33256/54 A GB33256/54 A GB 33256/54A GB 3325654 A GB3325654 A GB 3325654A GB 766397 A GB766397 A GB 766397A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- pyridinyl
- phenyl
- pyrrolidine
- pyrrolidinylmethane
- 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
- C07D213/24—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
- C07D213/30—Oxygen atoms
-
- 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
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/38—Radicals substituted by singly-bound nitrogen atoms having only hydrogen or hydrocarbon radicals attached to the substituent nitrogen atom
-
- 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
- C07D295/02—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—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 containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises substituted methanes of the general formula <FORM:0766397/IV(b)/1> wherein A represents a cycloaliphatic hydrocarbon radical or a pyridyl radical, n being 0 or 1 when A is a cycloaliphatic hydrocarbon radical, and n being 0 when A is a pyridyl radical, B represents an aromatic hydrocarbon radical and D represents an N-pyrrolidinyl or N-piperidinyl radical which may be C-alkyl substituted, and the preparation thereof by heating a halogenomethane of the general formula <FORM:0766397/IV(b)/2> wherein A, n and B have the above significance and R represents a halogen atom, with pyrrolidine or piperidine or a C-alkyl substituted derivative thereof. Salts of the above substituted methanes are also referred to. The group A may be a cyclohexyl, hexahydrotolyl, dipentenyl, cyclo-octyl, cyclo-octenyl or camphanyl radical, the group B may be a phenyl or tolyl radical, and the group D may be a N-pyrrolidinyl or N-piperidinyl radical or a C-methyl, C-ethyl or C-butyl derivative thereof. A suitable method for preparing the above compounds using the above process is to react the required cycloalkyl aryl ketone or aryl heterocyclic ketone, or the corresponding carbinol, with thionyl chloride to form the corresponding chloromethane of the above general formula, wherein R represents chlorine, which is then reacted with the pyrollidine or piperidine reactant. In the examples the following compounds are prepared: cyclohexyl-phenyl-N-pyrrolidinylmethane is obtained from cyclohexyl-phenylchloromethane and pyrrolidine; camphanylphenyl - N - pyrrolidinylmethane of the formula: <FORM:0766397/IV(b)/3> is obtained from camphanyl - phenylchloromethane and pyrrolidine; phenyl-(b -pyridinyl)-N-piperidinylmethane is obtained from piperidine and phenyl - (b - pyridinyl) - chloromethane which may be prepared in the form of its hydrochloride salt from which the free base may be liberated by treating phenyl-(b -pyridinyl)-carbinol with hydrogen chloride to form the corresponding hydrochloride salt which is then treated with thionyl chloride; and o - tolyl - (b - pyridinyl) - N - pyrrolidinylmethane is obtained from pyrrolidine and o - tolyl - (b - pyridinyl) - chloromethane which may be prepared by a similar method to that disclosed in the previous example.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE766397X | 1953-11-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB766397A true GB766397A (en) | 1957-01-23 |
Family
ID=6673343
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33256/54A Expired GB766397A (en) | 1953-11-18 | 1954-11-17 | Substituted methanes and a process for the preparation thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB766397A (en) |
-
1954
- 1954-11-17 GB GB33256/54A patent/GB766397A/en not_active Expired
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