GB685524A - Process of producing therapeutically active amino ethers - Google Patents
Process of producing therapeutically active amino ethersInfo
- Publication number
- GB685524A GB685524A GB25628/48A GB2562848A GB685524A GB 685524 A GB685524 A GB 685524A GB 25628/48 A GB25628/48 A GB 25628/48A GB 2562848 A GB2562848 A GB 2562848A GB 685524 A GB685524 A GB 685524A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbinol
- pyridyl
- dimethylaminoethanol
- ether
- prepared
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pyridine Compounds (AREA)
Abstract
The ether of phenyl p-methoxyphenyl carbinol and b -dimethylaminoethanol is prepared by heating phenyl p-methoxyphenyl carbinol with b -dimethylamino halogeno-ethane. The sodium derivative of the carbinol may be employed instead of the free carbinol. A haloid salt of the b -dimethylamino halogeno ethane may be used in the above reaction in the presence of sodamide. One example is given in which the hydrochloride salt of the above ether is also prepared. Specifications 585,994 and 670,570 are referred to. b -Dimethylaminochloroethane is prepared by reacting thionyl chloride in benzene with b -dimethylaminoethanol. The Specification as open to inspection under Sect. 91 refers to the preparation of ethers of the general formula <FORM:0685524/IV (b)/1> and mineral and organic salts thereof, by a method similar to that employed in the accepted Specification. The groups Ar, Ar1 and Ar11 may represent any of the group C6H5-, p-CH3C6 H4-, p-CH3OC6H4-, or C10H7-or Ar may represent hydrogen, Ar1 any of the above groups and Ar11 any of the group p-CH3C6H4-, p-CH3OC6H4-, or C10H7-, or one of the groups Ar, Ar1 and Ar11 represents a heterocyclic group, e.g. a pyridyl group, and the remaining groups may be any of the groups referred to above, and Z represents two methyl or ethyl radicals or the residue <FORM:0685524/IV (b)/2> or <FORM:0685524/IV (b)/3> Additional examples refer to the preparation of the ether of di-(p-methoxyphenyl) and b - dimethylaminoethanol and its hydrochloride salt, the ether of 2-pyridyl phenyl carbinol and b -dimethylaminoethanol and its hydrochloride salt, and the ether of 2-pyridyl p-methoxyphenyl carbinol and b -dimethylaminoethanol and its salts derived from hydrochloric, 2,4-dihydroxybenzoic, boric and fumaric acids. 2-Pyridyl phenyl carbinol is prepared by reacting benzaldehyde and magnesium 2-pyridyl bromide, or by the decarboxylation of picolinic acid in the presence of benzaldehyde. 2-Pyridyl p-methoxyphenyl carbinol is prepared by reacting anisaldehyde and magnesium 2-pyridyl bromide, or by the decarboxylation of picolinic acid in the presence of anisaldehyde. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR851066X | 1947-08-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB685524A true GB685524A (en) | 1953-01-07 |
Family
ID=9321216
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25628/48A Expired GB685524A (en) | 1947-08-21 | 1948-10-01 | Process of producing therapeutically active amino ethers |
Country Status (3)
| Country | Link |
|---|---|
| DE (2) | DE851066C (en) |
| GB (1) | GB685524A (en) |
| NL (1) | NL142021B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE952715C (en) * | 1952-10-25 | 1956-11-22 | Asta Werke Ag Chem Fab | Process for the production of new antihistamine effective basic AE ethers |
-
0
- DE DENDAT878655D patent/DE878655C/en not_active Expired
- NL NL646400616A patent/NL142021B/en unknown
-
1948
- 1948-10-01 GB GB25628/48A patent/GB685524A/en not_active Expired
-
1950
- 1950-09-26 DE DEM6163A patent/DE851066C/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL142021B (en) | |
| DE851066C (en) | 1952-10-02 |
| DE878655C (en) | 1953-04-23 |
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