ES472301A1 - Process for the preparation of 2-(n-(2-hydroxyyethyl)-n-lower alkylaminomethyl) benzhydrols - Google Patents
Process for the preparation of 2-(n-(2-hydroxyyethyl)-n-lower alkylaminomethyl) benzhydrolsInfo
- Publication number
- ES472301A1 ES472301A1 ES472301A ES472301A ES472301A1 ES 472301 A1 ES472301 A1 ES 472301A1 ES 472301 A ES472301 A ES 472301A ES 472301 A ES472301 A ES 472301A ES 472301 A1 ES472301 A1 ES 472301A1
- Authority
- ES
- Spain
- Prior art keywords
- benzhydrols
- methyl
- denotes
- formula
- hydroxyyethyl
- 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
- QILSFLSDHQAZET-UHFFFAOYSA-N diphenylmethanol Chemical class C=1C=CC=CC=1C(O)C1=CC=CC=C1 QILSFLSDHQAZET-UHFFFAOYSA-N 0.000 title abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 229910052731 fluorine Inorganic materials 0.000 abstract 2
- 239000011737 fluorine Substances 0.000 abstract 2
- GKJLBCCOYHLILR-UHFFFAOYSA-N 2-phenyl-3h-4,1-benzoxazocine Chemical class C1OC=CC2=CC=CC=C2N=C1C1=CC=CC=C1 GKJLBCCOYHLILR-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 229910000033 sodium borohydride Inorganic materials 0.000 abstract 1
- 239000012279 sodium borohydride Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D267/00—Heterocyclic compounds containing rings of more than six members having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D267/22—Eight-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/22—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated
- C07C215/28—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being unsaturated and containing six-membered aromatic rings
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)
- Steroid Compounds (AREA)
Abstract
2-[N-(2-Hydroxyethyl)-N-lower alkylamino methyl]-benzhydrols of formula < IMAGE > in which R denotes a methyl or ethyl group, X denotes a fluorine, chlorine or bromine atom or a methyl group, Y denotes a fluorine or chlorine atom or a methyl or methoxy group and m and n each denote 0, 1 or 2, are prepared by reducing a compound of formula III in the presence of an alkanoic acid with sodium borohydride in an inert solvent. The benzhydrols of formula I can be directly converted into the corresponding phenylbenz-(f)-2,5-oxazocines, which are valuable physiologically active substances.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB33006/77A GB1586578A (en) | 1977-08-05 | 1977-08-05 | Process for the preparation of 2-(n-(2-hydroxyyethyl)-n-lower alkylaminomethyl) benzhydrols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES472301A1 true ES472301A1 (en) | 1979-02-16 |
Family
ID=10347271
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES472301A Expired ES472301A1 (en) | 1977-08-05 | 1978-08-02 | Process for the preparation of 2-(n-(2-hydroxyyethyl)-n-lower alkylaminomethyl) benzhydrols |
Country Status (24)
| Country | Link |
|---|---|
| JP (1) | JPS5839145B2 (en) |
| AT (1) | AT358010B (en) |
| AU (1) | AU524563B2 (en) |
| BE (1) | BE869550A (en) |
| CA (1) | CA1117551A (en) |
| CH (1) | CH634819A5 (en) |
| CS (1) | CS202017B2 (en) |
| DE (1) | DE2834312A1 (en) |
| DK (1) | DK149120C (en) |
| ES (1) | ES472301A1 (en) |
| FI (1) | FI67536C (en) |
| FR (1) | FR2399405A1 (en) |
| GB (1) | GB1586578A (en) |
| HU (1) | HU175657B (en) |
| IL (1) | IL55286A (en) |
| IT (1) | IT7826533A0 (en) |
| MX (1) | MX5783E (en) |
| NL (1) | NL7808113A (en) |
| NO (1) | NO146023C (en) |
| NZ (1) | NZ188068A (en) |
| PL (1) | PL111230B1 (en) |
| SE (1) | SE441826B (en) |
| SU (1) | SU984403A3 (en) |
| ZA (1) | ZA784437B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI800076A (en) * | 1980-01-11 | 1981-07-12 | Farmos Oy | FOERFARANDE FOER FRAMSTAELLNING AV BENZHYDROLDERIVAT |
| DE3206660A1 (en) * | 1982-02-25 | 1983-09-01 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING O-ACYLAMIDOMETHYLBENZYL HALOGENIDES |
| NZ539488A (en) * | 2002-12-20 | 2008-03-28 | Arakis Ltd | Benzoxazocines and their use as monoamine-reuptake inhibitors |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3830803A (en) * | 1965-05-10 | 1974-08-20 | Riker Laboratories Inc | 5-loweralkyl-1-phenyl-1,3,4,6-tetrahydro-5h-benz(f)-2,5-oxazocines and 4-ones |
| GB1391862A (en) * | 1973-04-04 | 1975-04-23 | Yeda Res & Dev | Benzodiazepines |
-
1977
- 1977-08-05 GB GB33006/77A patent/GB1586578A/en not_active Expired
-
1978
- 1978-08-02 NL NL787808113A patent/NL7808113A/en active Search and Examination
- 1978-08-02 NO NO782643A patent/NO146023C/en unknown
- 1978-08-02 SE SE7808337A patent/SE441826B/en not_active IP Right Cessation
- 1978-08-02 ES ES472301A patent/ES472301A1/en not_active Expired
- 1978-08-02 DK DK342278A patent/DK149120C/en not_active IP Right Cessation
- 1978-08-03 CA CA000308679A patent/CA1117551A/en not_active Expired
- 1978-08-04 DE DE19782834312 patent/DE2834312A1/en active Granted
- 1978-08-04 HU HU78RI681A patent/HU175657B/en unknown
- 1978-08-04 IL IL55286A patent/IL55286A/en active IP Right Grant
- 1978-08-04 FI FI782404A patent/FI67536C/en not_active IP Right Cessation
- 1978-08-04 PL PL1978208868A patent/PL111230B1/en unknown
- 1978-08-04 MX MX787290U patent/MX5783E/en unknown
- 1978-08-04 SU SU782645753A patent/SU984403A3/en active
- 1978-08-04 NZ NZ188068A patent/NZ188068A/en unknown
- 1978-08-04 CS CS785140A patent/CS202017B2/en unknown
- 1978-08-04 JP JP53095155A patent/JPS5839145B2/en not_active Expired
- 1978-08-04 FR FR7823129A patent/FR2399405A1/en active Granted
- 1978-08-04 AT AT569678A patent/AT358010B/en not_active Expired
- 1978-08-04 BE BE189728A patent/BE869550A/en not_active IP Right Cessation
- 1978-08-04 AU AU38633/78A patent/AU524563B2/en not_active Expired
- 1978-08-04 CH CH830178A patent/CH634819A5/en not_active IP Right Cessation
- 1978-08-04 ZA ZA00784437A patent/ZA784437B/en unknown
- 1978-08-04 IT IT7826533A patent/IT7826533A0/en unknown
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