ES302198A1 - Improvements in and relating to the preparation of substituted carbinols - Google Patents
Improvements in and relating to the preparation of substituted carbinolsInfo
- Publication number
- ES302198A1 ES302198A1 ES0302198A ES302198A ES302198A1 ES 302198 A1 ES302198 A1 ES 302198A1 ES 0302198 A ES0302198 A ES 0302198A ES 302198 A ES302198 A ES 302198A ES 302198 A1 ES302198 A1 ES 302198A1
- Authority
- ES
- Spain
- Prior art keywords
- thienyl
- prepared
- liberating
- tetrahydrofuran
- phenyl
- 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
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 238000006683 Mannich reaction Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 1
- 239000003849 aromatic solvent Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 abstract 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 abstract 1
- 239000000920 calcium hydroxide Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 125000002950 monocyclic group Chemical group 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- -1 phenyl magnesium halide Chemical class 0.000 abstract 1
- 229940075930 picrate Drugs 0.000 abstract 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-M picrate anion Chemical compound [O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-M 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Compounds of the general formula <FORM:1062877/C2/1> (in which R1 and R2 represent alkyl radicals or, together with the nitrogen atom, form a monocyclic, saturated heterocyclic ring) are prepared by liberating the corresponding aminoalkyl a -thienyl ketone from an acid addition salt thereof by treatment with calcium hydroxide in the presence of an aromatic solvent having a boiling point between 100 DEG and 200 DEG C., reacting the resulting solution with a phenyl magnesium halide prepared in tetrahydrofuran, removing the tetrahydrofuran from the reaction mixture and liberating the product from its magnesium complex. 1 - (a - Thienyl) - 1 - phenyl - 3 - piperidino - 1 - propanol is characterized as the picrate, and 1 - (a - thienyl) - 3 - dimethylamino - 1 - propanone hydrochloride is prepared by the Mannich reaction.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR946086A FR1496714A (en) | 1963-08-30 | 1963-08-30 | Improved process for obtaining alpha-thienyl 1-phenyl 1-carbinols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES302198A1 true ES302198A1 (en) | 1965-01-01 |
Family
ID=8811433
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0302198A Expired ES302198A1 (en) | 1963-08-30 | 1964-07-17 | Improvements in and relating to the preparation of substituted carbinols |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE638151A (en) |
| CH (1) | CH415680A (en) |
| DE (1) | DE1470264C3 (en) |
| ES (1) | ES302198A1 (en) |
| FR (1) | FR1496714A (en) |
| GB (1) | GB1062877A (en) |
| NL (2) | NL302769A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1597591A (en) | 1977-01-12 | 1981-09-09 | Degussa | Dithienyl alkylamines and alkenylamines and a process for their production |
-
0
- BE BE638151D patent/BE638151A/xx unknown
- NL NL129015D patent/NL129015C/xx active
- NL NL302769D patent/NL302769A/xx unknown
-
1963
- 1963-08-30 FR FR946086A patent/FR1496714A/en not_active Expired
- 1963-12-18 CH CH1550063A patent/CH415680A/en unknown
- 1963-12-20 GB GB5045763A patent/GB1062877A/en not_active Expired
- 1963-12-24 DE DE19631470264 patent/DE1470264C3/en not_active Expired
-
1964
- 1964-07-17 ES ES0302198A patent/ES302198A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE638151A (en) | |
| DE1470264A1 (en) | 1969-09-18 |
| DE1470264B2 (en) | 1975-04-24 |
| NL302769A (en) | |
| CH415680A (en) | 1966-06-30 |
| DE1470264C3 (en) | 1975-12-04 |
| NL129015C (en) | |
| GB1062877A (en) | 1967-03-22 |
| FR1496714A (en) | 1967-10-06 |
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