GB1237272A - Preparation of tetrahydro-iso-quinolines - Google Patents
Preparation of tetrahydro-iso-quinolinesInfo
- Publication number
- GB1237272A GB1237272A GB3222168A GB3222168A GB1237272A GB 1237272 A GB1237272 A GB 1237272A GB 3222168 A GB3222168 A GB 3222168A GB 3222168 A GB3222168 A GB 3222168A GB 1237272 A GB1237272 A GB 1237272A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- tetrahydroisoquinolines
- formula
- alkyl
- picrate
- 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
- 150000003526 tetrahydroisoquinolines Chemical class 0.000 title abstract 4
- 238000002360 preparation method Methods 0.000 title abstract 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 abstract 4
- 239000002585 base Substances 0.000 abstract 3
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical compound C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 229940075930 picrate Drugs 0.000 abstract 2
- 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 2
- BASMANVIUSSIIM-UHFFFAOYSA-N 1-chloro-2-(chloromethyl)benzene Chemical compound ClCC1=CC=CC=C1Cl BASMANVIUSSIIM-UHFFFAOYSA-N 0.000 abstract 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000005219 aminonitrile group Chemical group 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- AIJKKXAQANTCKJ-UHFFFAOYSA-N methyl 3-[(2-chlorophenyl)methyl-methylamino]propanoate Chemical compound COC(=O)CCN(C)CC1=CC=CC=C1Cl AIJKKXAQANTCKJ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
- C07D217/26—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR113186 | 1967-07-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1237272A true GB1237272A (en) | 1971-06-30 |
Family
ID=8634525
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3222168A Expired GB1237272A (en) | 1967-07-05 | 1968-07-05 | Preparation of tetrahydro-iso-quinolines |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH498838A (enrdf_load_stackoverflow) |
| DE (1) | DE1770804A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1555552A (enrdf_load_stackoverflow) |
| GB (1) | GB1237272A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU651145B2 (en) * | 1990-09-28 | 1994-07-14 | Pfizer Inc. | Fused ring analogs of nitrogen containing nonaromatic heterocycles |
-
1967
- 1967-07-05 FR FR1555552D patent/FR1555552A/fr not_active Expired
-
1968
- 1968-07-02 CH CH989668A patent/CH498838A/fr not_active IP Right Cessation
- 1968-07-05 DE DE19681770804 patent/DE1770804A1/de active Pending
- 1968-07-05 GB GB3222168A patent/GB1237272A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU651145B2 (en) * | 1990-09-28 | 1994-07-14 | Pfizer Inc. | Fused ring analogs of nitrogen containing nonaromatic heterocycles |
Also Published As
| Publication number | Publication date |
|---|---|
| CH498838A (fr) | 1970-11-15 |
| DE1770804A1 (de) | 1972-03-09 |
| FR1555552A (enrdf_load_stackoverflow) | 1969-01-31 |
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