SE189095C1 - - Google Patents
Info
- Publication number
- SE189095C1 SE189095C1 SE189095DA SE189095C1 SE 189095 C1 SE189095 C1 SE 189095C1 SE 189095D A SE189095D A SE 189095DA SE 189095 C1 SE189095 C1 SE 189095C1
- Authority
- SE
- Sweden
- Prior art keywords
- acid
- reaction
- tetrahydroquinaldic
- reacted
- aromatic amine
- Prior art date
Links
- 238000006243 chemical reaction Methods 0.000 claims description 8
- OSJVTYVKQNOXPP-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline-2-carboxylic acid Chemical compound C1=CC=C2NC(C(=O)O)CCC2=C1 OSJVTYVKQNOXPP-UHFFFAOYSA-N 0.000 claims description 7
- 150000004982 aromatic amines Chemical class 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 230000003444 anaesthetic effect Effects 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000003589 local anesthetic agent Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- LOAUVZALPPNFOQ-UHFFFAOYSA-N quinaldic acid Chemical compound C1=CC=CC2=NC(C(=O)O)=CC=C21 LOAUVZALPPNFOQ-UHFFFAOYSA-N 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims 3
- 238000012986 modification Methods 0.000 claims 3
- OFBPSKIFXNJCAG-UHFFFAOYSA-N 1,2,3,4-tetrahydroquinoline-2-carboxamide Chemical class C1=CC=C2NC(C(=O)N)CCC2=C1 OFBPSKIFXNJCAG-UHFFFAOYSA-N 0.000 claims 1
- 210000002268 wool Anatomy 0.000 claims 1
- UFFBMTHBGFGIHF-UHFFFAOYSA-N 2,6-dimethylaniline Chemical compound CC1=CC=CC(C)=C1N UFFBMTHBGFGIHF-UHFFFAOYSA-N 0.000 description 6
- 230000029936 alkylation Effects 0.000 description 4
- 238000005804 alkylation reaction Methods 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- WFVMVMAUXYOQSW-UHFFFAOYSA-N quinoline-2-carbonyl chloride Chemical compound C1=CC=CC2=NC(C(=O)Cl)=CC=C21 WFVMVMAUXYOQSW-UHFFFAOYSA-N 0.000 description 3
- MLPVBIWIRCKMJV-UHFFFAOYSA-N 2-ethylaniline Chemical compound CCC1=CC=CC=C1N MLPVBIWIRCKMJV-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 description 1
- 238000003747 Grignard reaction Methods 0.000 description 1
- 150000008430 aromatic amides Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 229960005015 local anesthetics Drugs 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
- 229960004919 procaine Drugs 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE189095T |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SE189095C1 true SE189095C1 (enrdf_load_stackoverflow) | 1963-01-01 |
Family
ID=41975963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE189095D SE189095C1 (enrdf_load_stackoverflow) |
Country Status (1)
| Country | Link |
|---|---|
| SE (1) | SE189095C1 (enrdf_load_stackoverflow) |
-
0
- SE SE189095D patent/SE189095C1/sv unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3225095A (en) | N-aryl-substituted-propan-(1)-ones and -ols of arylaminoalkanols and salts thereof | |
| US4146638A (en) | N-(3-phenoxy-2-hydroxy-propyl)-n-(2-phenyl-2-hydroxy-ethyl)-amines | |
| US2167351A (en) | Piperidine compounds and a process of preparing them | |
| US2744910A (en) | 2-(ortho-benzylbenzyl)-imidazoline and acid addition salts | |
| SU503521A3 (ru) | Способ получени производных морфолина | |
| US2692285A (en) | Di-sec-alkyl-dialkylammonium salts and processes for preparing the same | |
| US5965734A (en) | Processes and intermediates for preparing 2-substituted piperidine stereoisomers | |
| US2359329A (en) | Quinoline substituted dihydropyridines | |
| US2819305A (en) | Aminoalkylamides of butoxybenzoic acid | |
| SE189095C1 (enrdf_load_stackoverflow) | ||
| WO2001077064A1 (en) | Method for the preparation of (e)-n-(6,6-dimethyl-2-hepten-4-ynyl)-n-methyl-1-naphthalenemethanamine (terbinafine) | |
| NO124430B (enrdf_load_stackoverflow) | ||
| US2574150A (en) | Acenaphthenyl amino alcohols | |
| NO139479B (no) | Fremgangsmaate for fremstilling av 4-amino-3,5-dihalogen-fenyl-etanolaminer | |
| US2265207A (en) | D-lysergic acid - d - l-bjtdroxybutyl | |
| NO123127B (enrdf_load_stackoverflow) | ||
| Kaye | 2-Lepidyl substituted diamines | |
| US3081308A (en) | 5-carbocyclic-3-imidomethyloxazolidines and process | |
| Huber et al. | Some dialkylaminoalkylamines | |
| US20070054960A1 (en) | Sertraline acid addition salt, its preparation and its use in the preparation of sertraline hydrochloride form II | |
| US2569814A (en) | beta-haloethylamines | |
| US3378592A (en) | Process for the production of 3, 4-dihydroxybenzyloxyaminehydrobromide | |
| AU2007248282B2 (en) | Crystalline (3-cyano-1H-indol-7-yl)-[4-(4-fluorophenethyl)piperazin-1-yl]methanone phosphate | |
| US3696104A (en) | 1-hydrocarbon-4-aryl-2,3-dioxo-5-(2-haloethyl) piperazines | |
| ZA200402070B (en) | Synthesis of 4-(piperidyl)(2-pyridy)methanone-(E)-O-methyloxime and its salts. |