DE267700C - - Google Patents
Info
- Publication number
- DE267700C DE267700C DENDAT267700D DE267700DA DE267700C DE 267700 C DE267700 C DE 267700C DE NDAT267700 D DENDAT267700 D DE NDAT267700D DE 267700D A DE267700D A DE 267700DA DE 267700 C DE267700 C DE 267700C
- Authority
- DE
- Germany
- Prior art keywords
- homopiperonylamine
- water
- alcohol
- ether
- benzaldehyde
- 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.)
- Active
Links
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- RRIRDPSOCUCGBV-UHFFFAOYSA-N methylenedioxyphenethylamine Chemical compound NCCC1=CC=C2OCOC2=C1 RRIRDPSOCUCGBV-UHFFFAOYSA-N 0.000 claims description 6
- 239000007859 condensation product Substances 0.000 claims description 5
- -1 iodomethyl Chemical group 0.000 claims description 5
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 5
- 239000000047 product Substances 0.000 claims description 5
- 150000001299 aldehydes Chemical class 0.000 claims description 3
- 230000007717 exclusion Effects 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- 230000001476 alcoholic effect Effects 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- 229940100198 alkylating agent Drugs 0.000 claims 2
- 239000002168 alkylating agent Substances 0.000 claims 2
- 238000009835 boiling Methods 0.000 claims 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 235000021419 vinegar Nutrition 0.000 claims 1
- 239000000052 vinegar Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 2
- OPJOMVMFYOUDPK-UHFFFAOYSA-N homarylamine Chemical compound CNCCC1=CC=C2OCOC2=C1 OPJOMVMFYOUDPK-UHFFFAOYSA-N 0.000 description 2
- MNHMCRQZDWHQBP-UHFFFAOYSA-N 2-(1,3-benzodioxol-5-yl)-n-methylethanamine;hydrochloride Chemical compound Cl.CNCCC1=CC=C2OCOC2=C1 MNHMCRQZDWHQBP-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical group O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 241000295146 Gallionellaceae Species 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- SHUUILSADJSVGR-UHFFFAOYSA-N molecular iodine hydrate Chemical compound O[H].II SHUUILSADJSVGR-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
- C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
- C07D317/58—Radicals substituted by nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE267700C true DE267700C (enrdf_load_stackoverflow) |
Family
ID=524729
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT267700D Active DE267700C (enrdf_load_stackoverflow) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE267700C (enrdf_load_stackoverflow) |
-
0
- DE DENDAT267700D patent/DE267700C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE3688575T2 (de) | Gemilderte Reduktionsreaktion zur Herstellung von Arylhydroxylaminen. | |
| DE267700C (enrdf_load_stackoverflow) | ||
| DE2106768B2 (de) | Komplexverbindungen aus Organonatriumverbindungen und Chelate bildenden Polyaminen, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Telomerisationskatalysatoren und zur Reinigung von Organonatriumverbindungen | |
| DE1668571B2 (de) | Verfahren zur Herstellung von 2-Methyl-polycycloalkylmethylaminen | |
| DE2211341A1 (de) | Verfahren zur herstellung von 4nitroso-diphenylamin | |
| DE69302036T2 (de) | Verfahren zur Darstellung von o-Hydroxymandelsäure und ihren Salzen | |
| DE69805415T2 (de) | Verfahren zur isomerisierung von tilidin | |
| DE4210311C2 (enrdf_load_stackoverflow) | ||
| DE617596C (de) | Verfahren zur Darstellung von sekundaeren und tertiaeren ungesaettigten Aminen | |
| DE439041C (de) | Verfahren zur Herstellung von Tetrazolen | |
| DE964329C (de) | Verfahren zur Herstellung von 4-Monoalkylaminosalicylsaeuren und 4-Monoalkyloxyalkylaminosalicylsaeuren | |
| DE2019261C3 (de) | Verfahren zur Herstellung von Alkanon- oder Cycloalkanon-oximen durch partielle Reduktion von Nitroalkanen oder Nitrocycloalkanen | |
| DE255304C (enrdf_load_stackoverflow) | ||
| DE586973C (de) | Verfahren zur Darstellung von N-Sulfoaethylverbindungen von Arylaminsulfonsaeuren | |
| DE2758627A1 (de) | Alpha-chloroarylessigsaeuren und verfahren zu deren herstellung | |
| DE1098519B (de) | Verfahren zur Herstellung einer desaminierten Colchicinsaeure (8-Carboxy-1, 2, 3-trimethoxy-dibenzo-[a, c]-cycloheptadien-(1, 3) | |
| DE168115C (enrdf_load_stackoverflow) | ||
| DE2109267C3 (de) | Herstellung N-substituierter Acetaldimine | |
| DE633983C (de) | Verfahren zur Herstellung von Aminoalkoholen quaternaerer aromatisch-aliphatischer Ammoniumbasen | |
| DE2714255A1 (de) | Verfahren zur herstellung von m-aminophenolen und deren verwendung | |
| DE283537C (enrdf_load_stackoverflow) | ||
| DE171789C (enrdf_load_stackoverflow) | ||
| DE1768787C3 (de) | (o-Carboxy-phenyl)-acetamidine, Verfahren zu deren Herstellung und (o-CarboxyphenyO-acetamidine enthaltende Präparate | |
| DE66361C (de) | Verfahren zur Darstellung eines am Azinstickstoff alkylirten Indulins und von Sulfosäuren desselben | |
| DD151161A5 (de) | Verfahren zur herstellung von 2,2-dialkyl-4-methyl-5,5-dialkyl-3-formyl-3-pyrrolin |