DE208255C - - Google Patents
Info
- Publication number
- DE208255C DE208255C DENDAT208255D DE208255DA DE208255C DE 208255 C DE208255 C DE 208255C DE NDAT208255 D DENDAT208255 D DE NDAT208255D DE 208255D A DE208255D A DE 208255DA DE 208255 C DE208255 C DE 208255C
- Authority
- DE
- Germany
- Prior art keywords
- eugenol
- isoeugenol
- acetamide
- och
- acetamides
- 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
- RRAFCDWBNXTKKO-UHFFFAOYSA-N Eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 20
- -1 N-substituted aminomethyl compounds Chemical class 0.000 claims description 14
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 14
- 239000005770 Eugenol Substances 0.000 claims description 10
- 229960002217 Eugenol Drugs 0.000 claims description 10
- BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- DLFVBJFMPXGRIB-UHFFFAOYSA-N acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 238000002844 melting Methods 0.000 description 5
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 5
- 150000003869 acetamides Chemical class 0.000 description 4
- 230000001476 alcoholic Effects 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 235000015320 potassium carbonate Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- LRKYLKBLUJXTFL-UHFFFAOYSA-N 1-(piperidin-1-ylmethyl)piperidine Chemical compound C1CCCCN1CN1CCCCC1 LRKYLKBLUJXTFL-UHFFFAOYSA-N 0.000 description 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N Chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N Diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drugs Drugs 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical class C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002690 local anesthesia Methods 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- 239000001184 potassium carbonate Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE208255C true DE208255C (zh) |
Family
ID=470300
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT208255D Active DE208255C (zh) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE208255C (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2911440A (en) * | 1955-06-14 | 1959-11-03 | Geigy Chem Corp | Eugenol glycolic acid and isoeugenol glycolic acid amides |
-
0
- DE DENDAT208255D patent/DE208255C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2911440A (en) * | 1955-06-14 | 1959-11-03 | Geigy Chem Corp | Eugenol glycolic acid and isoeugenol glycolic acid amides |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE208255C (zh) | ||
| DE2000030C3 (de) | 3-Alkoxy-und 3-Phenoxy-2-(diphenylhydroxy)methyl-propylamine und diese enthaltende Arzneimittel | |
| DE1212984B (de) | Verfahren zur Herstellung von basisch substituierten Cumaronen | |
| DE1111208B (de) | Verfahren zur Herstellung von hustenreizstillend wirkenden, basisch substituierten Diphenylcarbinolestern | |
| DE614596C (de) | Verfahren zur Darstellung von ?-Glyoxalidinarylmethylolen | |
| DE949947C (de) | Verfahren zur Herstellung von basischen Bis-N-phenylurethanen | |
| DE284440C (zh) | ||
| DE422098C (de) | Verfahren zur Darstellung von Aminoketonen | |
| DE1091120B (de) | Verfahren zur Herstellung substituierter Anthranilsaeureamide | |
| DE172979C (zh) | ||
| DE930329C (de) | Verfahren zur Herstellung von Alkyl- bzw. Alkoxalkylaminobenzoesaeureestern | |
| DE329772C (de) | Verfahren zur Darstellung von Verbindungen der Alkaloide der Chiningruppe | |
| DE950550C (de) | Verfahren zur Herstellung von basisch substituierten Phenylcycloalkenylpropanolen | |
| DE924030C (de) | Verfahren zur Herstellung neuer Nicotinsaeureamide, die am Amidstickstoff durch basische Reste substituiert sind, sowie ihrer quaternaeren und Saeuresalze | |
| DE961170C (de) | Verfahren zur Herstellung von analgetisch wirkenden N, N-disubstituierten 1-Amino-2-phenyl-3-methyl-pentanen | |
| DE1493828C (de) | Benzamide und Verfahren zu ihrer Herstellung | |
| DE310967C (zh) | ||
| DE257138C (zh) | ||
| DE1620090B1 (de) | Verfahren zur Herstellung von Imidazolidinonderivaten und ihren Salzen | |
| CH347180A (de) | Verfahren zur Herstellung von Buttersäureamiden | |
| DE951630C (de) | Verfahren zur Herstellung von in 20 (22)-Stellung ungesaettigten 22-tertiaer-Aminobisnorcholanen | |
| AT213873B (de) | Verfahren zur Herstellung von neuen, am Stickstoffatom und am β-Kohlenstoffatom substituierten Buttersäureamiden | |
| AT78703B (de) | Verfahren zur Darstellung von therapeutisch wertvollen Verbindungen der Alkaloide der Morphiumgruppe. | |
| DE121051C (zh) | ||
| DE946145C (de) | Verfahren zur Herstellung von Alkyl- bzw. Alkoxalkylaminobenzoesaeureestern |