DE234850C - - Google Patents
Info
- Publication number
- DE234850C DE234850C DENDAT234850D DE234850DA DE234850C DE 234850 C DE234850 C DE 234850C DE NDAT234850 D DENDAT234850 D DE NDAT234850D DE 234850D A DE234850D A DE 234850DA DE 234850 C DE234850 C DE 234850C
- Authority
- DE
- Germany
- Prior art keywords
- hydrastinine
- heated
- phosphorus pentoxide
- salts
- formyl compound
- 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
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 claims description 5
- VPKAHUMPZYVNIV-UHFFFAOYSA-N 1,4-dihydroisoquinoline Chemical compound C1=CC=C2CC=NCC2=C1 VPKAHUMPZYVNIV-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000012442 inert solvent Substances 0.000 claims description 2
- 230000001035 methylating effect Effects 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- FZPNJFAYBFREGP-UHFFFAOYSA-N n-[2-(1,3-benzodioxol-5-yl)ethyl]formamide Chemical compound O=CNCCC1=CC=C2OCOC2=C1 FZPNJFAYBFREGP-UHFFFAOYSA-N 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- -1 formyl compound Chemical class 0.000 description 6
- YOJQZPVUNUQTDF-UHFFFAOYSA-N hydrastinine Chemical class C1=C2C(O)N(C)CCC2=CC2=C1OCO2 YOJQZPVUNUQTDF-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YWEUIGNSBFLMFL-UHFFFAOYSA-N diphosphonate Chemical compound O=P(=O)OP(=O)=O YWEUIGNSBFLMFL-UHFFFAOYSA-N 0.000 description 3
- 239000003208 petroleum Substances 0.000 description 3
- 229940075930 picrate Drugs 0.000 description 3
- 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 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- RRIRDPSOCUCGBV-UHFFFAOYSA-N methylenedioxyphenethylamine Chemical compound NCCC1=CC=C2OCOC2=C1 RRIRDPSOCUCGBV-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-N methyl sulfate Chemical compound COS(O)(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE234850C true DE234850C (OSRAM) |
Family
ID=494684
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT234850D Active DE234850C (OSRAM) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE234850C (OSRAM) |
-
0
- DE DENDAT234850D patent/DE234850C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2240665A1 (de) | Verfahren zur herstellung von n,n'disubstituierten cyclischen diaminen | |
| DE234850C (OSRAM) | ||
| DE1086237B (de) | Verfahren zur Herstellung neuer 2, 5-Di-[benzimidazyl-(2')]-furan-verbindungen | |
| DE1112076B (de) | Verfahren zur Herstellung von 2-Pyridyl-oxazolen | |
| DE681505C (de) | Verfahren zur Herstellung von Cyanin- bzw. Styrylfarbstoffen | |
| DE710750C (de) | Verfahren zur Herstellung von Polymethinfarbstoffen | |
| DE576532C (de) | Verfahren zur Darstellung von Isochinolinabkoemmlingen | |
| DE1131665B (de) | Verfahren zur Herstellung von Aminosteroidverbindungen | |
| DE539784C (de) | Verfahren zur Herstellung von Farbstoffen der Polymethinreihe | |
| DE910298C (de) | Verfahren zur Herstellung von Isonicotinsaeurederivaten | |
| DE1620473A1 (de) | Verfahren zur Herstellung von 1-Nitro-9-(dialkylamino-alkylamino)-acridinen | |
| DE287802C (OSRAM) | ||
| DE564126C (de) | Verfahren zur Darstellung von Pyrrolderivaten | |
| DE899194C (de) | Verfahren zur Herstellung von Dihydrofuran- bzw. Dihydrothiophenchinolinverbindungen | |
| DE717501C (de) | Verfahren zur Herstellung von unsymmetrischen Polymethinfarbstoffen | |
| DE422098C (de) | Verfahren zur Darstellung von Aminoketonen | |
| DE652041C (de) | Verfahren zur Herstellung von 4-Phenylisochinolin und Abkoemmlingen desselben | |
| DE360421C (de) | Verfahren zur Darstellung von Akridinderivaten | |
| DE704762C (de) | Verfahren zur Darstellung von Dihydrobenzoisochinolinen | |
| DE967074C (de) | Verfahren zur Herstellung basischer Pyrazolonderivate | |
| DE1039063B (de) | Verfahren zur Herstellung eines antipyretisch wirksamen, substituierten 1, 2-Diphenyl-3, 5-dioxo-pyrazolidins und dessen Salzen | |
| DE257138C (OSRAM) | ||
| DE1929731C (OSRAM) | ||
| DE519988C (de) | Verfahren zur Darstellung von reinem N-Methylphenylaethanolamin | |
| DE828550C (de) | Verfahren zur Herstellung von neuen quartaeren Salzen der vom Anilin abgeleiteten AEther |