DE126798C - - Google Patents
Info
- Publication number
- DE126798C DE126798C DENDAT126798D DE126798DA DE126798C DE 126798 C DE126798 C DE 126798C DE NDAT126798 D DENDAT126798 D DE NDAT126798D DE 126798D A DE126798D A DE 126798DA DE 126798 C DE126798 C DE 126798C
- Authority
- DE
- Germany
- Prior art keywords
- tetraphenylpiperazine
- symm
- diphenyldinitroethylene
- acetic acid
- solution
- 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 16
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 11
- WYSHJVUAFBNDAR-UHFFFAOYSA-N (2,2-dinitro-2-phenylethyl)benzene Chemical compound C=1C=CC=CC=1C([N+]([O-])=O)([N+](=O)[O-])CC1=CC=CC=C1 WYSHJVUAFBNDAR-UHFFFAOYSA-N 0.000 claims description 7
- 229960000583 acetic acid Drugs 0.000 claims description 7
- 239000007789 gas Substances 0.000 claims description 6
- 239000012362 glacial acetic acid Substances 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- UQJDUMJODCQVKG-UHFFFAOYSA-N 2,3,5,6-tetraphenylpiperazine Chemical compound N1C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)NC(C=2C=CC=CC=2)C1C1=CC=CC=C1 UQJDUMJODCQVKG-UHFFFAOYSA-N 0.000 claims description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 4
- NQAQCAROZAAHGL-UHFFFAOYSA-N (1,2-dinitro-2-phenylethenyl)benzene Chemical group C=1C=CC=CC=1C([N+](=O)[O-])=C([N+]([O-])=O)C1=CC=CC=C1 NQAQCAROZAAHGL-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 6
- 235000021286 stilbenes Nutrition 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- DJHGAFSJWGLOIV-UHFFFAOYSA-N Arsenic acid Chemical compound O[As](O)(O)=O DJHGAFSJWGLOIV-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 229940000488 arsenic acid Drugs 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- LZDSILRDTDCIQT-UHFFFAOYSA-N dinitrogen trioxide Inorganic materials [O-][N+](=O)N=O LZDSILRDTDCIQT-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- RLJMLMKIBZAXJO-UHFFFAOYSA-N lead nitrate Chemical group [O-][N+](=O)O[Pb]O[N+]([O-])=O RLJMLMKIBZAXJO-UHFFFAOYSA-N 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- MGWGWNFMUOTEHG-UHFFFAOYSA-N 4-(3,5-dimethylphenyl)-1,3-thiazol-2-amine Chemical compound CC1=CC(C)=CC(C=2N=C(N)SC=2)=C1 MGWGWNFMUOTEHG-UHFFFAOYSA-N 0.000 description 1
- QDHHCQZDFGDHMP-UHFFFAOYSA-N Chloramine Chemical compound ClN QDHHCQZDFGDHMP-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- OQSKYZLEVGELBP-UHFFFAOYSA-N arsoric acid nitric acid Chemical compound [N+](=O)(O)[O-].[As](O)(O)(O)=O OQSKYZLEVGELBP-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- JRXXLCKWQFKACW-UHFFFAOYSA-N biphenylacetylene Chemical compound C1=CC=CC=C1C#CC1=CC=CC=C1 JRXXLCKWQFKACW-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- OMBRFUXPXNIUCZ-UHFFFAOYSA-N dioxidonitrogen(1+) Chemical compound O=[N+]=O OMBRFUXPXNIUCZ-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000002828 nitro derivatives Chemical class 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 150000004885 piperazines Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- -1 tetraphenylpiperazine chlorohydrate Chemical compound 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
Publication Number | Publication Date |
---|---|
DE126798C true DE126798C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Family
ID=395431
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT126798D Active DE126798C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE126798C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4669641A (en) * | 1985-08-28 | 1987-06-02 | Holmes William A | Tethered swivel cap |
-
0
- DE DENDAT126798D patent/DE126798C/de active Active
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4669641A (en) * | 1985-08-28 | 1987-06-02 | Holmes William A | Tethered swivel cap |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE126798C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
DE2221758C2 (de) | Yohimbinderivat, Verfahren zu dessen Herstellung und dieses enthaltende Arzneimittel | |
DE2157272C3 (de) | Verwendung von bis-(p-Chlorphenoxy)acetylharnstoff | |
DE2166270C3 (de) | Nicotinoylaminoäthansulfonyl-2amino-thiazol | |
DE1695832C3 (de) | B1,3-biphenylpyrazolin-Derivate und Verfahren zu ihrer Herstellung | |
CH641167A5 (en) | N-Cyano-N'-(2-((4-methyl-5-imidazolyl)-methylthio)ethyl)-N''-alkyny l guanidines | |
DE1902449C2 (de) | Guanylhydrazon-Derivate, deren Herstellung und Verwendung als Pharmaka | |
DE631097C (de) | Verfahren zur Herstellung von Saeureabkoemmlingen kohlenstoffalkylierter oder -arylierter Barbitursaeuren | |
DE1950059A1 (de) | Neue Sulfoxyde,Verfahren zu ihrer Herstellung und ihre Verwendung als Wirkstoff fuer pharmazeutische Praeparate | |
DE873698C (de) | Verfahren zur Darstellung diuretisch wirksamer Quecksilberverbindungen | |
DE525185C (de) | Verfahren zur Darstellung von Magnesiumcyanid | |
DE1062245B (de) | Verfahren zur Herstellung von 2-Amino-4-pyridyl-(2')-thiazol und seinen Salzen | |
AT226239B (de) | Verfahren zur Herstellung von neuen Benzylguanidinen | |
DE1545901C (de) | Verfahren zur Herstellung von 2-Mercaptoimidazolderivaten und ihren Salzen | |
DE1795003C3 (de) | 4H-13-Benzoxazin-2-on-3-acetohydroxamsäure, Verfahren zu deren Herstellung und Arzneimittel | |
DE967464C (de) | Verfahren zur Herstellung von therapeutisch wirksamen Aminonitrilen | |
DE283512C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
DE1110648B (de) | Verfahren zur Herstellung von Disulfidabkoemmlingen des Vitamins B | |
DE18016C (de) | Verfahren zur Herstellung von Vanillin | |
DE2035494C (de) | Ein neues Derivat von 2H Inda zolon 3, deren Hydrobromid und Arzneimittel aus diesen Verbindungen | |
DE1420954C (de) | Halogensubstituierte 5-Phenyl-2-aminooxazolon-(4)-derivate und Verfahren zu deren Herstellung | |
DE1493579C (de) | Verfahren zur Herstellung neuer pharma zeutisch wertvoller Verbindungen | |
DE1418540C (de) | Verfahren zur Herstellung von 1,3,2 Dioxaborolanen oder 1,3,2 Dioxabonnanen | |
DE1232977B (de) | Verfahren zur Herstellung von o-Diisopropylaminoaethoxybutyrophenon-hydrochlorid | |
DE1645901B2 (de) | gamma-(4-Alkylpiperidino)-p-fJuorbutyrophenone und Verfahren zu ihrer Herstellung |