DE282491C - - Google Patents
Info
- Publication number
- DE282491C DE282491C DENDAT282491D DE282491DA DE282491C DE 282491 C DE282491 C DE 282491C DE NDAT282491 D DENDAT282491 D DE NDAT282491D DE 282491D A DE282491D A DE 282491DA DE 282491 C DE282491 C DE 282491C
- Authority
- DE
- Germany
- Prior art keywords
- ecm
- benzimidazole
- benzene
- imidazole
- benzoyl
- 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
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 11
- 150000002460 imidazoles Chemical class 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- -1 acetyl compound Chemical class 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims description 2
- 150000007529 inorganic bases Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 12
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 6
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims 4
- 238000006480 benzoylation reaction Methods 0.000 claims 2
- KKKRLJYCDDWEMQ-UHFFFAOYSA-N n-ethyl-1h-imidazol-2-amine Chemical compound CCNC1=NC=CN1 KKKRLJYCDDWEMQ-UHFFFAOYSA-N 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 239000000243 solution Substances 0.000 claims 2
- FARSPAVQUKTXLF-UHFFFAOYSA-N 1h-benzimidazol-1-ium;chloride Chemical compound Cl.C1=CC=C2NC=NC2=C1 FARSPAVQUKTXLF-UHFFFAOYSA-N 0.000 claims 1
- RZMKWQVADPIKCJ-UHFFFAOYSA-N 1h-benzimidazol-2-yl(phenyl)methanone Chemical compound N=1C2=CC=CC=C2NC=1C(=O)C1=CC=CC=C1 RZMKWQVADPIKCJ-UHFFFAOYSA-N 0.000 claims 1
- UEUIKXVPXLWUDU-UHFFFAOYSA-O 4-sulfobenzenediazonium Chemical compound OS(=O)(=O)C1=CC=C([N+]#N)C=C1 UEUIKXVPXLWUDU-UHFFFAOYSA-O 0.000 claims 1
- 241000700198 Cavia Species 0.000 claims 1
- 241000700199 Cavia porcellus Species 0.000 claims 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 claims 1
- 239000012346 acetyl chloride Substances 0.000 claims 1
- 230000021736 acetylation Effects 0.000 claims 1
- 238000006640 acetylation reaction Methods 0.000 claims 1
- 239000003929 acidic solution Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 239000012670 alkaline solution Substances 0.000 claims 1
- 230000036772 blood pressure Effects 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 239000013078 crystal Substances 0.000 claims 1
- 238000001784 detoxification Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- 238000010253 intravenous injection Methods 0.000 claims 1
- 231100000636 lethal dose Toxicity 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000155 melt Substances 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- 230000000144 pharmacologic effect Effects 0.000 claims 1
- 239000001044 red dye Substances 0.000 claims 1
- 230000029058 respiratory gaseous exchange Effects 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 241000534000 Berula erecta Species 0.000 description 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 description 1
- 150000001722 carbon compounds Chemical class 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE282491C true DE282491C (enrdf_load_stackoverflow) |
Family
ID=538137
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT282491D Active DE282491C (enrdf_load_stackoverflow) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE282491C (enrdf_load_stackoverflow) |
-
0
- DE DENDAT282491D patent/DE282491C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2655883C2 (enrdf_load_stackoverflow) | ||
| DE69312276T2 (de) | KOMPLEXE BESTEHEND AUS STICKOXYD-NUKLEOPHIL-ADDUKTEN SOWIE ANDERER LIGANDEN ZUR VERWENDUNG ALS KARDIOVASKULäRE WIRKSTOFFE | |
| DE2527993A1 (de) | Quaternaere ammoniumsalze und deren verwendung | |
| DE3406161A1 (de) | Verfahren zur darstellung von platin(ii)-komplexen | |
| DE1795452A1 (de) | 2-Aryl-nitroimidazole und Verfahren zu deren Herstellung | |
| DE282491C (enrdf_load_stackoverflow) | ||
| DE2549889C2 (de) | 3,4-Dihydrocarbostyril-Derivate, Verfahren zu deren Herstellung und Arzneimittel, welche diese enthalten | |
| DE223695C (enrdf_load_stackoverflow) | ||
| DE2335827A1 (de) | 2beta-hydroxy-3alpha-aminosteroide, deren derivate und verfahren zu ihrer herstellung | |
| DE936688C (de) | Verfahren zur Herstellung von substituierten Pseudothiohydantoinhydrohalogeniden | |
| DE684432C (de) | Verfahren zur Darstellung quaternaerer Anlagerungsverbindungen der Pyridin-, Chinolin- und Isochinolinreihe | |
| DE180292C (enrdf_load_stackoverflow) | ||
| DE1643797A1 (de) | Neue Thionocarbamidsaeureester und Verfahren zu ihrer Herstellung | |
| DE19508664C2 (de) | Verwendung von Morphin-3-estern, Morphin-3-ester als solche und Verfahren zu deren Herstellung | |
| DE940828C (de) | Verfahren zur Herstellung von Estern des Penicillins mit Phenolen und Thiophenolen | |
| DE1287582B (de) | Verfahren zur Herstellung von disubstituierten Isoxazol-Verbindungen und ihrer nicht toxischen Salze | |
| DE690195C (de) | Verfahren zur Darstellung von wasserloeslichen Sulfonsaeureamidverbindungen | |
| DE2043536A1 (de) | Neue 4 Amino 2 methyl pyrimidine | |
| DE873599C (de) | Verfahren zur Herstellung von Penicillinverbindungen mit verlaengerter Wirkung | |
| DE2263814A1 (de) | Phenylalaninderivate | |
| DE239313C (enrdf_load_stackoverflow) | ||
| DE2405652C3 (de) | 3,6,9-Trioxaundecan-1,11 -dioyl-bis-(3-carboxy-2,4,6-trijod-anilid), dessen Salze mit physiologisch verträglichen Basen, Verfahren zur Herstellung dieser Verbindungen und diese Verbindungen enthaltende Röntgenkontrastmittel | |
| DE175796C (enrdf_load_stackoverflow) | ||
| AT228199B (de) | Verfahren zur Herstellung eines neuen Imidazolinderivates und seiner Salze | |
| DE954285C (de) | Verfahren zur Herstellung von stabilen und weitgehend wasserloeslichen Fumagillinprodukten |