DE209910C - - Google Patents
Info
- Publication number
- DE209910C DE209910C DENDAT209910D DE209910DA DE209910C DE 209910 C DE209910 C DE 209910C DE NDAT209910 D DENDAT209910 D DE NDAT209910D DE 209910D A DE209910D A DE 209910DA DE 209910 C DE209910 C DE 209910C
- Authority
- DE
- Germany
- Prior art keywords
- indigoid
- group
- coh
- naphtol
- aromatic series
- 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
- 239000000975 dye Substances 0.000 claims description 14
- 150000001299 aldehydes Chemical class 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- 125000003172 aldehyde group Chemical group 0.000 claims description 2
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000003776 cleavage reaction Methods 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- JXDYKVIHCLTXOP-UHFFFAOYSA-N Isatin Chemical class C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000001311 chemical methods and process Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 230000002194 synthesizing Effects 0.000 description 2
- ZTMADXFOCUXMJE-UHFFFAOYSA-N 2-methylbenzene-1,3-diol Chemical compound CC1=C(O)C=CC=C1O ZTMADXFOCUXMJE-UHFFFAOYSA-N 0.000 description 1
- RWZYAGGXGHYGMB-UHFFFAOYSA-N Anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 1
- QFFVPLLCYGOFPU-UHFFFAOYSA-N Barium chromate Chemical compound [Ba+2].[O-][Cr]([O-])(=O)=O QFFVPLLCYGOFPU-UHFFFAOYSA-N 0.000 description 1
- 229910014033 C-OH Inorganic materials 0.000 description 1
- 229910014570 C—OH Inorganic materials 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N Phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Natural products OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/562—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with nitrogen as the only hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
Publications (1)
Publication Number | Publication Date |
---|---|
DE209910C true DE209910C (fr) |
Family
ID=471844
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT209910D Active DE209910C (fr) |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE209910C (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5155277A (en) * | 1990-06-11 | 1992-10-13 | Rhone-Poulenc Nutrition Animale | Process for converting tertiary amine n-oxides to aldehydes |
WO2008154484A1 (fr) * | 2007-06-08 | 2008-12-18 | Mannkind Corporation | Inhibiteurs d'ire-1a |
-
0
- DE DENDAT209910D patent/DE209910C/de active Active
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5155277A (en) * | 1990-06-11 | 1992-10-13 | Rhone-Poulenc Nutrition Animale | Process for converting tertiary amine n-oxides to aldehydes |
WO2008154484A1 (fr) * | 2007-06-08 | 2008-12-18 | Mannkind Corporation | Inhibiteurs d'ire-1a |
US7858666B2 (en) | 2007-06-08 | 2010-12-28 | Mannkind Corporation | IRE-1α inhibitors |
JP2011121964A (ja) * | 2007-06-08 | 2011-06-23 | Mannkind Corp | IRE−1αインヒビター |
US8614253B2 (en) | 2007-06-08 | 2013-12-24 | Mannkind Corporation | IRE-1α inhibitors |
US9241942B2 (en) | 2007-06-08 | 2016-01-26 | Mannkind Corporation | IRE-1α inhibitors |
US9546149B2 (en) | 2007-06-08 | 2017-01-17 | Mannkind Corporation | IRE-1α inhibitors |
US9981901B2 (en) | 2007-06-08 | 2018-05-29 | Fosun Orinove Pharmatech, Inc. | IRE-1α inhibitors |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE2054257A1 (fr) | ||
DE209910C (fr) | ||
DE1518764C3 (de) | In der 7-Stellung substituierte S-Phenyl-2-oxo-23-dihydro-lH-1 ^-benzodiazepin-S-carbonsäuresalze und -alkylester | |
DE1941041A1 (de) | Verfahren zur Herstellung einer alkylringsubstituierten Resorcinsaeure oder deren Ester | |
DE1593622A1 (de) | Verfahren zur Herstellung von Riechstoffingredienzien und deren Verwendung | |
DE2108237A1 (de) | Pyridoxin alpha ketoglutarat und dessen Derivate sowie Verfahren zum Herstellen dieser Verbindungen | |
DE2210762C3 (de) | Isomerenmischung von Nitrilen derOktahydro-e.e-dimethylnaphtalincarbonsäuren-(2) und -(3), Verfahren zu ihrer Herstellung und sie enthaltende Riechstoffkompositionen | |
DE1468279A1 (de) | Verfahren zur Herstellung von Dibenzocycloheptenen | |
DE3049802C1 (de) | Bicyclische Alkohole,deren Herstellung und Verwendung | |
DE2560602C2 (de) | Sauerstoffhaltige Diarylamidine | |
DE963512C (de) | Verfahren zur Herstellung von kristallisierbaren 2, 6-trans, trans-Pentaenaldehydkomplexverbindungen mit Vitamin A-aldehydaufbau | |
DE1468313A1 (de) | 4-Alkanol-phenylessigsaeuren und Verfahren zu ihrer Herstellung | |
DE199550C (fr) | ||
DE154658C (fr) | ||
DE206330C (fr) | ||
AT252899B (de) | Verfahren zur Herstellung von neuen 5-(3'-Aminopropyl)-5H-dibenzo-[a, d]-cycloheptenen bzw. den 10, 11-Dihydroderivaten derselben | |
DE663543C (de) | Verfahren zur Herstellung von Abkoemmlingen der Pyrazinmonocarbonsaeure | |
DE233519C (fr) | ||
DE89979C (fr) | ||
DE553037C (de) | Verfahren zur Darstellung von Derivaten des 1-Oxo-2-alkylpropens-2 | |
DE2815393A1 (de) | 3-alkoxy-4-homoisotwistane, verfahren zu ihrer herstellung und diese enthaltenden parfumzusammensetzungen | |
DE1492069C3 (de) | N-Substituierte-m-aminophenole und deren Verwendung | |
DE110520C (fr) | ||
DE224979C (fr) | ||
DE198714C (fr) |