CH628050A5 - Verfahren zur herstellung von speziellen chinazolonderivaten. - Google Patents
Verfahren zur herstellung von speziellen chinazolonderivaten. Download PDFInfo
- Publication number
- CH628050A5 CH628050A5 CH320277A CH320277A CH628050A5 CH 628050 A5 CH628050 A5 CH 628050A5 CH 320277 A CH320277 A CH 320277A CH 320277 A CH320277 A CH 320277A CH 628050 A5 CH628050 A5 CH 628050A5
- Authority
- CH
- Switzerland
- Prior art keywords
- pyrido
- dione
- pyrimido
- formula
- weight
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000013078 crystal Substances 0.000 claims description 23
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 12
- 239000011541 reaction mixture Substances 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- 239000005457 ice water Substances 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 238000001914 filtration Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 229960000583 acetic acid Drugs 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000012362 glacial acetic acid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 239000001054 red pigment Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 229940093915 gynecological organic acid Drugs 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- IAXZKFDMRMBYQV-UHFFFAOYSA-N pyrimido[4,5-g]quinazoline Chemical compound N1=CN=CC2=CC3=NC=NC=C3C=C21 IAXZKFDMRMBYQV-UHFFFAOYSA-N 0.000 description 2
- WOAHJDHKFWSLKE-UHFFFAOYSA-N 1,2-benzoquinone Chemical compound O=C1C=CC=CC1=O WOAHJDHKFWSLKE-UHFFFAOYSA-N 0.000 description 1
- XUIOXODZPDFBAP-UHFFFAOYSA-N 2,8,13,15-tetrazatetracyclo[8.8.0.03,8.012,17]octadeca-1,3,5,9,11,13,15,17-octaene Chemical compound N1=CN=CC2=CC=3C(C=C12)=CN1C(N=3)=CC=CC1 XUIOXODZPDFBAP-UHFFFAOYSA-N 0.000 description 1
- RNKGDBXXIBUOTR-UHFFFAOYSA-N 3,6-dioxocyclohexa-1,4-diene-1-carbonitrile Chemical class O=C1C=CC(=O)C(C#N)=C1 RNKGDBXXIBUOTR-UHFFFAOYSA-N 0.000 description 1
- -1 acetic acid Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- STOSPPMGXZPHKP-UHFFFAOYSA-N tetrachlorohydroquinone Chemical compound OC1=C(Cl)C(Cl)=C(O)C(Cl)=C1Cl STOSPPMGXZPHKP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/22—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed systems contains four or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G17/00—Electrographic processes using patterns other than charge patterns, e.g. an electric conductivity pattern; Processes involving a migration, e.g. photoelectrophoresis, photoelectrosolography; Processes involving a selective transfer, e.g. electrophoto-adhesive processes; Apparatus essentially involving a single such process
- G03G17/04—Electrographic processes using patterns other than charge patterns, e.g. an electric conductivity pattern; Processes involving a migration, e.g. photoelectrophoresis, photoelectrosolography; Processes involving a selective transfer, e.g. electrophoto-adhesive processes; Apparatus essentially involving a single such process using photoelectrophoresis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Electrochemistry (AREA)
- Molecular Biology (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2771876A JPS52111923A (en) | 1976-03-16 | 1976-03-16 | Production of quinozolone derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH628050A5 true CH628050A5 (de) | 1982-02-15 |
Family
ID=12228777
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH320277A CH628050A5 (de) | 1976-03-16 | 1977-03-15 | Verfahren zur herstellung von speziellen chinazolonderivaten. |
Country Status (4)
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3532343A1 (de) * | 1985-09-11 | 1987-03-19 | Hoechst Ag | Pigmente der chinacridonchinon-reihe, verfahren zu ihrer herstellung und ihre verwendung |
| JP6746455B2 (ja) | 2016-09-30 | 2020-08-26 | 大日精化工業株式会社 | ピリミドキナゾリン顔料、ピリミドキナゾリン顔料の製造方法、及び顔料着色剤 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3024239A (en) * | 1958-06-11 | 1962-03-06 | Ciba Ltd | Process for the manufacture of quinacridones from 6:13-dihydroquinacridones |
| DE1208840B (de) * | 1959-06-26 | 1966-01-13 | Cassella Farbwerke Mainkur Ag | Verfahren zur Herstellung von linearen Chinacridonen |
| GB894610A (en) | 1959-11-05 | 1962-04-26 | Ici Ltd | Manufacture of pigments and dyestuffs of the quinacridone series and intermediates therefor |
| US3475436A (en) * | 1965-10-19 | 1969-10-28 | Du Pont | Process for oxidizing dihydroquinacridones to quinacridones |
| US3586684A (en) * | 1967-10-11 | 1971-06-22 | Du Pont | Diquinolonopyridone |
| US3738988A (en) * | 1970-10-08 | 1973-06-12 | Du Pont | Process for oxidation of dihydroquinacridones to quinacridones |
| DE2237679C3 (de) * | 1972-07-31 | 1981-10-15 | Hoechst Ag, 6000 Frankfurt | Elektrophotographisches Aufzeichnungsmaterial |
| US3907805A (en) * | 1973-12-20 | 1975-09-23 | Du Pont | Preparation of quinacridones by vapor phase dehydrogenation of dihydroquinacridones |
| JPS5142724A (ja) * | 1974-10-11 | 1976-04-12 | Tetsukosha Kk | Shinkisekishokubutsushitsuno seizoho |
| US4025518A (en) * | 1976-02-20 | 1977-05-24 | E. I. Du Pont De Nemours And Company | Process for preparing quinacridonequinone by oxidation of dihydroquinacridone |
-
1976
- 1976-03-16 JP JP2771876A patent/JPS52111923A/ja active Granted
-
1977
- 1977-03-03 US US05/774,048 patent/US4132851A/en not_active Expired - Lifetime
- 1977-03-15 DE DE2711272A patent/DE2711272C3/de not_active Expired
- 1977-03-15 CH CH320277A patent/CH628050A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2711272C3 (de) | 1982-03-25 |
| DE2711272A1 (de) | 1977-09-22 |
| JPS52111923A (en) | 1977-09-20 |
| JPS5641663B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1981-09-29 |
| DE2711272B2 (de) | 1981-07-09 |
| US4132851A (en) | 1979-01-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |