DE2654649C2 - Verfahren zur Herstellung von 1-Nitroanthrachinon - Google Patents
Verfahren zur Herstellung von 1-NitroanthrachinonInfo
- Publication number
- DE2654649C2 DE2654649C2 DE19762654649 DE2654649A DE2654649C2 DE 2654649 C2 DE2654649 C2 DE 2654649C2 DE 19762654649 DE19762654649 DE 19762654649 DE 2654649 A DE2654649 A DE 2654649A DE 2654649 C2 DE2654649 C2 DE 2654649C2
- Authority
- DE
- Germany
- Prior art keywords
- nitroanthraquinone
- anthraquinone
- deal
- preparation
- pure
- 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.)
- Expired
Links
- YCANAXVBJKNANM-UHFFFAOYSA-N 1-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] YCANAXVBJKNANM-UHFFFAOYSA-N 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 9
- 238000002360 preparation method Methods 0.000 title description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 8
- 150000004056 anthraquinones Chemical class 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- NMNSBFYYVHREEE-UHFFFAOYSA-N 1,2-dinitroanthracene-9,10-dione Chemical class C1=CC=C2C(=O)C3=C([N+]([O-])=O)C([N+](=O)[O-])=CC=C3C(=O)C2=C1 NMNSBFYYVHREEE-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 238000006396 nitration reaction Methods 0.000 claims description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims 2
- QCVMOSGPTRRUQZ-UHFFFAOYSA-N 2-nitroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC([N+](=O)[O-])=CC=C3C(=O)C2=C1 QCVMOSGPTRRUQZ-UHFFFAOYSA-N 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000000746 purification Methods 0.000 description 4
- -1 anthraquinone compounds Chemical class 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 229910017604 nitric acid Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- QZZSAWGVHXXMID-UHFFFAOYSA-N 1-amino-4-bromo-9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=CC=C2C(=O)C3=C(Br)C=C(S(O)(=O)=O)C(N)=C3C(=O)C2=C1 QZZSAWGVHXXMID-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762654649 DE2654649C2 (de) | 1976-12-02 | 1976-12-02 | Verfahren zur Herstellung von 1-Nitroanthrachinon |
| GB4962077A GB1560129A (en) | 1976-12-02 | 1977-11-29 | Process for the preparation of 1 - nitroanthraquinone |
| CH1460177A CH632735A5 (en) | 1976-12-02 | 1977-11-29 | Process for the preparation of 1-nitroanthraquinone |
| FR7736401A FR2372789A1 (fr) | 1976-12-02 | 1977-12-02 | Procede perfectionne pour preparer la 1-nitroanthraquinone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19762654649 DE2654649C2 (de) | 1976-12-02 | 1976-12-02 | Verfahren zur Herstellung von 1-Nitroanthrachinon |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2654649A1 DE2654649A1 (de) | 1978-06-08 |
| DE2654649C2 true DE2654649C2 (de) | 1985-01-31 |
Family
ID=5994517
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19762654649 Expired DE2654649C2 (de) | 1976-12-02 | 1976-12-02 | Verfahren zur Herstellung von 1-Nitroanthrachinon |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH632735A5 (enExample) |
| DE (1) | DE2654649C2 (enExample) |
| FR (1) | FR2372789A1 (enExample) |
| GB (1) | GB1560129A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3329453A1 (de) * | 1983-08-16 | 1985-03-07 | Bayer Ag, 5090 Leverkusen | Verfahren zur gewinnung von reinem 1-nitroanthrachinon |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE167699C (enExample) * | ||||
| FR2130801A5 (enExample) * | 1971-02-19 | 1972-11-10 | Pinaud Francois | |
| BE789702A (fr) * | 1971-10-07 | 1973-02-01 | Sumitomo Chemical Co | Procede de preparation de dinitroanthraquinones |
| DE2233076A1 (de) * | 1972-07-06 | 1974-01-24 | Basf Ag | Verfahren zur herstellung von reinem 1-nitroanthrachinon |
| DE2237904C3 (de) * | 1972-08-02 | 1981-02-12 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Herstellung von reinem 1-Nitroanthrachinon |
| DE2461648A1 (de) * | 1974-12-27 | 1976-07-08 | Bayer Ag | Verfahren zur herstellung von reinem 1-nitro-anthrachinon |
-
1976
- 1976-12-02 DE DE19762654649 patent/DE2654649C2/de not_active Expired
-
1977
- 1977-11-29 GB GB4962077A patent/GB1560129A/en not_active Expired
- 1977-11-29 CH CH1460177A patent/CH632735A5/de not_active IP Right Cessation
- 1977-12-02 FR FR7736401A patent/FR2372789A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2372789B1 (enExample) | 1981-04-30 |
| FR2372789A1 (fr) | 1978-06-30 |
| GB1560129A (en) | 1980-01-30 |
| CH632735A5 (en) | 1982-10-29 |
| DE2654649A1 (de) | 1978-06-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8110 | Request for examination paragraph 44 | ||
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |