DE2103360A1 - Verfahren zur Herstellung von I -Nitro anthrachinonen - Google Patents
Verfahren zur Herstellung von I -Nitro anthrachinonenInfo
- Publication number
- DE2103360A1 DE2103360A1 DE19712103360 DE2103360A DE2103360A1 DE 2103360 A1 DE2103360 A1 DE 2103360A1 DE 19712103360 DE19712103360 DE 19712103360 DE 2103360 A DE2103360 A DE 2103360A DE 2103360 A1 DE2103360 A1 DE 2103360A1
- Authority
- DE
- Germany
- Prior art keywords
- parts
- anthraquinone
- nitroanthraquinone
- nitric acid
- phosphoric acid
- 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.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 34
- 150000004056 anthraquinones Chemical class 0.000 claims description 26
- 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 23
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 18
- 229910017604 nitric acid Inorganic materials 0.000 claims description 18
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 17
- YCANAXVBJKNANM-UHFFFAOYSA-N 1-nitroanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] YCANAXVBJKNANM-UHFFFAOYSA-N 0.000 claims description 16
- 239000011541 reaction mixture Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 claims description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N 1-nonene Chemical compound CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims 2
- 238000006396 nitration reaction Methods 0.000 claims 2
- 238000005121 nitriding Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 11
- NMNSBFYYVHREEE-UHFFFAOYSA-N 1,2-dinitroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C([N+]([O-])=O)C([N+](=O)[O-])=CC=C3C(=O)C2=C1 NMNSBFYYVHREEE-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 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 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 230000000802 nitrating effect Effects 0.000 description 3
- 229920000137 polyphosphoric acid Polymers 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052936 alkali metal sulfate Inorganic materials 0.000 description 1
- -1 ammonium nitrate Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/45—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
- C07C205/46—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group the carbon skeleton containing carbon atoms of quinone rings
- C07C205/47—Anthraquinones containing nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/24—Anthracenes; Hydrogenated anthracenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH131070A CH526484A (de) | 1970-01-30 | 1970-01-30 | Verfahren zur Herstellung von 1-Nitroanthrachinonen |
| CH1274170 | 1970-08-26 | ||
| CH1274170 | 1970-08-26 | ||
| CH131070 | 2004-09-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2103360A1 true DE2103360A1 (de) | 1971-08-05 |
| DE2103360C DE2103360C (enExample) | 1973-06-20 |
Family
ID=25687282
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712103360 Granted DE2103360A1 (de) | 1970-01-30 | 1971-01-26 | Verfahren zur Herstellung von I -Nitro anthrachinonen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3836546A (enExample) |
| AU (1) | AU2470071A (enExample) |
| BE (1) | BE761865A (enExample) |
| DE (1) | DE2103360A1 (enExample) |
| DK (1) | DK127102B (enExample) |
| ES (1) | ES387713A1 (enExample) |
| FR (1) | FR2077087A5 (enExample) |
| GB (1) | GB1324061A (enExample) |
| NL (1) | NL7101122A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4981358A (enExample) * | 1972-11-18 | 1974-08-06 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU473703B2 (en) * | 1971-06-10 | 1976-07-01 | Sandoz Patents Limited | Nitration process for nitrating anthraquinone |
| BE794823A (fr) * | 1972-02-01 | 1973-07-31 | Sandoz Sa | Procede de purification de la 1-nitroanthraquinone |
-
1971
- 1971-01-14 GB GB192071A patent/GB1324061A/en not_active Expired
- 1971-01-14 US US00106594A patent/US3836546A/en not_active Expired - Lifetime
- 1971-01-21 BE BE761865A patent/BE761865A/xx unknown
- 1971-01-26 DE DE19712103360 patent/DE2103360A1/de active Granted
- 1971-01-26 AU AU24700/71A patent/AU2470071A/en not_active Expired
- 1971-01-28 FR FR7102803A patent/FR2077087A5/fr not_active Expired
- 1971-01-28 ES ES387713A patent/ES387713A1/es not_active Expired
- 1971-01-28 NL NL7101122A patent/NL7101122A/xx unknown
- 1971-01-29 DK DK40771AA patent/DK127102B/da unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4981358A (enExample) * | 1972-11-18 | 1974-08-06 | ||
| US3931252A (en) * | 1972-11-18 | 1976-01-06 | Bayer Aktiengesellschaft | Process for the preparation of pure 1-nitroanthraquinone |
Also Published As
| Publication number | Publication date |
|---|---|
| NL7101122A (enExample) | 1971-08-03 |
| FR2077087A5 (enExample) | 1971-10-15 |
| US3836546A (en) | 1974-09-17 |
| GB1324061A (en) | 1973-07-18 |
| ES387713A1 (es) | 1974-01-01 |
| DK127102B (da) | 1973-09-24 |
| AU2470071A (en) | 1972-07-27 |
| BE761865A (fr) | 1971-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |