SU385431A1 - - Google Patents
Info
- Publication number
- SU385431A1 SU385431A1 SU1416171A SU1416171A SU385431A1 SU 385431 A1 SU385431 A1 SU 385431A1 SU 1416171 A SU1416171 A SU 1416171A SU 1416171 A SU1416171 A SU 1416171A SU 385431 A1 SU385431 A1 SU 385431A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- nitric acid
- hours
- mixture
- parts
- Prior art date
Links
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 19
- 229910017604 nitric acid Inorganic materials 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 6
- 229910052804 chromium Inorganic materials 0.000 claims description 6
- 239000011651 chromium Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical compound [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- 125000003392 indanyl group Chemical class C1(CCC2=CC=CC=C12)* 0.000 claims 1
- 239000002994 raw material Substances 0.000 claims 1
- FGTYTUFKXYPTML-UHFFFAOYSA-N 2-benzoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 FGTYTUFKXYPTML-UHFFFAOYSA-N 0.000 description 13
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 11
- 238000000354 decomposition reaction Methods 0.000 description 7
- 239000012467 final product Substances 0.000 description 6
- 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 description 5
- 150000004056 anthraquinones Chemical class 0.000 description 5
- 150000001845 chromium compounds Chemical class 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- KIEOKOFEPABQKJ-UHFFFAOYSA-N sodium dichromate Chemical compound [Na+].[Na+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KIEOKOFEPABQKJ-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000007858 starting material Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- JHIDJKSBZPNVKZ-UHFFFAOYSA-N 1-methyl-3-phenyl-2,3-dihydro-1h-indene Chemical compound C12=CC=CC=C2C(C)CC1C1=CC=CC=C1 JHIDJKSBZPNVKZ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- JHWIEAWILPSRMU-UHFFFAOYSA-N 2-methyl-3-pyrimidin-4-ylpropanoic acid Chemical compound OC(=O)C(C)CC1=CC=NC=N1 JHWIEAWILPSRMU-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical compound [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- BMFYCFSWWDXEPB-UHFFFAOYSA-N cyclohexyl(phenyl)methanone Chemical compound C=1C=CC=CC=1C(=O)C1CCCCC1 BMFYCFSWWDXEPB-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691915385 DE1915385A1 (de) | 1969-03-26 | 1969-03-26 | Verfahren zur Herstellung von o-Benzoylbenzoesaeure |
| DE19691930377 DE1930377A1 (de) | 1969-06-14 | 1969-06-14 | Verfahren zur verbesserten Herstellung von o-Benzoylbenzoesaeure |
| DE19691934086 DE1934086A1 (de) | 1969-07-04 | 1969-07-04 | Verfahren zur Herstellung von o-Benzoyl-benzoesaeure |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SU385431A1 true SU385431A1 (cs) | |
| SU385431A3 SU385431A3 (cs) | 1973-05-29 |
Family
ID=27181853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1416171A SU385431A3 (cs) | 1969-03-26 | 1970-03-18 |
Country Status (12)
| Country | Link |
|---|---|
| AT (1) | AT291981B (cs) |
| CH (1) | CH529090A (cs) |
| CS (1) | CS163252B2 (cs) |
| DK (1) | DK129698B (cs) |
| ES (1) | ES377880A1 (cs) |
| FR (1) | FR2039952A5 (cs) |
| GB (1) | GB1298575A (cs) |
| NL (1) | NL7004311A (cs) |
| PL (1) | PL80660B1 (cs) |
| RO (1) | RO56650A (cs) |
| SE (1) | SE376763B (cs) |
| SU (1) | SU385431A3 (cs) |
-
1970
- 1970-03-18 SU SU1416171A patent/SU385431A3/ru active
- 1970-03-20 CH CH429670A patent/CH529090A/de not_active IP Right Cessation
- 1970-03-24 SE SE7004060A patent/SE376763B/xx unknown
- 1970-03-24 RO RO62861A patent/RO56650A/ro unknown
- 1970-03-24 ES ES0377880A patent/ES377880A1/es not_active Expired
- 1970-03-25 AT AT277670A patent/AT291981B/de not_active IP Right Cessation
- 1970-03-25 PL PL1970139596A patent/PL80660B1/pl unknown
- 1970-03-25 DK DK156070AA patent/DK129698B/da unknown
- 1970-03-25 NL NL7004311A patent/NL7004311A/xx unknown
- 1970-03-25 GB GB04485/70A patent/GB1298575A/en not_active Expired
- 1970-03-25 FR FR7010682A patent/FR2039952A5/fr not_active Expired
- 1970-03-26 CS CS2007A patent/CS163252B2/cs unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1098866B1 (de) | Verfahren zur herstellung von ortho-alkylierten benzoesäurederivaten | |
| RU2681847C1 (ru) | Способ получения витаминов серии к3 | |
| US3419570A (en) | Method of preparing 2,3-pyridinediol | |
| CN108358794A (zh) | 2,2-双(4-氨基苯基)六氟丙烷的合成新方法 | |
| Eade et al. | 464. Further studies on the sydnones | |
| US4225730A (en) | Process for preparing 4-(2,4-difluorophenyl)-salicyclic acid | |
| US4057588A (en) | Process for the preparation of phloroglucinol | |
| US3646069A (en) | Process for manufacturing a naphthalic acid derivative | |
| JPS6185349A (ja) | ２，３，４，５−テトラフルオロ安息香酸の製法 | |
| RU2696493C1 (ru) | Способ получения витаминов серии k3 | |
| Kleinspehn et al. | A Proof of Structure for 2-Bromo-3-methyl-4-carbethoxypyrrole1 | |
| SU166685A1 (ru) | Способ получения 2,4,6-триметилтриметилен-1,3,5- | |
| CN105622570B (zh) | 一种Cu2+催化制备2-氨基-5-硝基噻吩类化合物的方法 | |
| SU571485A1 (ru) | 4-(3-Карбоксипропионил)-нафталевый ангидрид как полупродукт в синтезе 1,4,8-нафталинтрикарбоновой кислоты и способ его получени | |
| US4237301A (en) | Two stage process for preparing 2,6-pyridin-dicarboxylic acid | |
| JP3563424B2 (ja) | ４ｈ−ピラン−４−オンの製造方法 | |
| RU2051895C1 (ru) | Способ получения нафталевой кислоты или ее производных | |
| IE41582B1 (en) | 4-(2,4-difluorophenyl )phenol derivatives | |
| EP0158073B1 (de) | Verfahren zur Herstellung von Aminomethylen-2-aminonaphthalin-1-sulfonsäuren | |
| WO2008132929A1 (ja) | １，２，３，４－ベンゼンテトラカルボン酸の製造方法 | |
| EP0073464A1 (de) | Verfahren zur Herstellung von Naphthalintetracarbonsäure-1,4,5,8 | |
| SU283213A1 (ru) | Способ получения бисроданидов n-нитрамино-дикетонов | |
| JPH05132450A (ja) | ２−ニトロ−３−メチル安息香酸の製造法 | |
| SU168688A1 (ru) | Способ получения ы,ы'-бис-(бензолсульфонил)- арилсульфинамидинов | |
| US2575155A (en) | Manufacture of polyhydroxy anthraquinone sulfonic acids |