JPS6148493B2 - - Google Patents

Info

Publication number: JPS6148493B2
Authority: JP; Japan
Prior art keywords: acid; nitric acid; oxidation; benzyltoluene; benzoylbenzoic
Prior art date: 1978-02-02
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

Application number

JP54010528A

Other languages

English (en)

Japanese (ja)

Other versions

JPS54117452A (en

Inventor

Hantoritsuku Kuruto

Keerinku Georuku

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bergwerksverband GmbH

Original Assignee

Bergwerksverband GmbH

Priority date (The priority date 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 date listed.)

1978-02-02

Filing date

1979-02-02

Publication date

1986-10-24

1979-02-02 Application filed by Bergwerksverband GmbH filed Critical Bergwerksverband GmbH

1979-09-12 Publication of JPS54117452A publication Critical patent/JPS54117452A/ja

1986-10-24 Publication of JPS6148493B2 publication Critical patent/JPS6148493B2/ja

Status Granted legal-status Critical Current

Links

GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 31
229910017604 nitric acid Inorganic materials 0.000 claims description 31
230000003647 oxidation Effects 0.000 claims description 23
238000007254 oxidation reaction Methods 0.000 claims description 23
150000004056 anthraquinones Chemical class 0.000 claims description 18
PQTAUFTUHHRKSS-UHFFFAOYSA-N 1-benzyl-2-methylbenzene Chemical compound CC1=CC=CC=C1CC1=CC=CC=C1 PQTAUFTUHHRKSS-UHFFFAOYSA-N 0.000 claims description 17
FGTYTUFKXYPTML-UHFFFAOYSA-N 2-benzoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 FGTYTUFKXYPTML-UHFFFAOYSA-N 0.000 claims description 15
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
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 15
MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims description 15
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 14
NQSMEZJWJJVYOI-UHFFFAOYSA-N Methyl 2-benzoylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 NQSMEZJWJJVYOI-UHFFFAOYSA-N 0.000 claims description 12
238000000034 method Methods 0.000 claims description 9
CKGKXGQVRVAKEA-UHFFFAOYSA-N (2-methylphenyl)-phenylmethanone Chemical compound CC1=CC=CC=C1C(=O)C1=CC=CC=C1 CKGKXGQVRVAKEA-UHFFFAOYSA-N 0.000 claims description 6
238000004821 distillation Methods 0.000 claims description 6
238000004519 manufacturing process Methods 0.000 claims description 6
239000003054 catalyst Substances 0.000 claims description 5
238000010438 heat treatment Methods 0.000 claims description 5
239000007791 liquid phase Substances 0.000 claims description 3
238000001953 recrystallisation Methods 0.000 claims description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 8
150000002148 esters Chemical class 0.000 description 8
229910052757 nitrogen Inorganic materials 0.000 description 7
239000000047 product Substances 0.000 description 7
239000002253 acid Substances 0.000 description 5
230000005484 gravity Effects 0.000 description 4
230000001590 oxidative effect Effects 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 3
239000007789 gas Substances 0.000 description 3
238000002844 melting Methods 0.000 description 3
230000008018 melting Effects 0.000 description 3
238000006396 nitration reaction Methods 0.000 description 3
238000003756 stirring Methods 0.000 description 3
VQCAQTNPROLAJK-UHFFFAOYSA-N 2-benzoyl-3-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC([N+]([O-])=O)=C1C(=O)C1=CC=CC=C1 VQCAQTNPROLAJK-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000013078 crystal Substances 0.000 description 2
GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 2
238000005886 esterification reaction Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
150000002823 nitrates Chemical class 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
239000007858 starting material Substances 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical compound C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
SIYISNUJKMAQBV-UHFFFAOYSA-N 1-benzyl-4-methylbenzene Chemical compound C1=CC(C)=CC=C1CC1=CC=CC=C1 SIYISNUJKMAQBV-UHFFFAOYSA-N 0.000 description 1
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 description 1
IFQUPKAISSPFTE-UHFFFAOYSA-N 4-benzoylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(=O)C1=CC=CC=C1 IFQUPKAISSPFTE-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical class [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical class [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
238000009835 boiling Methods 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
-1 chloro- Chemical class 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Chemical class 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical class [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
239000000975 dye Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000032050 esterification Effects 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
229910052748 manganese Chemical class 0.000 description 1
239000011572 manganese Chemical class 0.000 description 1
239000000463 material Substances 0.000 description 1
239000011707 mineral Substances 0.000 description 1
239000000203 mixture Substances 0.000 description 1
239000011733 molybdenum Chemical class 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
150000004767 nitrides Chemical class 0.000 description 1
239000007800 oxidant agent Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
239000002904 solvent Substances 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000004753 textile Substances 0.000 description 1
229910052720 vanadium Inorganic materials 0.000 description 1
LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical class [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
238000010792 warming Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
- 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
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/27—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
- C07C51/275—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids of hydrocarbyl groups

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP1052879A 1978-02-02 1979-02-02 Manufacture of anthraquinone Granted JPS54117452A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE2804414A DE2804414C2 (de)	1978-02-02	1978-02-02	Verfahren zur Herstellung von Anthrachinon

Publications (2)

Publication Number	Publication Date
JPS54117452A JPS54117452A (en)	1979-09-12
JPS6148493B2 true JPS6148493B2 (ro)	1986-10-24

Family

ID=6030972

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP1052879A Granted JPS54117452A (en)	1978-02-02	1979-02-02	Manufacture of anthraquinone

Country Status (6)

Country	Link
JP (1)	JPS54117452A (ro)
CH (1)	CH637619A5 (ro)
DE (1)	DE2804414C2 (ro)
FR (1)	FR2416212A1 (ro)
GB (1)	GB2013664B (ro)
IT (1)	IT1114502B (ro)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH0185977U (ro) *	1987-11-26	1989-06-07

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3241449A1 (de) *	1982-11-10	1984-05-10	Basf Ag, 6700 Ludwigshafen	Verfahren zur herstellung von anthrachinonen
DE3243956A1 (de) *	1982-11-27	1984-05-30	Luma Elektronik - GmbH, 4904 Enger	Positionsgeber zur lagebestimmung linear verfahrbarer maschinenteile
CN102241579B (zh) *	2011-07-07	2014-04-16	辽宁石油化工大学	一种蒽醌的合成方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2050799A1 (en) *	1970-10-16	1972-04-20		Ortho-benzoyl benzoic acid prodn - from diphenyl-methane derivs
DE2256663A1 (de) *	1972-11-18	1974-05-22	Basf Ag	Verfahren zur herstellung von chloranthrachinon-2,3-dicarbonsaeureanhydriden

1978
- 1978-02-02 DE DE2804414A patent/DE2804414C2/de not_active Expired
- 1978-12-21 CH CH1300678A patent/CH637619A5/de not_active IP Right Cessation
1979
- 1979-01-04 IT IT47534/79A patent/IT1114502B/it active
- 1979-01-17 FR FR7901095A patent/FR2416212A1/fr active Granted
- 1979-01-19 GB GB7901971A patent/GB2013664B/en not_active Expired
- 1979-02-02 JP JP1052879A patent/JPS54117452A/ja active Granted

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH0185977U (ro) *	1987-11-26	1989-06-07

Also Published As

Publication number	Publication date
DE2804414A1 (de)	1979-08-09
DE2804414C2 (de)	1986-07-24
FR2416212A1 (fr)	1979-08-31
JPS54117452A (en)	1979-09-12
CH637619A5 (de)	1983-08-15
GB2013664A (en)	1979-08-15
IT7947534A0 (it)	1979-01-04
FR2416212B1 (ro)	1982-07-09
IT1114502B (it)	1986-01-27
GB2013664B (en)	1982-10-27

Publication	Publication Date	Title
US4286101A (en)	1981-08-25	Process for preparing terephthalic acid
US4334086A (en)	1982-06-08	Production of terephthalic acid
US2723994A (en)	1955-11-15	Oxidation of xylene and toluic acid mixtures to phthalic acids
JPH049378A (ja)	1992-01-14	ε―カプロラクトンの製造法
US4992579A (en)	1991-02-12	Process for the production of trimellitic acid
US4587350A (en)	1986-05-06	Process for the production of trimellitic anhydride
US2135444A (en)	1938-11-01	Process for preparing nitrohydroxy compounds of the paraffin series
US4185024A (en)	1980-01-22	Nitric acid process for the manufacture of anthraquinone from o-benzyl-toluene
JPS6148493B2 (ro)	1986-10-24
US3721708A (en)	1973-03-20	Process for the preparation of o-phthalic acid
US4952721A (en)	1990-08-28	Process for oxidizing esters of methyl-substituted phenol compounds to aromatic carboxylic acids
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EP0165300B1 (en)	1988-11-09	Nitration of phthalic acid and phthalic anhydride using nitric acid
US4797497A (en)	1989-01-10	Trimellitic anhydride purification process
US4486606A (en)	1984-12-04	Process for preparing pinacolone
US4537978A (en)	1985-08-27	Process for the production of trimellitic anhydride
US5030769A (en)	1991-07-09	Continuous direct preparation of nitrophenols
US4123443A (en)	1978-10-31	Process for the preparation of bromoacetic acid and esters thereof
JPH05213833A (ja)	1993-08-24	ニトロ安息香酸及びアントラニル酸の製造方法
JPH07165687A (ja)	1995-06-27	５−フルオロアントラニル酸の製造方法
US3100798A (en)	1963-08-13	Process for preparation of succinic acid
JP2672144B2 (ja)	1997-11-05	フロログルシンおよびレゾルシンの製造方法
SU345671A1 (ro)
US3775473A (en)	1973-11-27	Method for the oxidation of aryl methyl groups to carboxylic acid groups

JPS6148493B2 - - Google Patents

Info

Links

Classifications

Landscapes

Applications Claiming Priority (1)

Publications (2)

Family

ID=6030972

Family Applications (1)

Country Status (6)

Cited By (1)

Families Citing this family (3)

Family Cites Families (2)

Cited By (1)

Also Published As

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