JPS5538346A - Preparation of benzophenoneazines - Google Patents
Preparation of benzophenoneazinesInfo
- Publication number
- JPS5538346A JPS5538346A JP11248778A JP11248778A JPS5538346A JP S5538346 A JPS5538346 A JP S5538346A JP 11248778 A JP11248778 A JP 11248778A JP 11248778 A JP11248778 A JP 11248778A JP S5538346 A JPS5538346 A JP S5538346A
- Authority
- JP
- Japan
- Prior art keywords
- salt
- copper
- catalyst
- reaction mixture
- copper salt
- 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
- 150000001879 copper Chemical class 0.000 abstract 5
- 239000003054 catalyst Substances 0.000 abstract 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 3
- 239000011541 reaction mixture Substances 0.000 abstract 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 2
- -1 LiCl Chemical class 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 229910001882 dioxygen Inorganic materials 0.000 abstract 2
- VQSIVLYYQQCXAF-UHFFFAOYSA-N n-(benzhydrylideneamino)-1,1-diphenylmethanimine Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)=NN=C(C=1C=CC=CC=1)C1=CC=CC=C1 VQSIVLYYQQCXAF-UHFFFAOYSA-N 0.000 abstract 2
- 230000001590 oxidative effect Effects 0.000 abstract 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 abstract 1
- 229910021592 Copper(II) chloride Inorganic materials 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 abstract 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 abstract 1
- SXZIXHOMFPUIRK-UHFFFAOYSA-N diphenylmethanimine Chemical compound C=1C=CC=CC=1C(=N)C1=CC=CC=C1 SXZIXHOMFPUIRK-UHFFFAOYSA-N 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
PURPOSE: To precipitate and recover a copper salt catalyst, easily, in high yield, from a reaction mixture obtained by oxidizing benzophnoneimines with molecular oxygen in the presence of the copper salt catalyst to afford benzophenoneazine, by adding an aqueous solution of a salt such as LiCl, to the reaction mixture.
CONSTITUTION: Benzophenoneazine is prepared by oxidizing a benzophenoneimine of formula (R1,2 are H, halogen, alkyl, etc.; m, n are integers of 1W5) with molecular oxygen in the presence of a copper slat (pref. CuCl, CuCl2, etc.), optionally in a solvent such as hexane and DMSO. The copper salt catalyst can be recovered in high yield, from the reaction mixture by adding an aqueous solution of a salt to the mixture. The molar ratios of the salt and the water in the added solution to the copper salt are 0.01W10, and 0.5W100, respectively. The salt is, e.g. an alkali halide, organic acid salt, etc., such as LiCl. The recovered copper salt can be easily reused as the catalyst.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11248778A JPS5538346A (en) | 1978-09-13 | 1978-09-13 | Preparation of benzophenoneazines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11248778A JPS5538346A (en) | 1978-09-13 | 1978-09-13 | Preparation of benzophenoneazines |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5538346A true JPS5538346A (en) | 1980-03-17 |
| JPS6141343B2 JPS6141343B2 (en) | 1986-09-13 |
Family
ID=14587865
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11248778A Granted JPS5538346A (en) | 1978-09-13 | 1978-09-13 | Preparation of benzophenoneazines |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5538346A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0153168A3 (en) * | 1984-02-17 | 1987-06-03 | Mitsubishi Gas Chemical Company, Inc. | Process for preparing a hydrazine hydrohalide |
| US4751326A (en) * | 1982-08-25 | 1988-06-14 | Mitsubishi Gas Chemical Company, Inc. | Process for producing benzophenone-azine |
-
1978
- 1978-09-13 JP JP11248778A patent/JPS5538346A/en active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4751326A (en) * | 1982-08-25 | 1988-06-14 | Mitsubishi Gas Chemical Company, Inc. | Process for producing benzophenone-azine |
| EP0153168A3 (en) * | 1984-02-17 | 1987-06-03 | Mitsubishi Gas Chemical Company, Inc. | Process for preparing a hydrazine hydrohalide |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6141343B2 (en) | 1986-09-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS54130560A (en) | Sipro compound and its preparation | |
| GB1016356A (en) | Preparation of organic peroxycarboxylic acids | |
| JPS5531059A (en) | Preparation of alkali metal p-styrenesulfonate | |
| JPS54138586A (en) | Preparation of isocyanuric acid ester | |
| GB1311548A (en) | Preparation of 4-alkoxy-3-nitro benzoic acids and their salts and the corresponding 2-aminoethylnitrobehzoates and 2-aminoethyl aminobenzoates | |
| JPS5622761A (en) | Novel 2,2'-bis(4-cumylphenol)derivative | |
| FR2337121A1 (en) | Acid chloride prodn. by phosgenation of carboxylic acid - using carboxylic acid diamide as catalyst to facilitate sepn. of prod. (BE 30.6.77) | |
| JPS55108828A (en) | Preparation of chlorination product and ethyl benzene | |
| JPS5569531A (en) | Purification of hydroquinone | |
| KR870000315A (en) | Method for producing alkyloxirane | |
| JPS5659726A (en) | Preparation of substituted phenol | |
| JPS5735556A (en) | Preparation of guanidinomethylcyclohexanecarboxylic acid ester | |
| JPS5528931A (en) | Preparation of benzophenoneazine | |
| JPS5656231A (en) | Stabilization of recovered oxidation catalyst | |
| JPS5523142A (en) | Preparation of polyester | |
| GB1472368A (en) | Process for the preparation of 4-hydroxy-3-methoxy-phenylace tonitrile | |
| JPS54130622A (en) | Preparation of gamma-quinacridone pigment | |
| JPS5547651A (en) | Production of sulfoxyimine | |
| JPS5589283A (en) | Preparation of xanthine derivative | |
| JPS5564565A (en) | Preparation of styrenesulfonic acid alkali metal salt | |
| JPS5659727A (en) | Preparation of substituted phenol | |
| JPS56161354A (en) | Improved preparation of dinitrodiphenyl ether | |
| JPS54119430A (en) | Preparation of tetrabromobisphenol s | |
| JPS5459223A (en) | Preparation of azo compounds | |
| JPS5550472A (en) | Production of paraacetoxy benzyl acetate |