JPS5673060A - Preparation of indoel or indole derivative - Google Patents
Preparation of indoel or indole derivativeInfo
- Publication number
- JPS5673060A JPS5673060A JP14953679A JP14953679A JPS5673060A JP S5673060 A JPS5673060 A JP S5673060A JP 14953679 A JP14953679 A JP 14953679A JP 14953679 A JP14953679 A JP 14953679A JP S5673060 A JPS5673060 A JP S5673060A
- Authority
- JP
- Japan
- Prior art keywords
- ethylene glycol
- nitrobenzene
- aniline
- reacted
- hydrogen
- 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
- 150000002475 indoles Chemical class 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 12
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 6
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 abstract 2
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229910017052 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000010574 gas phase reaction Methods 0.000 abstract 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 abstract 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000002994 raw material Substances 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
- Indole Compounds (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
PURPOSE: To obtain the titled compound in one stage with a slight formation of by- products in high selectivity by reacting inexpensive aniline with ethylene glycol or hydrogen a nitrobenzene and ethylene glycol as raw materials in the presence of a catalyst in the liquid phase.
CONSTITUTION: An aniline, e.g. aniline or o-toluidine, is reacted with ethylene glycol or hydrogen is reacted with a nitrobenzene, e.g. nitrobenzene or o-nitrotoluene, and ethylene glycol in the liquid phase in the presence of a metal of Group VIII, e.g. iron or cobalt, and/or a catalyst containing active carbon to give indole or a derivative thereof. The reaction is carried out at 200W500°C, and the method is suitable for a small-scale production compared with the gas-phase reaction.
COPYRIGHT: (C)1981,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14953679A JPS5673060A (en) | 1979-11-20 | 1979-11-20 | Preparation of indoel or indole derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14953679A JPS5673060A (en) | 1979-11-20 | 1979-11-20 | Preparation of indoel or indole derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5673060A true JPS5673060A (en) | 1981-06-17 |
| JPS6256870B2 JPS6256870B2 (en) | 1987-11-27 |
Family
ID=15477276
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14953679A Granted JPS5673060A (en) | 1979-11-20 | 1979-11-20 | Preparation of indoel or indole derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5673060A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5835171A (en) * | 1981-08-25 | 1983-03-01 | Mitsui Toatsu Chem Inc | Improved method for preparation of indole |
| JPS5862160A (en) * | 1981-10-08 | 1983-04-13 | Mitsui Toatsu Chem Inc | Separation of indole |
| JPH024451A (en) * | 1988-01-22 | 1990-01-09 | Bayer Ag | Rhodium catalyst, method for its manufacture and method for preparing diphenyl amine with use of said rhodium catalyst |
-
1979
- 1979-11-20 JP JP14953679A patent/JPS5673060A/en active Granted
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5835171A (en) * | 1981-08-25 | 1983-03-01 | Mitsui Toatsu Chem Inc | Improved method for preparation of indole |
| EP0086239A1 (en) * | 1981-08-25 | 1983-08-24 | MITSUI TOATSU CHEMICALS, Inc. | Improved process for preparing indole |
| JPH0243737B2 (en) * | 1981-08-25 | 1990-10-01 | Mitsui Toatsu Chemicals | |
| JPS5862160A (en) * | 1981-10-08 | 1983-04-13 | Mitsui Toatsu Chem Inc | Separation of indole |
| JPS6150945B2 (en) * | 1981-10-08 | 1986-11-06 | Mitsui Toatsu Chemicals | |
| JPH024451A (en) * | 1988-01-22 | 1990-01-09 | Bayer Ag | Rhodium catalyst, method for its manufacture and method for preparing diphenyl amine with use of said rhodium catalyst |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6256870B2 (en) | 1987-11-27 |
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