JPS63174963A - Production of 2-hydroxynaphthalene-6-carbonitrile compound - Google Patents
Production of 2-hydroxynaphthalene-6-carbonitrile compoundInfo
- Publication number
- JPS63174963A JPS63174963A JP62004965A JP496587A JPS63174963A JP S63174963 A JPS63174963 A JP S63174963A JP 62004965 A JP62004965 A JP 62004965A JP 496587 A JP496587 A JP 496587A JP S63174963 A JPS63174963 A JP S63174963A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- expressed
- reacted
- compound
- dehydrating agent
- 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.)
- Pending
Links
- -1 2-hydroxynaphthalene-6-carbonitrile compound Chemical class 0.000 title abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 6
- XHXFXVLFKHQFAL-UHFFFAOYSA-N Phosphoryl chloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 4
- 239000012024 dehydrating agents Substances 0.000 abstract 3
- FYSNRJHAOHDILO-UHFFFAOYSA-N Thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- KAUQJMHLAFIZDU-UHFFFAOYSA-N 6-hydroxynaphthalene-2-carboxylic acid Chemical compound C1=C(O)C=CC2=CC(C(=O)O)=CC=C21 KAUQJMHLAFIZDU-UHFFFAOYSA-N 0.000 abstract 1
- 231100000614 Poison Toxicity 0.000 abstract 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 abstract 1
- 230000003197 catalytic Effects 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drugs Drugs 0.000 abstract 1
- 238000003912 environmental pollution Methods 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 230000002140 halogenating Effects 0.000 abstract 1
- KLGZELKXQMTEMM-UHFFFAOYSA-N hydride Chemical compound [H-] KLGZELKXQMTEMM-UHFFFAOYSA-N 0.000 abstract 1
- 239000004973 liquid crystal related substance Substances 0.000 abstract 1
- 230000002265 prevention Effects 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- 239000003440 toxic substance 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
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Abstract
PURPOSE: To obtain the titled substance useful as an intermediate for producing liquid crystal compounds or medicines in high purity and yield, by reacting 2-hydroxynaphthalene-6-carboxylic acid or salt or acid hydride thereof with a nitrogen-containing compound and dehydrating agent.
CONSTITUTION: A compound expressed by formula I (X is H or protecting group) is reacted with a dehydrating agent, e.g. phosphorus oxychloride, and an N-containing compound, e.g. ammonia, at 170W250°C to provide a compound expressed by formula II or the compound expressed by formula I is reacted with a halogenating agent in the presence of a catalytic amount of a tertiary amine to give an acid halide expressed by formula III, which is subsequently reacted with ammonia, etc., to afford an amide expressed by formula IV. The resultant amide expressed by formula IV is then reacted with a dehydrating agent, e.g. thionyl chloride, phosphorus oxychloride or carboxylic acid anhydride, to provide a compound expressed by formula II. The above-mentioned method is excellent in aspects of safety, hygiene and prevention of environmental pollution since toxic substances are not used.
COPYRIGHT: (C)1988,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62004965A JPS63174963A (en) | 1987-01-14 | 1987-01-14 | Production of 2-hydroxynaphthalene-6-carbonitrile compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62004965A JPS63174963A (en) | 1987-01-14 | 1987-01-14 | Production of 2-hydroxynaphthalene-6-carbonitrile compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63174963A true JPS63174963A (en) | 1988-07-19 |
Family
ID=11598302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62004965A Pending JPS63174963A (en) | 1987-01-14 | 1987-01-14 | Production of 2-hydroxynaphthalene-6-carbonitrile compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63174963A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2800068A1 (en) * | 1999-10-26 | 2001-04-27 | Rhodia Chimie Sa | Production of hydroxybenzonitrile, by dehydration of hydroxybenzamide with thionyl halide, provides good yield without use of toxic or polluting reagents |
| US7531691B2 (en) | 2006-06-16 | 2009-05-12 | Ueno Fine Chemicals Industry, Ltd. | Method for producing naphthalene carboxylic acid amide compound |
-
1987
- 1987-01-14 JP JP62004965A patent/JPS63174963A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2800068A1 (en) * | 1999-10-26 | 2001-04-27 | Rhodia Chimie Sa | Production of hydroxybenzonitrile, by dehydration of hydroxybenzamide with thionyl halide, provides good yield without use of toxic or polluting reagents |
| WO2001030746A1 (en) * | 1999-10-26 | 2001-05-03 | Rhodia Chimie | Method for preparing a hydroxybenzonitrile |
| US7531691B2 (en) | 2006-06-16 | 2009-05-12 | Ueno Fine Chemicals Industry, Ltd. | Method for producing naphthalene carboxylic acid amide compound |
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