JPS57200329A - Preparation of m-hydroxybenzoic acid - Google Patents
Preparation of m-hydroxybenzoic acidInfo
- Publication number
- JPS57200329A JPS57200329A JP8611981A JP8611981A JPS57200329A JP S57200329 A JPS57200329 A JP S57200329A JP 8611981 A JP8611981 A JP 8611981A JP 8611981 A JP8611981 A JP 8611981A JP S57200329 A JPS57200329 A JP S57200329A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- water
- mixed
- formula
- sodium hydroxide
- 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
- DNUYOWCKBJFOGS-UHFFFAOYSA-N 2-[[10-(2,2-dicarboxyethyl)anthracen-9-yl]methyl]propanedioic acid Chemical compound C1=CC=C2C(CC(C(=O)O)C(O)=O)=C(C=CC=C3)C3=C(CC(C(O)=O)C(O)=O)C2=C1 DNUYOWCKBJFOGS-UHFFFAOYSA-N 0.000 title 1
- IJFXRHURBJZNAO-UHFFFAOYSA-N meta--hydroxybenzoic acid Natural products OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- 239000005711 Benzoic acid Substances 0.000 abstract 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- 235000010233 benzoic acid Nutrition 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- 238000005185 salting out Methods 0.000 abstract 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 abstract 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 2
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000007865 diluting Methods 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 239000000575 pesticide Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000011369 resultant mixture Substances 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 235000010265 sodium sulphite Nutrition 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 238000006277 sulfonation reaction Methods 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PURPOSE: To prepare the titled substance having large particle size, high filterability and excellent handleability, and useful as an intermediate of pesticides, by crystallizing and separating the byproducts from the reaction mixture of molten sodium hydroxide and a compound obtained by the sulfonation and salting-out of benzoic acid, and adding sulfuric acid to the filtrate at a specific temperature.
CONSTITUTION: The reaction mixture containing the compound of formula II and obtained by the reaction of the compound of formulaIwith molten sodium hydroxide is mixed with preferably 1W3pts.wt., especially 1.4W2.2pts. of water based on 1pt. of the mixture. The resultant mixture is cooled at ≤20°C, especially ≤10°C, and the by-produced sodium sulfite is crystallized in water and separated and removed from the water. The separated mother liquid containing the compound of formula II is mixed with sulfuric acid at 70W100°C, preferably at 80W90°C to crystallize the objective compound. The starting compound of formulaIcan be synthesized by sulfonating benzoic acid in oleum at 150W180°C, diluting the product with water, and salting out the compound with sodium chloride.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8611981A JPS5912652B2 (en) | 1981-06-04 | 1981-06-04 | Method for producing metahydroxybenzoic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8611981A JPS5912652B2 (en) | 1981-06-04 | 1981-06-04 | Method for producing metahydroxybenzoic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57200329A true JPS57200329A (en) | 1982-12-08 |
| JPS5912652B2 JPS5912652B2 (en) | 1984-03-24 |
Family
ID=13877802
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8611981A Expired JPS5912652B2 (en) | 1981-06-04 | 1981-06-04 | Method for producing metahydroxybenzoic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5912652B2 (en) |
-
1981
- 1981-06-04 JP JP8611981A patent/JPS5912652B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5912652B2 (en) | 1984-03-24 |
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