CH616139A5 - Process for the preparation of 2-hydroxynaphthalene-1-aldehydes - Google Patents
Process for the preparation of 2-hydroxynaphthalene-1-aldehydes Download PDFInfo
- Publication number
- CH616139A5 CH616139A5 CH651375A CH651375A CH616139A5 CH 616139 A5 CH616139 A5 CH 616139A5 CH 651375 A CH651375 A CH 651375A CH 651375 A CH651375 A CH 651375A CH 616139 A5 CH616139 A5 CH 616139A5
- Authority
- CH
- Switzerland
- Prior art keywords
- hydroxynaphthalene
- parts
- mother liquor
- acid
- hexamethylenetetramine
- Prior art date
Links
- NTCCNERMXRIPTR-UHFFFAOYSA-N 2-hydroxy-1-naphthaldehyde Chemical class C1=CC=CC2=C(C=O)C(O)=CC=C21 NTCCNERMXRIPTR-UHFFFAOYSA-N 0.000 title claims description 15
- 238000000034 method Methods 0.000 title claims description 13
- 238000002360 preparation method Methods 0.000 title claims description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 22
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 18
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical class C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 16
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 10
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 9
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 9
- 239000012452 mother liquor Substances 0.000 claims description 8
- 229950011260 betanaphthol Drugs 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- 239000002351 wastewater Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 229960000583 acetic acid Drugs 0.000 description 9
- 239000012362 glacial acetic acid Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 4
- 229930040373 Paraformaldehyde Natural products 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 229920002866 paraformaldehyde Polymers 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/562—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with nitrogen as the only hetero atom
- C07C45/565—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with nitrogen as the only hetero atom by reaction with hexamethylene-tetramine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742425430 DE2425430C3 (de) | 1974-05-25 | Verfahren zur Herstellung von 2-Hydroxynaphthalin-1 -aldehyden |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH616139A5 true CH616139A5 (en) | 1980-03-14 |
Family
ID=5916495
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH651375A CH616139A5 (en) | 1974-05-25 | 1975-05-21 | Process for the preparation of 2-hydroxynaphthalene-1-aldehydes |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5821899B2 (cs) |
| BE (1) | BE829483A (cs) |
| CH (1) | CH616139A5 (cs) |
| FR (1) | FR2272066B1 (cs) |
| GB (1) | GB1446838A (cs) |
| IT (1) | IT1038445B (cs) |
| NL (1) | NL7505906A (cs) |
-
1975
- 1975-05-20 NL NL7505906A patent/NL7505906A/xx not_active Application Discontinuation
- 1975-05-21 CH CH651375A patent/CH616139A5/de not_active IP Right Cessation
- 1975-05-22 JP JP6027775A patent/JPS5821899B2/ja not_active Expired
- 1975-05-23 GB GB2276975A patent/GB1446838A/en not_active Expired
- 1975-05-23 IT IT2369975A patent/IT1038445B/it active
- 1975-05-26 BE BE156705A patent/BE829483A/xx not_active IP Right Cessation
- 1975-05-26 FR FR7516277A patent/FR2272066B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5821899B2 (ja) | 1983-05-04 |
| NL7505906A (nl) | 1975-11-27 |
| GB1446838A (en) | 1976-08-18 |
| IT1038445B (it) | 1979-11-20 |
| JPS50160246A (cs) | 1975-12-25 |
| DE2425430B2 (de) | 1976-05-20 |
| DE2425430A1 (de) | 1975-11-27 |
| FR2272066B1 (cs) | 1978-07-13 |
| FR2272066A1 (cs) | 1975-12-19 |
| BE829483A (fr) | 1975-11-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |