CH186541A - Process for the preparation of the 1,1'-methylene-di- (2-oxy-3-naphthoic acid-2'-methoxyanilide). - Google Patents
Process for the preparation of the 1,1'-methylene-di- (2-oxy-3-naphthoic acid-2'-methoxyanilide).Info
- Publication number
- CH186541A CH186541A CH186541DA CH186541A CH 186541 A CH186541 A CH 186541A CH 186541D A CH186541D A CH 186541DA CH 186541 A CH186541 A CH 186541A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxy
- naphthoic acid
- methylene
- methoxyanilide
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- VMPITZXILSNTON-UHFFFAOYSA-N o-anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- MVPPADPHJFYWMZ-IDEBNGHGSA-N chlorobenzene Chemical group Cl[13C]1=[13CH][13CH]=[13CH][13CH]=[13CH]1 MVPPADPHJFYWMZ-IDEBNGHGSA-N 0.000 claims description 2
- 239000013078 crystal Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
- -1 1,1'-methylene Chemical group 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
Verfahren zur Herstellung des 1, 1'-Methylen-di=(2-ogy-3-naphthoesäure- 2'-methoayanilids). Es wurde .gefunden, da.B man das 1,1-Me thylen-di-(2-oxy-3-naphthoesäure-2'-methoxy- anilid) erhält, wenn man 1,1'-Methylen-di- (2-oxy-3-naphthoesäure) mit o-Anisidin in Gegenwart von Kondensationsmitteln, wie Phosphortriehlorid oder Phosphoroxychlorid,
behandelt. Das 1,1'-Methylen-di-(2-oxy-3- naphthoesä.ure-2'-methoxyanilid) aus Chlor benzol umgelöst, bildet nahezu weisse Kri stalle vom S. P. '241-243'. Das 1,1'-Me thylen-di-(2-oxy-3-naphthoesäure-2'-methoxy- anilid) wird zur Herstellung von Farbstoffen verwendet.
<I>Beispiel:</I> 3,8,8 Teile 1,1'-Methylen-,di-(2-oxy-3-naph- thoesäure) werden in 400 Teilen o-Anisidin bei 100-110 gerührt.
Bei dieser Tempera tur läBt man innert :etwa einer Stunde 16 Teile Phosphortriehlorid zutropfen und rührt 5 Stunden bei 1120-125' weiter. Hier- auf wird die Reaktionsmasse in verdünnte Salzsäure gegossen und :
das .abgeschiedene 1,1'- blethylen - di-(2 - oxy-3-naphthoesäure- 2' methoxyanilid) durch Umlösen in verdünn ten Ätzalkalien und Fällen der von schlam migen Verunreinigungen filtrierten Lösung mit Säure gereinigt.
Process for the preparation of the 1,1'-methylene-di = (2-ogy-3-naphthoic acid-2'-methoayanilids). It has been found that 1,1-methylene-di- (2-oxy-3-naphthoic acid-2'-methoxy-anilide) is obtained when 1,1'-methylene-di- (2 -oxy-3-naphthoic acid) with o-anisidine in the presence of condensing agents, such as phosphorus trium chloride or phosphorus oxychloride,
treated. The 1,1'-methylene-di- (2-oxy-3-naphthoic acid-2'-methoxyanilide) dissolved from chlorobenzene forms almost white crystals from S.P. '241-243'. The 1,1'-Me thylen-di- (2-oxy-3-naphthoic acid-2'-methoxy anilide) is used for the production of dyes.
<I> Example: </I> 3.8.8 parts of 1,1'-methylene, di- (2-oxy-3-naphthoic acid) are stirred in 400 parts of o-anisidine at 100-110.
At this temperature, 16 parts of phosphorus trichloride are added dropwise within about an hour, and stirring is continued for 5 hours at 1120-125 '. The reaction mass is then poured into dilute hydrochloric acid and:
the .abgeschiedene 1,1'-blethylene - di- (2 - oxy-3-naphthoic acid- 2 'methoxyanilide) cleaned by dissolving in dilute caustic alkalis and precipitating the filtered solution with acid.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH186541T | 1936-01-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH186541A true CH186541A (en) | 1936-09-30 |
Family
ID=4434447
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH186541D CH186541A (en) | 1936-01-07 | 1936-01-07 | Process for the preparation of the 1,1'-methylene-di- (2-oxy-3-naphthoic acid-2'-methoxyanilide). |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH186541A (en) |
-
1936
- 1936-01-07 CH CH186541D patent/CH186541A/en unknown
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