CH205794A - Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. - Google Patents
Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide.Info
- Publication number
- CH205794A CH205794A CH205794DA CH205794A CH 205794 A CH205794 A CH 205794A CH 205794D A CH205794D A CH 205794DA CH 205794 A CH205794 A CH 205794A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- oxynaphthoic acid
- highly substantive
- acid arylide
- weight
- Prior art date
Links
- OCISOSJGBCQHHN-UHFFFAOYSA-N 3-hydroxynaphthalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC(O)=CC2=C1 OCISOSJGBCQHHN-UHFFFAOYSA-N 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- 229960000583 acetic acid Drugs 0.000 claims 1
- 239000012362 glacial acetic acid Substances 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- TXCDCPKCNAJMEE-UHFFFAOYSA-N dibenzofuran Chemical compound C1=CC=C2C3=CC=CC=C3OC2=C1 TXCDCPKCNAJMEE-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/91—Dibenzofurans; Hydrogenated dibenzofurans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines hochsubstantiven 2,3-Oxynaphthoesäurearylids. Gegenstand des vorliegenden Zusatz- patentes ist ein Verfahren zur Herstellung eines hochsubstantiven 2,3-Oxynaphth@oesäure- arylids, welches @dadurch gekennzeichnet ist, .dassi man 2,3,
-Oxynaphthoesäure mit 2-Amino- 8,7-@dimethoxy-,diphenylenoxyd kondensiert.
Die erhaltene, bisher nicht bekannte Ver bindung stellt, ein wertvolles Zryvischenprodukt zur Herstellung von Farbstoffen dar.
Beispiel: 188 Gewichtsteile 2,3-Oxynaphthoesäure werden mit 248 Gewichtsteilen 2-Amino-3,7- dimethoxy - diphenylenoxyd und 2000 Ge wichtsteilen Toluol unter Rühren auf 70 bis 80 C erwärmt, und bei dieser Temperatur werden langsam 70 Gewichtsteile Phosphor- trichlorid zugetropft. Man hält dann das Ge misch noch etwa 8 Stunden im Sieden,
nach dieser Zeit ist die Chlorwasserstoffentwick- lung praktisch beendet. Nach Zusatz einer Lösung von 70 Gewichtsteilen Natriumcar- bonat in 2000 Gewichtsteilen Wasser unter wirft man das Reaktionsgemisch einer Was serdampfdestillation. Wenn alles Toluol ab getrieben ist, wird die Suspension heiss abge- saugt und mit heissem Wasser gründlich ge waschen. Der Filterkuchen wird dann noch mit verdünnter Salzsäure ausgekocht, um ge ringe Mengen nicht umgesetzter Base zu ent fernen.
Das erhaltene rohe 2-(2',3'-Oxynaphthoyl- amino) -<B>3,7</B> - d@i-methogy-,diphenylenoxyd stellt nach dem Trocknen ein schwach ,gefärbtes Pulver dar, das aufs Chlorbenzol oder Eis,- essig in feinen Nadeln vom F. -232--283. C kristallisiert.
Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. The subject of the present additional patent is a process for the production of a highly substantive 2,3-oxynaphth @ oesäure- arylids, which @ is characterized by, that one 2,3,
-Oxynaphthoic acid with 2-amino- 8,7- @ dimethoxy-, diphenylene oxide condensed.
The compound obtained, previously unknown, is a valuable Cryvic product for the production of dyes.
Example: 188 parts by weight of 2,3-oxynaphthoic acid are heated with 248 parts by weight of 2-amino-3,7-dimethoxy-diphenylene oxide and 2000 parts by weight of toluene to 70 to 80 ° C. with stirring, and 70 parts by weight of phosphorus trichloride are slowly added dropwise at this temperature . The mixture is then kept boiling for about 8 hours,
after this time the evolution of hydrogen chloride is practically complete. After adding a solution of 70 parts by weight of sodium carbonate in 2000 parts by weight of water, the reaction mixture is subjected to steam distillation. When all the toluene has been driven off, the suspension is suctioned off while hot and washed thoroughly with hot water. The filter cake is then boiled with dilute hydrochloric acid in order to remove small amounts of unreacted base.
The crude 2- (2 ', 3'-oxynaphthoylamino) - <B> 3.7 </B> - d @ i-methogy-, diphenylene oxide, after drying, is a pale, colored powder that is based on chlorobenzene or ice, - vinegar in fine needles of F. -232--283. C crystallizes.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE205790X | 1936-02-19 | ||
| DE205794X | 1936-02-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH205794A true CH205794A (en) | 1939-06-30 |
Family
ID=32963189
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH205794D CH205794A (en) | 1936-02-19 | 1937-02-15 | Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH205794A (en) |
-
1937
- 1937-02-15 CH CH205794D patent/CH205794A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH205794A (en) | Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. | |
| CH205791A (en) | Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. | |
| CH205790A (en) | Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. | |
| CH205792A (en) | Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. | |
| CH205793A (en) | Process for the preparation of a highly substantive 2,3-oxynaphthoic acid arylide. | |
| DE650432C (en) | Process for the preparation of diarylamines | |
| AT164509B (en) | Process for the preparation of 6- (p-aminobenzenesulfonamido) -2,4-dimethylpyrimidine | |
| CH186446A (en) | Process for the preparation of an arylamide. | |
| CH186445A (en) | Process for the preparation of an arylamide. | |
| DE523692C (en) | Process for the preparation of aminosulfonic acid arylamides of 2íñ3-oxynaphthoic acid | |
| CH186444A (en) | Process for the preparation of an arylamide. | |
| CH175236A (en) | Process for the preparation of 1,3,5-di- (p-methoxyphenylamino) -oxybenzene. | |
| CH187329A (en) | Process for the preparation of an arylamide. | |
| CH93489A (en) | Process for the preparation of a heterocyclic compound of the naphthalene series. | |
| CH222731A (en) | Process for the preparation of 1-methyl-4-phenyl-piperidyl-4-ethyl-ketone. | |
| CH181804A (en) | Process for the preparation of an arylamide. | |
| CH206098A (en) | Process for the production of an aminoarylsulfone. | |
| CH211293A (en) | Process for the preparation of a new amide. | |
| CH201953A (en) | Process for the preparation of terephthaloyl 1- (4'-nitranilide) -4-chloride. | |
| CH232293A (en) | Process for the preparation of an azo dye. | |
| CH127694A (en) | Process for the preparation of a mixture of two isomeric ring ketones of the aromatic series. | |
| CH143279A (en) | Process for the preparation of a 6-arylamino-2-naphthol-3-carboxylic acid. | |
| CH222973A (en) | Process for the preparation of a mixed urea with solubilizing groups. | |
| CH154992A (en) | Process for the preparation of a diacylated diamine. | |
| CH204236A (en) | Process for the preparation of a 2,3-oxynaphthoic acid arylide. |