DE135564C - - Google Patents
Info
- Publication number
- DE135564C DE135564C DENDAT135564D DE135564DA DE135564C DE 135564 C DE135564 C DE 135564C DE NDAT135564 D DENDAT135564 D DE NDAT135564D DE 135564D A DE135564D A DE 135564DA DE 135564 C DE135564 C DE 135564C
- Authority
- DE
- Germany
- Prior art keywords
- substituted
- carboxylic acid
- indigo
- phenylglycine
- ester
- 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.)
- Active
Links
- 241001062009 Indigofera Species 0.000 claims description 5
- 235000000177 Indigofera tinctoria Nutrition 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- 229940097275 Indigo Drugs 0.000 claims description 4
- RRTQTOBOLIGMED-UHFFFAOYSA-N 2-(carboxyamino)-2-phenylacetic acid Chemical class OC(=O)NC(C(O)=O)C1=CC=CC=C1 RRTQTOBOLIGMED-UHFFFAOYSA-N 0.000 claims 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- YEQRASMGLPZYDE-UHFFFAOYSA-N Indoxyl Chemical group C1=CC=C[C]2C(O)=CN=C21 YEQRASMGLPZYDE-UHFFFAOYSA-N 0.000 description 2
- -1 acetylphenylglycine-o-carboxylic acid diethyl ester Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000007524 organic acids Chemical group 0.000 description 2
- COHYTHOBJLSHDF-BUHFOSPRSA-N Indigo dye Chemical compound N\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-BUHFOSPRSA-N 0.000 description 1
- DRJBGXLVTNFWJU-UHFFFAOYSA-N N(=O)NC(C1=CC=CC=C1)C(=O)O Chemical compound N(=O)NC(C1=CC=CC=C1)C(=O)O DRJBGXLVTNFWJU-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000007522 mineralic acids Chemical group 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 125000000018 nitroso group Chemical group N(=O)* 0.000 description 1
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- ZGUNAGUHMKGQNY-UHFFFAOYSA-N α-phenylglycine Chemical class OC(=O)C(N)C1=CC=CC=C1 ZGUNAGUHMKGQNY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B7/00—Indigoid dyes
- C09B7/02—Bis-indole indigos
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
ΛΙ135564 KLASSE 22 e. ΛΙ135564 CLASS 22 e.
Vo r 1 ä η d e r und We i fs brenner (Berichte 3 3, S. 556) haben beobachtet, dafs der Acetylphenylglycin - ο - carbonsäurediäthylesterBefore 1 ä η d e r and we i fs burners (reports 3 3, P. 556) have observed that the acetylphenylglycine-o-carboxylic acid diethyl ester
/ 22, ^COCH3 / 22 , ^ COCH 3
durch Einwirkung von 20 procentiger kochender Kalilauge in Indoxyl bezw. Indigo übergeht. Die Badische Anilin- und Sodafabrik hat das Gebiet weiter bearbeitet und diese Reaction auf die durch einen organischen Säurerest am Stickstoff substituirten neutralen Ester der Phenylglycin-o-carbonsäure ausgedehnt (Französische Patentschrift 295814).by the action of 20 percent boiling potassium hydroxide in Indoxyl respectively. Indigo passes. The Badische Anilin- und Sodafabrik has worked on the area and this reaction to the neutral esters of which are substituted by an organic acid residue on the nitrogen Phenylglycine-o-carboxylic acid expanded (French patent 295814).
Es wurde nun gefunden, dafs diese theuren organischen Säurereste mit gutem Erfolge durch einen sehr billigen anorganischen Säurerest, nämlich durch die Nitrosogruppe, ersetzt werden können.It has now been found that these expensive organic acid residues pass through with good results a very cheap inorganic acid residue, namely by the nitroso group, can be replaced can.
Die nitrosirten Dialkylester, welche z. B. nach dem Verfahren der Patentschrift 134986 durch Nitrosiren der Dialkylester hergestellt werden können, gehen mit auffallender Leichtigkeit in Indoxyl bezw. Indigo über beim Behandeln mit Alkalien.The nitrous dialkyl esters, which z. B. by the method of patent 134986 the dialkyl esters which can be prepared by nitrosizing go with remarkable ease in indoxyl respectively. Indigo over when treating with alkalis.
ι Theil Nitrosophenylglycin - ο - carbonsäurediäthylester wird mit ioTheilen 20 procentiger Kalilauge rasch am Rückflufskühler unter möglichstem Luftabschlufs zum Sieden erhitzt. Nachdem sich der Ester vollkommen gelöst hat, wird abgekühlt und durch den Kesselinhalt Luft geleitet, wobei sich der Indigofarbstoff abscheidet.ι Part nitrosophenylglycine - ο - carboxylic acid diethyl ester is with ioTheilen 20 percent potassium hydroxide solution quickly on the reflux cooler under as much as possible Air exclusion heated to boiling. After the ester has completely dissolved, it is cooled down and through the kettle contents Air passed, with the indigo dye separating out.
Kernsubstituirte Indigofarbstoffe werden erhalten durch Anwendung von nitrosirtem, kernsubstituirtem Phenylglycin - ο - carbonsäureester.Nuclear-substituted indigo dyes are obtained by using nitrosated, nucleus-substituted Phenylglycine - ο - carboxylic acid ester.
Claims (1)
Verfahren zur Herstellung von Indigo und kernsubstituirten Indigos, darin bestehend, dafs die Nitrosodialkylester von kernsubstituirter oder nicht substituirter Phenylglycin-o-carbonsäure mit Alkalien behandelt werden.Patent claim:
Process for the production of indigo and ring-substituted indigos, consisting in treating the nitrosodialkyl esters of ring-substituted or unsubstituted phenylglycine-o-carboxylic acid with alkalis.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE135564C true DE135564C (en) |
Family
ID=403596
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT135564D Active DE135564C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE135564C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4455046A (en) * | 1980-04-15 | 1984-06-19 | Hans Linderoth | Safety device for the vehicular transport of a person travelling in a wheelchair |
-
0
- DE DENDAT135564D patent/DE135564C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4455046A (en) * | 1980-04-15 | 1984-06-19 | Hans Linderoth | Safety device for the vehicular transport of a person travelling in a wheelchair |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE135564C (en) | ||
| DE463773C (en) | Process for the preparation of aromatic amines | |
| DE127814C (en) | ||
| DE256904C (en) | ||
| DE282503C (en) | ||
| DE135638C (en) | ||
| DE185934C (en) | ||
| DE80737C (en) | ||
| DE1443991A1 (en) | Emulsifiers for emulsion polymerization and process for their preparation | |
| DE282502C (en) | ||
| DE281520C (en) | ||
| DE296660C (en) | ||
| DE277059C (en) | ||
| DE120083C (en) | ||
| DE414084C (en) | Process for the preparation of dyes of the thioindigo series | |
| DE347695C (en) | Process for the production of decolorizing charcoal and black | |
| DE88616C (en) | ||
| DE309861C (en) | ||
| DE550779C (en) | Process for the preparation of N-dihydro-1íñ2íñ2'íñ1'-anthraquinone azine | |
| DE296035C (en) | ||
| DE225132C (en) | ||
| DE268224C (en) | ||
| DE570968C (en) | Process for the production of a yellow Kuepen dye | |
| DE372855C (en) | Process for the preparation of synthetic resins | |
| DE548681C (en) | Process for the preparation of new condensation products of the anthraquinone series |