DE70402C - Process for the preparation of diethoxydiamidodiphenyltethane. (3 - Google Patents
Process for the preparation of diethoxydiamidodiphenyltethane. (3Info
- Publication number
- DE70402C DE70402C DENDAT70402D DE70402DA DE70402C DE 70402 C DE70402 C DE 70402C DE NDAT70402 D DENDAT70402 D DE NDAT70402D DE 70402D A DE70402D A DE 70402DA DE 70402 C DE70402 C DE 70402C
- Authority
- DE
- Germany
- Prior art keywords
- preparation
- diethoxydiamidodiphenyltethane
- parts
- hydrochloric acid
- water
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 8
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- ULHFFAFDSSHFDA-UHFFFAOYSA-N 2-ethoxyaniline Chemical compound CCOC1=CC=CC=C1N ULHFFAFDSSHFDA-UHFFFAOYSA-N 0.000 claims description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- RBTARNINKXHZNM-UHFFFAOYSA-K Iron(III) chloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 235000015243 ice cream Nutrition 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/12—Amino derivatives of triarylmethanes without any OH group bound to an aryl nucleus
- C09B11/14—Preparation from aromatic aldehydes, aromatic carboxylic acids or derivatives thereof and aromatic amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Ersetzt man im Verfahren des Haupt-Patentes das Anilin durch o-Alkyloxyanilin, z.B. o-Phenetidin, so erhält man Diäthoxydiamidodiphenylmethan nach folgender Gleichung:If in the process of the main patent the aniline is replaced by o-alkyloxyaniline, e.g. o-phenetidine, Diethoxydiamidodiphenylmethane is obtained according to the following equation:
O 4- ■? ΓO 4- ■? Γ
V -f 2 L,e V -f 2 L, e
Formaldehyd.Formaldehyde.
0Cj Hs + 2 HCl=H 0 + " "* . Hs ■ C H2 ■ C6 0C j H s + 2 HCl = H 0 + "" * . H s ■ CH 2 ■ C 6
/NH,/ NH,
Kr -2HCl.Kr -2HCl.
Zu 27,4 Theilen o-Phenetidin und 8 Theilen Formaldehyd (40 pCt.) werden 25 Theile concentrirte Salzsäure bezw Schwefelsäure, welche mit Wasser auf 100 Theile verdünnt wird, hinzugegeben und einige Zeit auf dem Wasserbade erwärmt. Giefst man nun das mit Wasser verdünnte Reactionsproduct in eine mit Eis gekühlte verdünnte Ammoniak- oder Natriumacetatlösung, so scheidet sich ein dickes OeI (Diamidodiäthoxydiphenylmethan) ab, welches in Alkohol, Aether, Benzol ziemlich leicht löslich ist und bei längerem Stehen fest wird. 25 parts are concentrated to 27.4 parts of o-phenetidine and 8 parts of formaldehyde (40 pct.) Hydrochloric acid or sulfuric acid, which is diluted to 100 parts with water, is added and warmed up on the water bath for some time. The reaction product, diluted with water, is then poured into an ice cream If a dilute solution of ammonia or sodium acetate is cooled, a thick oil separates out (Diamidodiethoxydiphenylmethan), which is quite easily soluble in alcohol, ether, benzene and solidifies when standing for a long time.
Das salzsaure Salz des Körpers ist leicht löslich in Wasser. Es wird krystallisirt erhalten durch Einleiten von Salzsä'uregas in die ätherische Lösung der Base. Die Analyse des Körpers giebt Zahlen, welchen die Formel:The body's hydrochloric acid salt is easily soluble in water. It is kept crystallized by introducing hydrochloric acid gas into the ethereal solution of the base. The analysis of the Body gives numbers which have the formula:
C17H22N2 O2- 2 H Cl
entspricht. C 17 H 22 N 2 O 22 Cl H
is equivalent to.
Das Diamidodiäthoxydiphenylmethan selber ist ein harziger Körper, · der bis jetzt nicht krystallisirt erhalten werden konnte. ' Eisenchlorid erzeugt in der Lösung des Salzsäuren Salzes der Base intensiv violette Färbung.The diamidodiethoxydiphenylmethane itself is a resinous body, which has not yet been could be obtained crystallized. 'Ferric chloride is produced in the solution of hydrochloric acids Salt of the base intense violet color.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE70402C true DE70402C (en) |
Family
ID=343778
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT70402D Expired - Lifetime DE70402C (en) | Process for the preparation of diethoxydiamidodiphenyltethane. (3 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE70402C (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2818433A (en) * | 1955-09-19 | 1957-12-31 | Monsanto Chemicals | Process for making methylenedianilines |
| US2974168A (en) * | 1955-09-19 | 1961-03-07 | Monsanto Chemicals | Process for making methylenedianiline |
-
0
- DE DENDAT70402D patent/DE70402C/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2818433A (en) * | 1955-09-19 | 1957-12-31 | Monsanto Chemicals | Process for making methylenedianilines |
| US2974168A (en) * | 1955-09-19 | 1961-03-07 | Monsanto Chemicals | Process for making methylenedianiline |
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