CH139989A - Process for the preparation of 2-chloro-4-di- (oxyethyl) amino-1-oxybenzene. - Google Patents

Process for the preparation of 2-chloro-4-di- (oxyethyl) amino-1-oxybenzene.

Info

Publication number
CH139989A
CH139989A CH139989DA CH139989A CH 139989 A CH139989 A CH 139989A CH 139989D A CH139989D A CH 139989DA CH 139989 A CH139989 A CH 139989A
Authority
CH
Switzerland
Prior art keywords
chloro
oxybenzene
amino
oxyethyl
preparation
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellsc Farbenindustrie
Original Assignee
Ig Farbenindustrie Ag
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ig Farbenindustrie Ag filed Critical Ig Farbenindustrie Ag
Publication of CH139989A publication Critical patent/CH139989A/en

Links

Landscapes

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Darstellung von     2-Chlor-4[di-(ogyäthyl)]amino-l-ogybenzol.       Wie gefunden wurde, erhält man     2-Chlor-          4-[di(oxyäthyl)]-amino-l-oxybenzol,    wenn man  1     Mol.        2-Chlor-4-amino-l-oxybenzol    mit     21M1.     eines     Halogenhydrins    des Glykols kondensiert.  



  Die neue Verbindung bildet farblose, bei  112  C schmelzende Kristalle. Sie ist leicht  löslich in Alkalien, Säuren, siedendem Wasser,  Alkohol,     Äthor,    Aceton,     Äthylacetat,    wenig  löslich in kaltem Wasser, sehr wenig löslich  in Benzol und Chloroform. Sie kann unter  anderem als photographischer Entwickler  Verwendung finden.    <I>Beispiel:</I>    143 Teile     2-Chlor-4-amino-l-oxybenzol     werden mit 2000 Teilen siedenden Wassers  und 180 Teilen     Caleiumcarbonat        angeschlemmt     und unter Rühren mit etwa 200 Teilen       Äthylenchlorhydrin    versetzt.

   Man erhitzt zum  Sieden und kocht am     Rückflusskühler,    bis  der Geruch nach     Äthylenchlorhydrin    ver-         schwunden    ist. Nach Zugabe von 165 Teilen       Natriumearbonat    filtriert man nach noch  maligem Aufkochen das gebildete     Calcium-          carbonat    ab und schüttelt aus dem erkalte  ten Filtrat das     2-Chlor-4-[di(oxyäthyl)]-amino-          1-oxybenzol    mit     Äthylacetat    aus. Nach dem       Abdunsten    des Extraktionsmittels     hinterbleibt     ein dunkel gefärbtes, beim Erkalten erstar  rendes O1.

   Die Verbindung wird durch Um  kristallisieren z. B. aus Wasser, Alkohol oder       Äthylacetat    gereinigt.



  Process for the preparation of 2-chloro-4 [di- (ogyäthyl)] amino-1-ogybenzene. As has been found, 2-chloro-4- [di (oxyethyl)] -amino-1-oxybenzene is obtained if 1 mol. 2-chloro-4-amino-1-oxybenzene is mixed with 21M1. of a halohydrin of glycol condensed.



  The new compound forms colorless crystals that melt at 112 ° C. It is easily soluble in alkalis, acids, boiling water, alcohol, ether, acetone, ethyl acetate, slightly soluble in cold water, very slightly soluble in benzene and chloroform. Among other things, it can be used as a photographic developer. <I> Example: </I> 143 parts of 2-chloro-4-amino-1-oxybenzene are suspended in 2000 parts of boiling water and 180 parts of calcium carbonate, and about 200 parts of ethylene chlorohydrin are added while stirring.

   The mixture is heated to the boil and refluxed until the odor of ethylene chlorohydrin has disappeared. After adding 165 parts of sodium carbonate, the calcium carbonate formed is filtered off after boiling again and the 2-chloro-4- [di (oxyethyl)] amino-1-oxybenzene is shaken out of the cold filtrate with ethyl acetate. After the extraction agent has evaporated, what remains is a dark-colored O1 that solidifies on cooling.

   The compound is crystallized by order z. B. purified from water, alcohol or ethyl acetate.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von 2-Chlor-4- [di(oxyäthyl)]-amirro-l-oxybenzol, dadurch ge kennzeichnet, dass man 1 Mol. 2-Chlor-4- amino-l-oxybenzol mit 2 Mol. eines Halogen- hydrins des Glykols kondensiert. Das 2-Chlor-4-[di(oxyäthyl)]-amino-l-oxy- benzol bildet farblose, bei 112 C schmelzende Kristalle. PATENT CLAIM: Process for the preparation of 2-chloro-4- [di (oxyethyl)] - amirro-l-oxybenzene, characterized in that 1 mol. 2-chloro-4-amino-l-oxybenzene with 2 mol Halohydrins of the glycol condensed. The 2-chloro-4- [di (oxyethyl)] amino-1-oxybenzene forms colorless crystals which melt at 112 ° C. Es ist leichtlöslich in Alkalien, Säuren, siedendem Wasser, Alkohol, Äther, Aceton, Äthylacetat, wenig löslich in kaltem Wasser, sehr wenig löslich in 'Benzol und Chloroform. It is easily soluble in alkalis, acids, boiling water, alcohol, ether, acetone, ethyl acetate, little soluble in cold water, very little soluble in benzene and chloroform.
CH139989D 1927-10-25 1928-09-27 Process for the preparation of 2-chloro-4-di- (oxyethyl) amino-1-oxybenzene. CH139989A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH132029T 1927-10-25
DE139989X 1927-11-12

Publications (1)

Publication Number Publication Date
CH139989A true CH139989A (en) 1930-05-15

Family

ID=25711740

Family Applications (1)

Application Number Title Priority Date Filing Date
CH139989D CH139989A (en) 1927-10-25 1928-09-27 Process for the preparation of 2-chloro-4-di- (oxyethyl) amino-1-oxybenzene.

Country Status (1)

Country Link
CH (1) CH139989A (en)

Similar Documents

Publication Publication Date Title
CH139989A (en) Process for the preparation of 2-chloro-4-di- (oxyethyl) amino-1-oxybenzene.
DE467627C (en) Process for the preparation of N-methanesulfinic acid salts of secondary aromatic-aliphatic amines
AT155319B (en) Process for the preparation of water-soluble sulfonium compounds.
CH124869A (en) Process for the preparation of isopropylpropargylbarbituric acid.
AT105086B (en) Process for the preparation of N-methylsulphurous acid salts of secondary, aromatic-aliphatic amines.
AT211821B (en) Process for the preparation of alkylaminoacetarylides
CH142341A (en) Process for the preparation of 2-chloro-4- (di- (oxyethyl)) -amino-1-oxybenzene.
DE476663C (en) Process for the preparation of N-methylsulfurous acid salts of secondary aromatic-aliphatic amines
AT155800B (en) Process for the production of diamino alcohols.
CH139367A (en) Process for the preparation of 4- (oxyethyl) -amino-1-oxybenzene-2-carboxylic acid.
CH135384A (en) Process for the preparation of an N-oxyethyl derivative of 4-amino-1-oxybenzene.
CH139990A (en) Process for the preparation of 2-chloro-4- (oxyethyl) -amino-1-oxybenzene.
CH137092A (en) Process for the preparation of 2- (di (oxyethyl)) - amino-1-oxybenzene.
CH192303A (en) Process for the preparation of 1-cyclohexyl-2,3-dimethyl-4-methylamino-5-pyrazolone-4-methanesulfonic acid quinine.
CH200479A (en) Process for the preparation of a phenanthroline derivative.
CH125402A (en) Process for the preparation of a substituted quinoline carboxylic acid derivative.
CH125400A (en) Process for the preparation of a substituted quinoline carboxylic acid derivative.
CH139369A (en) Process for the preparation of 4- (oxyethyl) -amino-3-methyl-1-oxybenzene.
CH135161A (en) Process for the preparation of isobutylallylbarbituric acid.
CH261823A (en) Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine.
CH137093A (en) Process for the preparation of 2- (oxyethyl) -amino-1-oxybenzene.
CH221163A (en) Process for the production of an ether of thioammelin.
CH261828A (en) Process for the preparation of a substituted 2,4-diamino-1,3,5-triazine.
CH152606A (en) Process for the production of iodomethanesulfonic acid.
CH333078A (en) Process for the production of new anesthetic agents