AT332427B - PROCESS FOR PRODUCING THE NEW N, N ', N "- TRICYCLOHEXYL -N, N', N" - TRIMETHYL -PHOSPHORIC ACID TRIAMIDE - Google Patents

PROCESS FOR PRODUCING THE NEW N, N ', N "- TRICYCLOHEXYL -N, N', N" - TRIMETHYL -PHOSPHORIC ACID TRIAMIDE

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Publication number
AT332427B
AT332427B AT535575A AT535575A AT332427B AT 332427 B AT332427 B AT 332427B AT 535575 A AT535575 A AT 535575A AT 535575 A AT535575 A AT 535575A AT 332427 B AT332427 B AT 332427B
Authority
AT
Austria
Prior art keywords
trimethyl
phosphoric acid
acid triamide
tricyclohexyl
producing
Prior art date
Application number
AT535575A
Other languages
German (de)
Other versions
ATA535575A (en
Original Assignee
Thomae Gmbh Dr K
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
Priority claimed from DE19732337931 external-priority patent/DE2337931A1/en
Application filed by Thomae Gmbh Dr K filed Critical Thomae Gmbh Dr K
Priority to AT535575A priority Critical patent/AT332427B/en
Publication of ATA535575A publication Critical patent/ATA535575A/en
Application granted granted Critical
Publication of AT332427B publication Critical patent/AT332427B/en

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

Description

  

   <Desc/Clms Page number 1> 
 
 EMI1.1 
   N', N"-Tricyclo-hexyl-N, N', N"-trimethylphosphorsäure-triamids.    



   Diese Verbindung ist ein neues Zwischenprodukt zur Gewinnung von pharmazeutisch wertvollen Stoffen, insbesondere zur Herstellung von   2-Amino-N-cyclohexyl-3, 5-dibrom-N-methyl-benzylamin.   



   Das erfindungsgemässe Verfahren ist dadurch gekennzeichnet, dass man ein Phosphoroxytrihalogenid mit N-Methyl-N-cyclohexylamin, gegebenenfalls in Gegenwart einer tertiären organischen Base, wie etwa Triäthylamin, umsetzt. 



   Das nachfolgende Beispiel soll die Erfindung näher erläutern :   Bei s piel : N, N', N"-Tricydohexyl-N, N', N"-trimethyl-phosphorsäuretriamid.    



     306 g N-Methyl-N-cyclohexylamin   werden unter Rühren während 20 min mit 46 g Phosphoroxychlorid 
 EMI1.2 
 Wasser, zweimal mit 2n-Essigsäure und einmal mit 2n-Ammoniak ausgeschüttelt, mit Natriumsulfat getrocknet und eingeengt. Der Rückstand wird über eine Kieselgelsäule mit Chloroform-Essigester (2 : 1) chromatographiert. Die entsprechenden Fraktionen werden vereinigt, eingeengt und der Rückstand in Petroläther aufgenommen, wonach eine geringe Menge eines Nebenproduktes kristallisiert, das nach längerem Stehen abgesaugt wird. Das Filtrat engt man zur Trockne ein, am Schluss bei 1000C und 15 Torr. Das als öl erhaltene   N, N', N"-Tric\ clohexyl-N, N', N"-trimethyl-phosphorsäuretriamid kristallisiert   langsam durch. Schmelzpunkt : 60 bis   64 C.   

**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.



   <Desc / Clms Page number 1>
 
 EMI1.1
   N ', N "-Tricyclo-hexyl-N, N', N" -trimethylphosphoric acid triamide.



   This compound is a new intermediate product for the production of pharmaceutically valuable substances, in particular for the production of 2-amino-N-cyclohexyl-3, 5-dibromo-N-methyl-benzylamine.



   The process according to the invention is characterized in that a phosphorus oxytrihalide is reacted with N-methyl-N-cyclohexylamine, optionally in the presence of a tertiary organic base such as triethylamine.



   The following example is intended to explain the invention in more detail: For example: N, N ', N "-tricydohexyl-N, N', N" -trimethyl-phosphoric acid triamide.



     306 g of N-methyl-N-cyclohexylamine are mixed with 46 g of phosphorus oxychloride with stirring for 20 minutes
 EMI1.2
 Water, extracted twice with 2N acetic acid and once with 2N ammonia, dried with sodium sulfate and concentrated. The residue is chromatographed on a silica gel column with chloroform-ethyl acetate (2: 1). The appropriate fractions are combined and concentrated and the residue is taken up in petroleum ether, after which a small amount of a by-product crystallizes, which is filtered off with suction after standing for a long time. The filtrate is concentrated to dryness, at the end at 1000C and 15 torr. The N, N ', N "-Tric \ clohexyl-N, N', N" -trimethyl-phosphoric acid triamide obtained as an oil slowly crystallizes through. Melting point: 60 to 64 C.

** WARNING ** End of DESC field may overlap beginning of CLMS **.

Claims (1)

PATENTANSPRUCH : EMI1.3 **WARNUNG** Ende CLMS Feld Kannt Anfang DESC uberlappen**. PATENT CLAIM: EMI1.3 ** WARNING ** End of CLMS field may overlap beginning of DESC **.
AT535575A 1973-07-26 1975-07-11 PROCESS FOR PRODUCING THE NEW N, N ', N "- TRICYCLOHEXYL -N, N', N" - TRIMETHYL -PHOSPHORIC ACID TRIAMIDE AT332427B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT535575A AT332427B (en) 1973-07-26 1975-07-11 PROCESS FOR PRODUCING THE NEW N, N ', N "- TRICYCLOHEXYL -N, N', N" - TRIMETHYL -PHOSPHORIC ACID TRIAMIDE

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19732337931 DE2337931A1 (en) 1973-07-26 1973-07-26 2-Amino-N-cyclohexyl-3,5-dibromo-N-methylbenzyl-amine prepn - by reacting benzylalcohol with N,N',N''-tricyclohexyl-N,N',N''-trimethyl-phosphoric acid triamide
AT510674A AT330739B (en) 1973-07-26 1974-06-20 PROCESS FOR THE PREPARATION OF 2-AMINO -N- CYCLOHEXYL -3,5- DIBROME -N- METHYL-BENZYLAMINE AND ITS ACID-ADDITION SALTS
AT535575A AT332427B (en) 1973-07-26 1975-07-11 PROCESS FOR PRODUCING THE NEW N, N ', N "- TRICYCLOHEXYL -N, N', N" - TRIMETHYL -PHOSPHORIC ACID TRIAMIDE

Publications (2)

Publication Number Publication Date
ATA535575A ATA535575A (en) 1976-01-15
AT332427B true AT332427B (en) 1976-09-27

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
AT535575A AT332427B (en) 1973-07-26 1975-07-11 PROCESS FOR PRODUCING THE NEW N, N ', N "- TRICYCLOHEXYL -N, N', N" - TRIMETHYL -PHOSPHORIC ACID TRIAMIDE

Country Status (1)

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AT (1) AT332427B (en)

Also Published As

Publication number Publication date
ATA535575A (en) 1976-01-15

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