GB861463A - Process for the manufacture of phosphoric acid esters and piperazine and morpholine derivatives - Google Patents

Process for the manufacture of phosphoric acid esters and piperazine and morpholine derivatives

Info

Publication number
GB861463A
GB861463A GB14158/58A GB1415858A GB861463A GB 861463 A GB861463 A GB 861463A GB 14158/58 A GB14158/58 A GB 14158/58A GB 1415858 A GB1415858 A GB 1415858A GB 861463 A GB861463 A GB 861463A
Authority
GB
United Kingdom
Prior art keywords
phosphoric acid
amino
esters
piperazine
mono
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
Application number
GB14158/58A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB861463A publication Critical patent/GB861463A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6527—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07F9/6533—Six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6509—Six-membered rings
    • C07F9/650952—Six-membered rings having the nitrogen atoms in the positions 1 and 4

Abstract

Phosphoric acid esters of amino-alcohols and/or piperazine and morpholine derivatives are obtained by treating an amino-alcohol with less than one molecular proportion of pyrophosphoric acid or a proportion of a polyphosphoric containing the same number of phosphorus atoms, for each esterifiable hydroxy group to be esterified. at above 140 DEG C. and under reduced pressure. If desired, a bisphosphone acid mono-ester of a dihydroxy compound so obtained is hydrolysed to a mono-phosphoric acid mono-ester, and/or a phosphoric acid mono-ester so obtained is converted into a salt thereof, such as an alkaline earth metal salt. The invention also comprises the following phosphate esters and salts thereof: the mono-and bis-phosphoric acid mono-esters of di-(2-hydroxypropyl)-amine, the phosphoric acid mono-esters of 2-ethylamino-ethanol, 2-amino-2 - methyl - propanol, 2 - (21 - amino - ethyl-amino) - ethanol, and N - (21 - hydroxypropyl)-3 : 6-dimethylmorpholine; and the bis-phosphoric acid mono-esters of 1 : 4-di-(21-hydroxy-ethyl) - piperazine and 2 : 5 - dihydroxy- methyl-2 : 5 5-dimethyl-pipeazine. Other phosphate esters of amino-alcohols are prepared in the examples; if the amino-alcohols contain more than one hydroxy group, and not all are to be esterified, the product may contain free hydroxy groups or may be dehydrated to give morpholino-alcohol or piperazino-alcohol phosphoric acid esters, e.g. <FORM:0861463/IV (b)/1> from tri-(2-hydroxyethyl) amine and <FORM:0861463/IV (b)/2> from di-(2-hydroxyethyl) amine. Other compounds obtained are 1 : 4-diphenyl-piperazine from 2-phenylamino-ethanol and N-methyl-morpholine from N-methyl-diethanolamine.
GB14158/58A 1957-05-03 1958-05-02 Process for the manufacture of phosphoric acid esters and piperazine and morpholine derivatives Expired GB861463A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH861463X 1957-05-03

Publications (1)

Publication Number Publication Date
GB861463A true GB861463A (en) 1961-02-22

Family

ID=4543165

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14158/58A Expired GB861463A (en) 1957-05-03 1958-05-02 Process for the manufacture of phosphoric acid esters and piperazine and morpholine derivatives

Country Status (1)

Country Link
GB (1) GB861463A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5723645A (en) * 1996-09-05 1998-03-03 Pacific Corporation Method for preparing 3-aminopropane phosphoric acid
EP1263752A2 (en) * 2000-03-17 2002-12-11 The University Of Tennessee Research Corporation Lpa receptor agonists and antagonists and methods of use

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5723645A (en) * 1996-09-05 1998-03-03 Pacific Corporation Method for preparing 3-aminopropane phosphoric acid
EP1263752A2 (en) * 2000-03-17 2002-12-11 The University Of Tennessee Research Corporation Lpa receptor agonists and antagonists and methods of use
EP1263752A4 (en) * 2000-03-17 2003-07-30 Univ Tennessee Res Corp Lpa receptor agonists and antagonists and methods of use
US6875757B2 (en) 2000-03-17 2005-04-05 University Of Tennessee Research Foundation LPA receptor agonists and antagonists and methods of use
EP1918287A3 (en) * 2000-03-17 2008-08-20 The University Of Tennessee Research Corporation LPA receptor agonists and antagonists and methods of use

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