ES367105A1 - Epoxy-phosphonic acid derivatives - Google Patents

Epoxy-phosphonic acid derivatives

Info

Publication number
ES367105A1
ES367105A1 ES367105A ES367105A ES367105A1 ES 367105 A1 ES367105 A1 ES 367105A1 ES 367105 A ES367105 A ES 367105A ES 367105 A ES367105 A ES 367105A ES 367105 A1 ES367105 A1 ES 367105A1
Authority
ES
Spain
Prior art keywords
reacting
propenyl
phosphonic acid
formula
halo
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
ES367105A
Other languages
Spanish (es)
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.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
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 Merck and Co Inc filed Critical Merck and Co Inc
Publication of ES367105A1 publication Critical patent/ES367105A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/65502Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a three-membered ring
    • C07F9/65505Phosphonic acids containing oxirane groups; esters thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/42Halides thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)

Abstract

The invention comprises compounds of the Formula (I) where X is chlorine, bromine or iodine, X1 is hydrogen, chlorine or bromine, and R 1 and R 2 , which may be the same or different are hydrogen, an optionally substituted aryl, aralkyl, or alkenyl radical, an alkynyl radical or an alkali metal, alkaline earth metal, ammonium or organo-substituted ammonium ion. Compounds in which X1 is hydrogen may be prepared by reacting a compound of the Formula (II) with halogen and epoxidizing the product, while those in which X1 is chlorine or bromine are obtained by reacting a compound of Formula (III) with chlorine or bromine and epoxidizing the product. Cis - 1,2 - epoxypropyl phosphonic acid, or a non-toxic salt thereof, may be obtained by reacting a compound of Formula (I) in which X1 is hydrogen with a dehalogenating agent. Cis- 1,2-epoxy propyl phosphonic acid may also be prepared by reacting a trans compound of the Formula (IV) or Formula (V) where Y is chlorine or bromine with an alkali metal borohydride in aqueous medium. Cis-propenyl-1-phosphonic acid may be prepared by reacting di-n-butyl-cis-propenyl phosphonate with concentrated hydrochloric acid. 2-Halo-propenyl- 1 -phosphonic acids may be obtained by reacting the corresponding propenyl-1-phosphonic acid with halogen. 2-Halo-propenyl- 1 -phosphonic acid dichlorides may be prepared by reacting the appropriate 2-halo-propenyl- 1 -phosphonic acid with phosphorus pentachloride. Dibenzyl and diphenyl-2-halo-propenyl-l-phosphonates may be prepared by reacting the appropriate 2-halo-propenyl-phosphonic acid dichloride with benzyl alcohol or phenol.
ES367105A 1968-05-15 1969-05-12 Epoxy-phosphonic acid derivatives Expired ES367105A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US72941468A 1968-05-15 1968-05-15

Publications (1)

Publication Number Publication Date
ES367105A1 true ES367105A1 (en) 1971-04-01

Family

ID=24930923

Family Applications (1)

Application Number Title Priority Date Filing Date
ES367105A Expired ES367105A1 (en) 1968-05-15 1969-05-12 Epoxy-phosphonic acid derivatives

Country Status (9)

Country Link
AT (1) AT302361B (en)
BE (1) BE733046A (en)
BR (1) BR6908792D0 (en)
DE (1) DE1924231A1 (en)
ES (1) ES367105A1 (en)
FR (1) FR1600347A (en)
GB (1) GB1255683A (en)
IL (1) IL32136A0 (en)
NL (1) NL6905268A (en)

Also Published As

Publication number Publication date
AT302361B (en) 1972-10-10
BE733046A (en) 1969-11-14
DE1924231A1 (en) 1970-02-05
BR6908792D0 (en) 1973-01-25
NL6905268A (en) 1969-11-18
FR1600347A (en) 1970-07-20
IL32136A0 (en) 1969-07-30
GB1255683A (en) 1971-12-01

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