FR2321484A1 - Cyanohydrins prodn. from trimethyl-cyano-silane and ketones - including new keto-phosphonate derivs., intermediates for plant protection agents - Google Patents

Cyanohydrins prodn. from trimethyl-cyano-silane and ketones - including new keto-phosphonate derivs., intermediates for plant protection agents

Info

Publication number
FR2321484A1
FR2321484A1 FR7525471A FR7525471A FR2321484A1 FR 2321484 A1 FR2321484 A1 FR 2321484A1 FR 7525471 A FR7525471 A FR 7525471A FR 7525471 A FR7525471 A FR 7525471A FR 2321484 A1 FR2321484 A1 FR 2321484A1
Authority
FR
France
Prior art keywords
cyanohydrins
intermediates
prodn
cyano
plant protection
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.)
Granted
Application number
FR7525471A
Other languages
French (fr)
Other versions
FR2321484B1 (en
Inventor
Daniel Boutte
Alain Auroux
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.)
Societe Nationale des Poudres et Explosifs
Original Assignee
Societe Nationale des Poudres et Explosifs
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 Societe Nationale des Poudres et Explosifs filed Critical Societe Nationale des Poudres et Explosifs
Priority to FR7525471A priority Critical patent/FR2321484A1/en
Publication of FR2321484A1 publication Critical patent/FR2321484A1/en
Application granted granted Critical
Publication of FR2321484B1 publication Critical patent/FR2321484B1/fr
Granted 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 Table
    • C07F9/02—Phosphorus compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • 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 Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/30—Phosphinic acids [R2P(=O)(OH)]; Thiophosphinic acids ; [R2P(=X1)(X2H) (X1, X2 are each independently O, S or Se)]
    • C07F9/32—Esters thereof
    • C07F9/3205—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/3211—Esters of acyclic saturated acids which can have 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 Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have 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 Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
    • C07F9/5304—Acyclic saturated phosphine oxides or thioxides

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

Abstract

Prodn. comprises first an addn. reaction between a carbonyl cpd. (II) and trimethylcyanosilane (III) to give a silylated cyanohydrin (IV). This is then hydrolysed by treating it, dissolved in ether, with a stoichiometric quantity of acidified water of pH about 2, at temp. from ambient to 40 degrees C., to give the cyanohydrins (I). Cyanohydrins of formula (Ia) and intermediates of formula (IVa) are new: R2P(O)-A-C(OH)R' R2P(O-A-CR'-OSi(CH3)3 CN (Ia) CN (IVa) (where A = 1-4C opt. branched aliphatic chain. R = alkyl, alkoxy, cycloalkyl, aryl or aryloxy. R' = H or lower alkyl. (I) are intermediates for plant protection agents and in synthesis of cyano-substd. urethanes, esters, ethers, carbonates and chloroformates. The process is applicable to any carbonyl cpd., esp. benzophenone and keto-phosphonates.
FR7525471A 1975-08-18 1975-08-18 Cyanohydrins prodn. from trimethyl-cyano-silane and ketones - including new keto-phosphonate derivs., intermediates for plant protection agents Granted FR2321484A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7525471A FR2321484A1 (en) 1975-08-18 1975-08-18 Cyanohydrins prodn. from trimethyl-cyano-silane and ketones - including new keto-phosphonate derivs., intermediates for plant protection agents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7525471A FR2321484A1 (en) 1975-08-18 1975-08-18 Cyanohydrins prodn. from trimethyl-cyano-silane and ketones - including new keto-phosphonate derivs., intermediates for plant protection agents

Publications (2)

Publication Number Publication Date
FR2321484A1 true FR2321484A1 (en) 1977-03-18
FR2321484B1 FR2321484B1 (en) 1977-12-16

Family

ID=9159127

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7525471A Granted FR2321484A1 (en) 1975-08-18 1975-08-18 Cyanohydrins prodn. from trimethyl-cyano-silane and ketones - including new keto-phosphonate derivs., intermediates for plant protection agents

Country Status (1)

Country Link
FR (1) FR2321484A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0011245A1 (en) * 1978-11-11 1980-05-28 Hoechst Aktiengesellschaft Process for the preparation of phosphorus-containing cyanhydrine derivatives and those cyanhydrine derivatives
DE3047024A1 (en) * 1978-11-11 1982-07-22 Hoechst Ag, 6000 Frankfurt Phosphorus-contg. cyanohydrin deriv. prepn. - by reacting phosphinate ester with cyanohydrin deriv. e.g. (meth)acrolein cyanohydrin

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
NEANT *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0011245A1 (en) * 1978-11-11 1980-05-28 Hoechst Aktiengesellschaft Process for the preparation of phosphorus-containing cyanhydrine derivatives and those cyanhydrine derivatives
DE3047024A1 (en) * 1978-11-11 1982-07-22 Hoechst Ag, 6000 Frankfurt Phosphorus-contg. cyanohydrin deriv. prepn. - by reacting phosphinate ester with cyanohydrin deriv. e.g. (meth)acrolein cyanohydrin

Also Published As

Publication number Publication date
FR2321484B1 (en) 1977-12-16

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