GB1503931A - 2,3-dihaloalkanoyl isocyanates and their use in the production of ureas and urethanes - Google Patents

2,3-dihaloalkanoyl isocyanates and their use in the production of ureas and urethanes

Info

Publication number
GB1503931A
GB1503931A GB208475A GB208475A GB1503931A GB 1503931 A GB1503931 A GB 1503931A GB 208475 A GB208475 A GB 208475A GB 208475 A GB208475 A GB 208475A GB 1503931 A GB1503931 A GB 1503931A
Authority
GB
United Kingdom
Prior art keywords
isocyanates
formula
dihalo
alkanoyl
propionyl
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
GB208475A
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.)
Bayer AG
Original Assignee
Bayer 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
Priority claimed from DE2402578A external-priority patent/DE2402578A1/en
Priority claimed from DE19742457673 external-priority patent/DE2457673A1/en
Application filed by Bayer AG filed Critical Bayer AG
Publication of GB1503931A publication Critical patent/GB1503931A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C265/00—Derivatives of isocyanic acid
    • C07C265/16—Derivatives of isocyanic acid having isocyanate groups acylated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C263/00—Preparation of derivatives of isocyanic acid
    • C07C263/10—Preparation of derivatives of isocyanic acid by reaction of amines with carbonyl halides, e.g. with phosgene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
    • C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
    • C07C273/1818—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
    • C07C273/1827—X being H

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

1503931 2,3-Dihalo alkanoyl isocyanates BAYER AG 17 Jan 1975 [6 Dec 1974 19 Jan 1974] 2084/75 Heading C2C 2,3-Dihalo-alkanoyl isocyanates of general formula in which Hal is Cl or Br and R 1 , R 2 and R 3 , same or different, are each H or alkyl groups, are prepared by reacting a compound of general formula with Cl 2 or Br 2 and reacting the resulting product with oxalyl chloride, optionally without first isolating it. Radicals R 1 , R 2 and R 3 are preferably straight or branched chain alkyl groups of up to 6C atoms, e.g. methyl or ethyl groups. Amongst numerous examples the compounds 2,3-dibromo- or 2,3-dichloro-propionyl isocyanate and 2,3-dichloro-butyryl isocyanate are prepared. 2,3 - Dihalo - alkanoyl[thio]urethanes of general formula in which R 4 is optionally substituted aryl, benzyl or alkyl and X is O or S are obtained by reacting the novel isocyanates of Formula I with compounds of formula R<SP>4</SP>XH. Amongst numerous examples O-phenyl-N-(2,3-dibromopropionyl) urethane and S-(4-chlorophenyl)-N- (2,3-dichloro-propionyl)-urethane are prepared. 2,3-Dihalo-alkanoyl-ureas are obtained by reacting the novel isocyanates of Formula I with amines. Amongst numerous examples the ureas N - phenyl - N<SP>1</SP> - (2,3 - dibromo - propionyl) urea and N-[benzothiazolyl-(2)]-N<SP>1</SP>- (2,3-dibromo-propionyl) urea are obtained. Fungitoxic agents comprise active urethanes of formula together with conventional diluents.
GB208475A 1974-01-19 1975-01-17 2,3-dihaloalkanoyl isocyanates and their use in the production of ureas and urethanes Expired GB1503931A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2402578A DE2402578A1 (en) 1974-01-19 1974-01-19 Halogenated acylisocyanates - prepd. by reacting unsatd. amides with halogens and reacting prods. with oxalyl chloride
DE19742457673 DE2457673A1 (en) 1974-12-06 1974-12-06 Substd. 2,3-dihalopropionyl isocyanates - fungicides and fungicide intermediates

Publications (1)

Publication Number Publication Date
GB1503931A true GB1503931A (en) 1978-03-15

Family

ID=25766481

Family Applications (1)

Application Number Title Priority Date Filing Date
GB208475A Expired GB1503931A (en) 1974-01-19 1975-01-17 2,3-dihaloalkanoyl isocyanates and their use in the production of ureas and urethanes

Country Status (6)

Country Link
JP (1) JPS50111024A (en)
DK (1) DK13275A (en)
FR (1) FR2258373B1 (en)
GB (1) GB1503931A (en)
LU (1) LU71672A1 (en)
NL (1) NL7500530A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2426919A1 (en) * 1978-05-26 1979-12-21 Thomson Csf Light source to multimode optical fibre coupler - has incoming monomode fibres conically tapered and attached around circumference of common fibre

Also Published As

Publication number Publication date
DK13275A (en) 1975-09-15
FR2258373B1 (en) 1979-02-23
JPS50111024A (en) 1975-09-01
NL7500530A (en) 1975-07-22
LU71672A1 (en) 1975-12-09
FR2258373A1 (en) 1975-08-18

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Legal Events

Date Code Title Description
CSNS Application of which complete specification have been accepted and published, but patent is not sealed