IE39088L - 1,3,4-oxadiazolin-2-one derivatives. - Google Patents

1,3,4-oxadiazolin-2-one derivatives.

Info

Publication number
IE39088L
IE39088L IE740599A IE59974A IE39088L IE 39088 L IE39088 L IE 39088L IE 740599 A IE740599 A IE 740599A IE 59974 A IE59974 A IE 59974A IE 39088 L IE39088 L IE 39088L
Authority
IE
Ireland
Prior art keywords
formula
general formula
oxadiazolin
march
isopropyl
Prior art date
Application number
IE740599A
Other versions
IE39088B1 (en
Original Assignee
Rhone Poulenc Sa
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 Rhone Poulenc Sa filed Critical Rhone Poulenc Sa
Publication of IE39088L publication Critical patent/IE39088L/en
Publication of IE39088B1 publication Critical patent/IE39088B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D271/00Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/101,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
    • C07D271/1131,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1416289 Process for 3-phenyl oxadiazoline derivatives RHONE-POULENC SA 20 March 1974 [22 March 1973] 12458/74 Heading C2C Oxadiazoline derivatives of general formula where R is a C 1-4 straight or branched alkyl radical, are obtained by reducing the nitro group in a compound of general formula to a hydroxylamino group by methods known per se which do not affect the rest of the molecule and converting this novel product of general formula by means of the Bamberger rearrangement to an aminophenol of general formula and converting the latter by methods known per se to the desired product without affecting the rest of the molecule. The reduction step is preferably effected with hydrogen in the presence of a Pd on carbon catalyst at 15-25‹ C. at atmospheric pressure. The Bamberger rearrangement may be performed by treatment with a strong inorganic acid such as H 2 SO 4 at a temperature below 25‹ C. The conversion of the amino phenol of Formula IV into product of Formula I is preferably achieved via the corresponding diazonium salt. The compounds of Formula I may be converted to compounds of formula by reacting with an alkyl halide of formula R<SP>1</SP> 1 X where R<SP>1</SP> 1 is C 1-4 alkyl. 5 - (t - Butyl)- and 5 - isopropyl - 3 - (2 - nitro- 4 - chlorophenyl) - 1,3,4 - oxadiazolin - 2 - one are produced by condensing 2,5-dichloronitrobenzene with 5-(t-butyl)- or 5-isopropyl-1,3,4- oxadiazolin-2-one respectively. [GB1416289A]
IE599/74A 1973-03-22 1974-03-20 Process for the preparation of oxadiazoline derivatives IE39088B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7310291A FR2222378B1 (en) 1973-03-22 1973-03-22

Publications (2)

Publication Number Publication Date
IE39088L true IE39088L (en) 1974-09-22
IE39088B1 IE39088B1 (en) 1978-08-02

Family

ID=9116690

Family Applications (1)

Application Number Title Priority Date Filing Date
IE599/74A IE39088B1 (en) 1973-03-22 1974-03-20 Process for the preparation of oxadiazoline derivatives

Country Status (14)

Country Link
JP (1) JPS5833230B2 (en)
AT (1) AT334369B (en)
BE (1) BE812654A (en)
CA (1) CA1026344A (en)
CH (1) CH591460A5 (en)
DE (1) DE2413938A1 (en)
FR (1) FR2222378B1 (en)
GB (1) GB1416289A (en)
HU (1) HU168296B (en)
IE (1) IE39088B1 (en)
IL (1) IL44467A (en)
IT (1) IT1003804B (en)
NL (1) NL181195C (en)
SU (1) SU635870A3 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0432267Y2 (en) * 1986-03-19 1992-08-03

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3535382A (en) * 1967-11-02 1970-10-20 Cpc International Inc Amino phenol production
FR1559841A (en) * 1968-01-30 1969-03-14
ES403445A1 (en) * 1971-06-02 1975-05-16 Rhone Poulenc Sa 3-(2,4-dichloro-5-propargyloxy-phenyl) oxadiazolone derivatives useful as herbicides
FR2141443B1 (en) * 1971-06-02 1973-06-29 Rhone Poulenc Sa
BE788612A (en) * 1971-09-09 1973-03-08 Rhone Poulenc Sa NEW HERBICIDES

Also Published As

Publication number Publication date
IL44467A (en) 1977-04-29
CA1026344A (en) 1978-02-14
AT334369B (en) 1976-01-10
CH591460A5 (en) 1977-09-15
NL181195B (en) 1987-02-02
FR2222378B1 (en) 1976-11-05
FR2222378A1 (en) 1974-10-18
HU168296B (en) 1976-03-28
NL7403446A (en) 1974-09-24
IT1003804B (en) 1976-06-10
BE812654A (en) 1974-09-23
DE2413938C2 (en) 1987-12-03
JPS5833230B2 (en) 1983-07-18
IE39088B1 (en) 1978-08-02
ATA239774A (en) 1976-05-15
SU635870A3 (en) 1978-11-30
IL44467A0 (en) 1974-06-30
DE2413938A1 (en) 1974-09-26
GB1416289A (en) 1975-12-03
JPS49126678A (en) 1974-12-04
NL181195C (en) 1987-07-01

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