GB1417411A - Method of producing cyclic imidic acid esters - Google Patents

Method of producing cyclic imidic acid esters

Info

Publication number
GB1417411A
GB1417411A GB5462172A GB5462172A GB1417411A GB 1417411 A GB1417411 A GB 1417411A GB 5462172 A GB5462172 A GB 5462172A GB 5462172 A GB5462172 A GB 5462172A GB 1417411 A GB1417411 A GB 1417411A
Authority
GB
United Kingdom
Prior art keywords
oxazoline
acid esters
imidic acid
cyclohexen
oxazine
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
GB5462172A
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.)
Veba Oel AG
Original Assignee
Veba Oel 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 Veba Oel AG filed Critical Veba Oel AG
Publication of GB1417411A publication Critical patent/GB1417411A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/10—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/10—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D263/12—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with radicals containing only hydrogen and carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
    • C07D265/06—1,3-Oxazines; Hydrogenated 1,3-oxazines not condensed with other rings
    • C07D265/08—1,3-Oxazines; Hydrogenated 1,3-oxazines not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D269/00—Heterocyclic compounds containing rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms according to more than one of groups C07D261/00 - C07D267/00
    • C07D269/02—Heterocyclic compounds containing rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms according to more than one of groups C07D261/00 - C07D267/00 having the hetero atoms in positions 1 and 3

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)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1417411 Cyclic imidic acid esters VEBACHEMIE AG 27 Nov 1972 [26 Nov 1971] 54621/72 Heading C2C The invention comprises 2-m-(tolyl)-#2-oxazoline and 2-cyclohexen-3-yl-#2-oxazoline and also a method of producing cyclic imidic acid esters of the general Formula (I) in which n is 1 or 2, R is an aliphatic, cycloaliphatic, araliphatic, heterocyclic or aromatic radical or the radical (II) R<SP>1</SP> and R<SP>11</SP> are hydrogen, halogen, alkyl, aryl, aralkyl, cycloalkyl, OH, COOH or CN and R<SP>111</SP> is an alkylene or alkenylene group, cycloalkylene or arylene with one or more substituents by reaction of mono- or dinitriles with optionally C-substituted C 2 - or C 3 -aminoalkanols the reaction being carried out in the presence of ammonium, sodium and/or potassium salts of organic and/or inorganic acids as catalysts. Examples describe the preparation of (a) p-phenylene-bis-2,2<SP>1</SP>-(#2-oxazoline), (b) 2-phenyl-#2- oxazoline, (c) 2-phenyl-4H-5,6-dihydro-1,3-oxazine, (d) 2-(p-tolyl)-A2-oxazoline and 2-(mtolyl) - #2 - oxazoline, (e) 2 - cyclohexen - 3- yl - #2 - oxazoline, (f) tetramethylene - bisoxazoline with some 2-(4-cyanbutyl)-A2-oxazoline, (g) 2-methyl-#2-oxazoline, (h) 2-ethyl- #2 - oxazoline, (j) 2 - (pyridyl - 3) - #2 - oxazoline, (k) 2-ethyl-4H-5,6-dihydro-1,3-oxazine, and (1) 2-(4-chlorobenzyl)-A2-oxazoline.
GB5462172A 1971-11-26 1972-11-27 Method of producing cyclic imidic acid esters Expired GB1417411A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19712158615 DE2158615A1 (en) 1971-11-26 1971-11-26 Process for the preparation of cyclic imide acid esters

Publications (1)

Publication Number Publication Date
GB1417411A true GB1417411A (en) 1975-12-10

Family

ID=5826181

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5462172A Expired GB1417411A (en) 1971-11-26 1972-11-27 Method of producing cyclic imidic acid esters

Country Status (5)

Country Link
BE (1) BE791871A (en)
DE (1) DE2158615A1 (en)
FR (1) FR2175387A5 (en)
GB (1) GB1417411A (en)
NL (1) NL7215959A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8063205B2 (en) 2005-09-01 2011-11-22 National University Corporation Hokkaido University Method for producing 2-oxazoline analogue or 1,3-oxazine analogue
US9173396B2 (en) 2010-10-22 2015-11-03 Bayer Intellectual Property Gmbh Heterocyclic compounds as pesticides

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10360757A1 (en) * 2003-12-23 2005-07-28 Degussa Ag Process for the preparation of phenylenebisoxazolines

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8063205B2 (en) 2005-09-01 2011-11-22 National University Corporation Hokkaido University Method for producing 2-oxazoline analogue or 1,3-oxazine analogue
US9173396B2 (en) 2010-10-22 2015-11-03 Bayer Intellectual Property Gmbh Heterocyclic compounds as pesticides

Also Published As

Publication number Publication date
BE791871A (en) 1973-03-16
NL7215959A (en) 1973-05-29
DE2158615A1 (en) 1973-05-30
FR2175387A5 (en) 1973-10-19

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee