GB1272134A - Process for the manufacture of aryloxazoles - Google Patents

Process for the manufacture of aryloxazoles

Info

Publication number
GB1272134A
GB1272134A GB48596/69A GB4859669A GB1272134A GB 1272134 A GB1272134 A GB 1272134A GB 48596/69 A GB48596/69 A GB 48596/69A GB 4859669 A GB4859669 A GB 4859669A GB 1272134 A GB1272134 A GB 1272134A
Authority
GB
United Kingdom
Prior art keywords
benzoxazolyl
aryloxazoles
compound
thiophene
oct
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
GB48596/69A
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.)
Novartis AG
Original Assignee
Ciba Geigy 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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1272134A publication Critical patent/GB1272134A/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
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D263/57—Aryl or substituted aryl radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/62—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems having two or more ring systems containing condensed 1,3-oxazole rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/62—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems having two or more ring systems containing condensed 1,3-oxazole rings
    • C07D263/64—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems having two or more ring systems containing condensed 1,3-oxazole rings linked in positions 2 and 2' by chains containing six-membered aromatic rings or ring systems containing such rings

Landscapes

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

Abstract

1,272,134. Aryloxazoles. CIBA-GEIGY A.G. 2 Oct., 1969 [7 Oct., 1968], No. 48596/69. Addition to 1,218,198. Heading C2C. Aryloxazoles are prepared by reacting in an inert solvent (a) an o-hydroxy-aminoaryl compound with (b) an aliphatic dicarboxylic acid containing at least 4 carbon atoms or a mono- or di-carboxylic acid containing 1 or 2 five- or six-membered carbocyclic or heterocyclic rings in the presence of (c) a small amount of boric acid, and (d) less than a stoichiometric amount of a nitrogen base which is a secondary or tertiary, cyclic, non-aromatic nitrogen base; a primary or secondary aminobenzene; a primary or secondary, aliphatic or cycloaliphatic amine; or a basic nitrogen compound containing at least one group of formula by first heating the reaction mixture to a temperature of 150-200‹ C., and then gradually increasing the temperature to at least 200‹ C. Lists of starting materials are given and detailed examples describe the preparation of (a) 2,5-di- [benzoxazolyl - (2<SP>1</SP>)] thiophene; (b) 2,5 - di- [5<SP>1</SP> - tert. - butylbenzoxazolyl - (2<SP>1</SP>)] - thiophene; (c) 2 - (41 - methylphenyl) - 5 - tert. - butylbenzoxazole; (d) 4-benzoxazolyl-(2)-diphenyl- (1,11); (e) 2,5-di-[benzoxazolyl-(2<SP>1</SP>)]-furane; (f) 1,2 - di - [benzoxazolyl - (2<SP>1</SP>)]- ethane; (g) 1,4- di - [benzoxazolyl-(21)]-benzene; (h) 1,4-di- [benzoxazolyl-(21)]-naphthalene; and (j) the compound of formula
GB48596/69A 1968-10-07 1969-10-02 Process for the manufacture of aryloxazoles Expired GB1272134A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH1493268A CH514616A (en) 1968-10-07 1968-10-07 Process for the preparation of arylene oxazoles

Publications (1)

Publication Number Publication Date
GB1272134A true GB1272134A (en) 1972-04-26

Family

ID=4404963

Family Applications (1)

Application Number Title Priority Date Filing Date
GB48596/69A Expired GB1272134A (en) 1968-10-07 1969-10-02 Process for the manufacture of aryloxazoles

Country Status (8)

Country Link
US (1) US3678042A (en)
BE (1) BE739878A (en)
CH (1) CH514616A (en)
DE (1) DE1949334A1 (en)
FR (1) FR2020034A1 (en)
GB (1) GB1272134A (en)
NL (1) NL6915094A (en)
SE (1) SE362431B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114591316A (en) * 2022-03-14 2022-06-07 黄石市利福达医药化工有限公司 Preparation method of 2, 5-bis (benzoxazole-2-) furan

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL37633A (en) * 1970-09-10 1975-08-31 Merck & Co Inc 2-(4-(2-benzoxazolyl)phenyl)alkanoic acid derivatives
FR2521994A1 (en) * 1982-02-23 1983-08-26 Ugine Kuhlmann PROCESS FOR THE PREPARATION OF BENZOXAZOLONE-2 AND DERIVATIVES FROM ORTHONITROPHENOLS AND CARBON MONOXIDE
US4921964A (en) * 1989-03-01 1990-05-01 Eastman Kodak Company Process for the preparation of stilbene derivatives

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL268089A (en) * 1960-08-11
BE612775A (en) * 1961-01-19
NL285932A (en) * 1961-11-27
DE1419330A1 (en) * 1962-06-09 1970-02-19 Hoechst Ag Optical brighteners
CH426721A (en) * 1964-06-19 1967-06-30 Ciba Geigy Use of oxazole compounds as optical brightening agents for textile materials made of polyesters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114591316A (en) * 2022-03-14 2022-06-07 黄石市利福达医药化工有限公司 Preparation method of 2, 5-bis (benzoxazole-2-) furan

Also Published As

Publication number Publication date
NL6915094A (en) 1970-04-09
US3678042A (en) 1972-07-18
FR2020034A1 (en) 1970-07-10
CH514616A (en) 1971-10-31
DE1949334A1 (en) 1970-04-16
SE362431B (en) 1973-12-10
BE739878A (en) 1970-04-06

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees