GB1473704A - styrylbenzoxazoles and their use as optical brighteners - Google Patents

styrylbenzoxazoles and their use as optical brighteners

Info

Publication number
GB1473704A
GB1473704A GB2739174A GB2739174A GB1473704A GB 1473704 A GB1473704 A GB 1473704A GB 2739174 A GB2739174 A GB 2739174A GB 2739174 A GB2739174 A GB 2739174A GB 1473704 A GB1473704 A GB 1473704A
Authority
GB
United Kingdom
Prior art keywords
group
compound
radical
formula
carbon atoms
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
GB2739174A
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.)
Hoechst AG
Original Assignee
Hoechst 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 Hoechst AG filed Critical Hoechst AG
Publication of GB1473704A publication Critical patent/GB1473704A/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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton

Abstract

1473704 Styryl-benzoxazole derivatives HOECHST AG 20 June 1974 [20 June 1973] 27391/74 Heading C2C Novel styryl-benzoxazole derivatives having the general formula wherein R<SP>1</SP> and R<SP>2</SP>, which may be the same or different, each represents a hydrogen or halogen atom or a lower alkyl or lower alhoxy radical or a cycloalkyl radical of from 4 to 8 carbon atoms or a phenyl radical wherein the alkyl, alkoxy, cycloalkyl and phenyl radicals may each be unsubstituted or substituted by one or more of the same or different non-chromophoric substituents or R<SP>1</SP> and R<SP>2</SP>, being attached to adjacent carbon atoms of the benzoxazole ring, together represent an alkylene radical of 3 or 4 carbon atoms or form, together with the two carbon atoms of the benzoxazole ring, a fused benzene ring; R<SP>3</SP> represents a hydrogen or halogen atom or a lower alkyl or lower alkoxy radical; X represents a lower alkoxy, acyloxy or acylamino group, which groups may be unsubstituted or substituted by one or more of the same or different non-chromophoric substituents; and Y represents a free or functionally modified carboxy group or a lower alkanoyl group, are prepared by either (a) reacting a compound of the formula wherein R<SP>8</SP> and R<SP>9</SP> are independently lower alkyl, (C 4 -C 8 )-cycloalkyl or phenyl, and are bound directly or via an oxygen atom to the phosphorus atom, with a compound of the formula or (b) by reacting a compound of the formula with an activated derivative of the formula wherein X is as defined above or a nitro group, and cyclizing the so-obtained acylamino compound, and if X represents a nitro group, reducing the nitro group to an amino group and acylating the amino group to obtain a compound in which X represents an acylamino group as defined above. In process (b), the activated derivative is suitably an acid halide and the cyclization is preferably carried out in the presence of an acid condensation agent at a temperature of from 180‹ to 250‹ C. The novel compounds may be used as optical brightening agents.
GB2739174A 1973-06-20 1974-06-20 styrylbenzoxazoles and their use as optical brighteners Expired GB1473704A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19732331444 DE2331444A1 (en) 1973-06-20 1973-06-20 NEW STYRYL BENZOXAZOLE, PROCESS FOR THEIR PRODUCTION AND THEIR USE AS AN OPTICAL LIGHTENING AGENT

Publications (1)

Publication Number Publication Date
GB1473704A true GB1473704A (en) 1977-05-18

Family

ID=5884587

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2739174A Expired GB1473704A (en) 1973-06-20 1974-06-20 styrylbenzoxazoles and their use as optical brighteners

Country Status (9)

Country Link
JP (1) JPS5034028A (en)
BE (1) BE816634A (en)
BR (1) BR7405023D0 (en)
CH (2) CH586686A5 (en)
DE (1) DE2331444A1 (en)
FR (1) FR2234299B1 (en)
GB (1) GB1473704A (en)
IT (1) IT1015167B (en)
NL (1) NL7408000A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0219436A2 (en) * 1985-10-16 1987-04-22 Mitsubishi Kasei Corporation Thiazole derivative and leukotriene antagonist containing the same as the effective ingredients
EP0287471A2 (en) * 1987-04-16 1988-10-19 Mitsubishi Kasei Corporation Carboxystyrene derivatives and drugs containing them as effective ingredients
US8012967B2 (en) 2006-09-30 2011-09-06 University Of Strathclyde Minor groove binders
AU2005312721B2 (en) * 2004-12-07 2011-09-08 Toyama Chemical Co., Ltd. Novel anthranilic acid derivative or salt thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8327467B2 (en) 2005-03-16 2012-12-11 Toyama Chemical Co., Ltd. Anthranilic acid derivative or salt thereof
US8546586B2 (en) * 2009-04-28 2013-10-01 Wako Pure Chemical Industries, Ltd. Pyrazole-based cyanine dye containing quaternary ammonium cation

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB967483A (en) * 1961-09-12
GB1007017A (en) * 1961-11-17 1965-10-13 American Cyanamid Co 2-styrylbenzoxazole brighteners

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0219436A2 (en) * 1985-10-16 1987-04-22 Mitsubishi Kasei Corporation Thiazole derivative and leukotriene antagonist containing the same as the effective ingredients
EP0219436A3 (en) * 1985-10-16 1989-12-27 Mitsubishi Kasei Corporation Thiazole derivative and leukotriene antagonist containing the same as the effective ingredients
EP0287471A2 (en) * 1987-04-16 1988-10-19 Mitsubishi Kasei Corporation Carboxystyrene derivatives and drugs containing them as effective ingredients
EP0287471A3 (en) * 1987-04-16 1989-03-01 Mitsubishi Chemical Industries Limited Carboxystyrene derivatives and drugs containing them as effective ingredients
US4925861A (en) * 1987-04-16 1990-05-15 Mitsubishi Kasei Corporation Carboxystyrene derivatives and drugs containing them as effective ingredients
AU2005312721B2 (en) * 2004-12-07 2011-09-08 Toyama Chemical Co., Ltd. Novel anthranilic acid derivative or salt thereof
AU2005312721B9 (en) * 2004-12-07 2012-08-02 Toyama Chemical Co., Ltd. Novel anthranilic acid derivative or salt thereof
US8012967B2 (en) 2006-09-30 2011-09-06 University Of Strathclyde Minor groove binders

Also Published As

Publication number Publication date
BE816634A (en) 1974-12-20
BR7405023D0 (en) 1975-01-21
FR2234299B1 (en) 1977-10-07
CH586686A5 (en) 1977-04-15
FR2234299A1 (en) 1975-01-17
DE2331444A1 (en) 1975-01-23
CH833474A4 (en) 1977-01-31
NL7408000A (en) 1974-12-24
IT1015167B (en) 1977-05-10
JPS5034028A (en) 1975-04-02

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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