GB1365996A - Process for the preparation of dibenzoxazole-substituted thiophene and furan - Google Patents

Process for the preparation of dibenzoxazole-substituted thiophene and furan

Info

Publication number
GB1365996A
GB1365996A GB2471372A GB2471372A GB1365996A GB 1365996 A GB1365996 A GB 1365996A GB 2471372 A GB2471372 A GB 2471372A GB 2471372 A GB2471372 A GB 2471372A GB 1365996 A GB1365996 A GB 1365996A
Authority
GB
United Kingdom
Prior art keywords
thiophene
prepared
reacting
nitro
potassium
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
GB2471372A
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.)
Kodak Ltd
Original Assignee
Kodak Ltd
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 Kodak Ltd filed Critical Kodak Ltd
Priority to GB2471372A priority Critical patent/GB1365996A/en
Publication of GB1365996A publication Critical patent/GB1365996A/en
Expired legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
    • G03C1/815—Photosensitive materials characterised by the base or auxiliary layers characterised by means for filtering or absorbing ultraviolet light, e.g. optical bleaching
    • G03C1/8155—Organic compounds therefor
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/13—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups
    • C07C205/20—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C07C205/21—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C205/22—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by hydroxy groups having nitro groups and hydroxy groups bound to carbon atoms of six-membered aromatic rings having nitro groups and hydroxy groups bound to carbon atoms of the same non-condensed six-membered aromatic ring having one nitro groups bound to the ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

1365996 Thiophene and furan derivatives KODAK Ltd 11 May 1973 [25 May 1972] 24713/72 Heading C2C A process for the production of thiophene and furan derivatives of the general formula wherein R 1 and R 2 are hydrogen atoms or alkyl groups; X is an oxygen or sulphur atom and Z 1 and Z 2 each represent an optionally substituted benzoxazole group, comprises reacting a compound of the formula wherein Y 1 and Y 2 represent the atoms necessary to complete an optionally substituted benzene ring, with a trialkyl phosphite in an inert solvent, the molar ratio of the trialkyl phosphite to the compound of the above formula being at least 6 : 1. The inert solvent is suitably t-butyl benzene or ethyl benzoate and the reaction is preferably carried out under an inert atmosphere. Example I describes the preparation of 2,5-dibenzoxazol-2-yl-thiophene via thefollowing intermediates: 2 - nitro - 4,6 - di - t - pentylphenol prepared by reacting 2,4-di-t-pentylphenol with concentrated nitric acid. Potassium 2 - nitro - 4,6 - di - t - pentylphenate prepared by reacting the above phenol with potassium hydroxide. 2,5-Dichlorocarbonylthiophene prepared by reacting 2,5-dicarboxythiophene with thionyl chloride. 2,5-di-(2-nitro- 4,6 - di - t - pentylphenoxycarbonyl)thiophene prepared by reacting potassium 2-nitro-4,6-di-tpentylphenate with 2,5-dichlorocarbonylthiophene. Example II describes the preparation of 2,5-dibenzoxazol-2-yl-thiophene via the following intermediates prepared in a similar manner to the above: potassium 2-nitrophenate and 2,5- di-(2-nitrophenoxycarbonyl)thiophene. The compounds of the invention may be used as optical brightening agents for photographic and polymeric materials.
GB2471372A 1973-05-11 1973-05-11 Process for the preparation of dibenzoxazole-substituted thiophene and furan Expired GB1365996A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2471372A GB1365996A (en) 1973-05-11 1973-05-11 Process for the preparation of dibenzoxazole-substituted thiophene and furan

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2471372A GB1365996A (en) 1973-05-11 1973-05-11 Process for the preparation of dibenzoxazole-substituted thiophene and furan

Publications (1)

Publication Number Publication Date
GB1365996A true GB1365996A (en) 1974-09-04

Family

ID=10216068

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2471372A Expired GB1365996A (en) 1973-05-11 1973-05-11 Process for the preparation of dibenzoxazole-substituted thiophene and furan

Country Status (1)

Country Link
GB (1) GB1365996A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6465162B1 (en) 2000-08-15 2002-10-15 Eastman Kodak Company Photothermographic materials containing backside image stabilizing compounds

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6465162B1 (en) 2000-08-15 2002-10-15 Eastman Kodak Company Photothermographic materials containing backside image stabilizing compounds

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees