GB417087A - Improvements in the manufacture and production of condensation products - Google Patents

Improvements in the manufacture and production of condensation products

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Publication number
GB417087A
GB417087A GB33153/33A GB3315333A GB417087A GB 417087 A GB417087 A GB 417087A GB 33153/33 A GB33153/33 A GB 33153/33A GB 3315333 A GB3315333 A GB 3315333A GB 417087 A GB417087 A GB 417087A
Authority
GB
United Kingdom
Prior art keywords
acid
anhydride
oxynaphthalic
chloride
phthaloyl
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
GB33153/33A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB417087A publication Critical patent/GB417087A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/32—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
    • C07C65/40—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups containing singly bound oxygen-containing groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

3-Hydroxy naphthalic anhydride is condensed with phthalic acid or a halogenated phthalic acid or anhydride or chloride of such acid in presence of an acid condensing agent to give 4,5-phthaloyl-3-oxynaphthalic acid derivatives. The acid condensing agent is preferably of the Friedel-Crafts' type. Reaction may be carried out in the presence or absence of solvents and at temperatures preferably between 220--260 DEG C.; by reacting for a short time below 200 DEG C. products of the nature of a -naphthoylbenzoic acids may be obtained which further condense to the above phthaloyl derivatives on more energetic treatment. The resulting products may be further treated with alkaline oxidizing agents or with further acid condensing agents such as sulphuric acid to give benzanthrone and benzanthraquinone carboxylic acid derivatives. In examples: (1) phthalic anhydride and 3-oxynaphthalic anhydride are condensed together in presence of aluminium chloride to give 4,5-phthaloyl-3-oxynaphthalic anhydride; on treating this with alkaline permanganate b z3-oxybenzanthrone-2.b z1-dicarboxylic acid acid is obtained, while treatment with strong sulphuric acid yields b z2-oxy-1,2-benzanthraquinone-3-b z4-dicarboxylic acid; (2) 4-chlorphthalic anhydride is condensed with 3-oxynaphthalic anhydride in presence of aluminium chloride to give a chloro - 4.5 - phthaloyl - 3 - oxynaphthalic anhydride; treatment of this with alkaline ferricyanide yields a chloro-b z3-oxybenzanthrone-2-b z1-dicarboxylic acid. Specifications 288,985 and 304,263, [both in Class 2 (iii)], are referred to. The Specification as open to public inspection under Sect. 91 comprises the condensation of 3-oxynaphthalic anhydride with an aromatic o-dicarboxylic acid which may be substituted in the aromatic nucleus by halogen and/or alkyl groups or an anhydride or chloride of such acid in the presence of a condensing agent. The use of naphthalene-2,3-dicarboxylic acid as a reaction component and of boron fluoride, ferric chloride, zinc chloride and sulphuric-boric acid mixture as condensing agents is referred to and three additional examples illustrating the condensation of phthalic anhydride with 3-oxynaphthalic anhydride are given. This subject-matter does not appear in the Specification as accepted.
GB33153/33A 1932-12-03 1933-11-27 Improvements in the manufacture and production of condensation products Expired GB417087A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE417087X 1932-12-03

Publications (1)

Publication Number Publication Date
GB417087A true GB417087A (en) 1934-09-27

Family

ID=6448666

Family Applications (1)

Application Number Title Priority Date Filing Date
GB33153/33A Expired GB417087A (en) 1932-12-03 1933-11-27 Improvements in the manufacture and production of condensation products

Country Status (1)

Country Link
GB (1) GB417087A (en)

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