GB400069A - Manufacture of nuclear substitution products of acenaphthalic acid and 1:4:5:8-naphthalenetetracarboxylic acid - Google Patents

Manufacture of nuclear substitution products of acenaphthalic acid and 1:4:5:8-naphthalenetetracarboxylic acid

Info

Publication number
GB400069A
GB400069A GB6374/33A GB637433A GB400069A GB 400069 A GB400069 A GB 400069A GB 6374/33 A GB6374/33 A GB 6374/33A GB 637433 A GB637433 A GB 637433A GB 400069 A GB400069 A GB 400069A
Authority
GB
United Kingdom
Prior art keywords
acid
anhydride
mono
acenaphthalic
naphthalenetetracarboxylic
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
GB6374/33A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Publication of GB400069A publication Critical patent/GB400069A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/22—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof from sulfonic acids, by reactions not involving the formation of sulfo or halosulfonyl groups; from sulfonic halides by reactions not involving the formation of halosulfonyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/54—Preparation of carboxylic acid anhydrides
    • C07C51/56—Preparation of carboxylic acid anhydrides from organic acids, their salts, their esters or their halides, e.g. by carboxylation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
    • C07C63/72—Polycyclic acids
    • 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
    • C07C65/01—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 hydroxy or O-metal groups
    • C07C65/105—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 hydroxy or O-metal groups polycyclic
    • C07C65/11—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 hydroxy or O-metal groups polycyclic with carboxyl groups on a condensed ring system containing two rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Acenaphthalic acid is sulphonated or halogenated or simultaneously nitrated and oxidized. The products so obtained may be subjected to further known reactions. In examples: (1) acenaphthalic acid is mono sulphonated with oleum and the potassium salt of the product, or its anhydride isolated by adding potassium chloride; by oxidation with potassium permanganate and acidification it is converted into mono sulpho-1 : 4 : 5 : 8-naphthalenetetracarboxylic acid or its anhydride: (2) mono sulpho - 1 : 4 : 5 : 8 - naphthalenetetracarboxylic acid is subjected to fusion with caustic potash to obtain mono hydroxy-1 : 4 : 5 : 8-naphthalenetetracarboxylic acid: (3) the latter is also obtained from mono sulphoacenaphthalic acid or its anhydride by fusion with caustic potash followed by oxidation with potassium permanganate: (4) acenaphthalic acid is nitrated with a mixture of sulphuric and nitric acids and the product which is precipitated, recrystallized from glacial acetic acid to obtain the anhydride of dinitroacenaphthalic acid; by adding water to the mother liquor dinitro-1 : 4 : 5 : 8-naphthalenetetracarboxylic acid is precipitated, which like the anhydride of dinitroacenaphthalic acid may be reduced to the corresponding amino compound: (5) the hydroxycarboxylic acids obtained according to examples 2 or 3 are alkylated, e.g. with dimethylsulphate: (6) monochloracenaphthalic acid is obtained by chlorinating the parent material with a mixture of phosphorus oxychloride, sulphuryl chloride and phosphorus pentachloride, a little chloroform being added to facilitate stirring: by oxidation with chromic acid anhydride in glacial acetic acid, the anhydride of monochlornaphthalene-1 : 4 : 5 : 8-tetracarboxylic acid is obtained.
GB6374/33A 1932-03-02 1933-03-02 Manufacture of nuclear substitution products of acenaphthalic acid and 1:4:5:8-naphthalenetetracarboxylic acid Expired GB400069A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE400069X 1932-03-02

Publications (1)

Publication Number Publication Date
GB400069A true GB400069A (en) 1933-10-19

Family

ID=6397920

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6374/33A Expired GB400069A (en) 1932-03-02 1933-03-02 Manufacture of nuclear substitution products of acenaphthalic acid and 1:4:5:8-naphthalenetetracarboxylic acid

Country Status (1)

Country Link
GB (1) GB400069A (en)

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