GB427733A - Improvements in the manufacture and production of nitrogenous condensation products - Google Patents

Improvements in the manufacture and production of nitrogenous condensation products

Info

Publication number
GB427733A
GB427733A GB2896633A GB2896633A GB427733A GB 427733 A GB427733 A GB 427733A GB 2896633 A GB2896633 A GB 2896633A GB 2896633 A GB2896633 A GB 2896633A GB 427733 A GB427733 A GB 427733A
Authority
GB
United Kingdom
Prior art keywords
amino
chloro
benzacridine
aminoanthraquinone
quinone
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
GB2896633A
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
Priority to GB2896633A priority Critical patent/GB427733A/en
Publication of GB427733A publication Critical patent/GB427733A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/18—Ring systems of four or more rings

Landscapes

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

Abstract

A mo-halogenacridine is condensed with a compound of the anthraquinone series having at least one exchangeable hydrogen atom attached to nitrogen and containing at least one keto group. Starting materials comprise on the one hand 9-chloracridine, 9-bromacridine, ms-chlorphthaloylacridines, ms-chlorbenzacridine quinones (derived by condensing a -naphthoquinones with o-anthranilic acid, ring-closing by means of sulphuric acid, followed by treatment with phosphorus pentachloride or thionylchloride) and substitution products and homologues thereof, and on the other hand amino anthraquinones, aminobenzanthrones, ammodibenzanthrones, aminopyranthrones, aminoanthanthrones and aminoanthrapyrimidones and their homologues and substitution products. Condensation is preferably effected in presence of an organic diluent and an acid binding agent. In examples (1) 9-chloracridine is condensed with 1-aminoanthraquinone, 2-aminoanthraquinone, 1-amino-4- (or 5-)-benzoylaminoanthraquinone 1 - amino - 4 - methoxyanthraquinone, 1,4-, 1,5-, or 2,6-diaminoanthraquinone : (2) ms - chloro - 2,3-benzacridine - 1,4 - quinone is condensed with 2 - aminoanthraquinone (dyes reddish-yellow shades on cotton from the vat); if in this reaction ms-chloro - 7 - chloro - 2,3 - benzacridine - 1,4 - quinone (derived by condensing a -naphthoquinone with 2 - amino - 4 - chlorbenzene carboxylic acid, ring-closing and treating with phosphorus pentachloride) or ms-chloro-7-methyl-2,3-benzacridine - 1.4 - quinone (derived similarly from a -naphthoquinone and 2 - amino - 4 - methylbenzene carboxylic acid) is used instead yellow vat dyes are obtained : instead of 2 - aminoanthraquinone 1,3-, 1,4-, 1,5- or 2,6-diaminoanthraquinone, 1-aminoanthraquinone, 1-amino-6 (or 5-)-benzoylaminoanthraquinone, 1 - amino - 4 - methoxyanthraquinone or their derivatives may be used : (3) ms-chlor - 2,3 - benzacridine - 1,4 - quinone is condensed with aminodibenzanthrone (prepared by nitrating dibenzanthrone and reducing) (dyes grey-black); ms - chloro - 7 - chloro - 2,3 - benzacridine - 1,4 - quinone or ms-chloro-7-methyl-2,3-benzacridine-1,4-quinone may be used instead and aminoanthanthrone or aminobenzanthrone may replace amino-dibenzanthrone: (4) anthraquinone 1(N)-2-acridine is treated with thionyl chloride in nitrobenzene, and 2-aminoanthraquinone then added and condensation effected. The products are either dyes or intermediates. Specification 407,363 is disclaimed.
GB2896633A 1933-10-19 1933-10-19 Improvements in the manufacture and production of nitrogenous condensation products Expired GB427733A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2896633A GB427733A (en) 1933-10-19 1933-10-19 Improvements in the manufacture and production of nitrogenous condensation products

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2896633A GB427733A (en) 1933-10-19 1933-10-19 Improvements in the manufacture and production of nitrogenous condensation products

Publications (1)

Publication Number Publication Date
GB427733A true GB427733A (en) 1935-04-23

Family

ID=10284080

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2896633A Expired GB427733A (en) 1933-10-19 1933-10-19 Improvements in the manufacture and production of nitrogenous condensation products

Country Status (1)

Country Link
GB (1) GB427733A (en)

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