GB467549A - The manufacture of condensation products of the diphenylamine series - Google Patents

The manufacture of condensation products of the diphenylamine series

Info

Publication number
GB467549A
GB467549A GB32573/36A GB3257336A GB467549A GB 467549 A GB467549 A GB 467549A GB 32573/36 A GB32573/36 A GB 32573/36A GB 3257336 A GB3257336 A GB 3257336A GB 467549 A GB467549 A GB 467549A
Authority
GB
United Kingdom
Prior art keywords
nitrobenzene
chloro
yield
nitrodiphenylamine
sulphone
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
GB32573/36A
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 GB467549A publication Critical patent/GB467549A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B51/00—Nitro or nitroso dyes

Abstract

1 - Halogen - 2 - nitrobenzene - 4 - alkylsulphones are condensed with primary amines of the benzene series, whereby diphenylamine derivatives useful for colouring lacquers or dyeing acetate artificial silk in yellow to orange shades are obtained. Examples are given in which (1) 1-chloro-2-nitrobenzene-4-methylsulphone and aniline (or 4-methoxyaniline) yield 2-nitro-(or 4<1>-methoxy-2-nitro-)diphenylamine-4-methylsulphone; (2) 1-chloro-2-nitrobenzene-4-ethyl-(or butyl-)sulphone and aniline yield 2-nitrodiphenylamine-4-ethyl- (or butyl-) sulphone; (3) 1-chloro-2-nitrobenzene-4-ethylsulphone and 4-aminophenol yield 4<1>-hydroxy - 2 - nitrodiphenylamine - 4 - ethylsulphone; (4) 1-chloro-2-nitrobenzene-4-propylsulphone and p-toluidine yield 4<1>-methyl-2-nitrodiphenylamine-4-propylsulphone. The specified 1-halogen-2-nitrobenzene-4-alkylsulphones are obtainable from 1-chlorobenzene-4-sulphochloride (a) by reducing this to 4-chlorothiophenol, alkylating the latter, oxidizing the thioether to the sulphone, and finally nitrating, or (b) by reducing the sulphochloride to 1-chlorobenzene-4-sulphinic acid, alkylating the latter, and finally nitrating.
GB32573/36A 1935-11-28 1936-11-27 The manufacture of condensation products of the diphenylamine series Expired GB467549A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE467549X 1935-11-28

Publications (1)

Publication Number Publication Date
GB467549A true GB467549A (en) 1937-06-18

Family

ID=6540713

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32573/36A Expired GB467549A (en) 1935-11-28 1936-11-27 The manufacture of condensation products of the diphenylamine series

Country Status (1)

Country Link
GB (1) GB467549A (en)

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