GB639367A - Manufacture of halogenated amines - Google Patents

Manufacture of halogenated amines

Info

Publication number
GB639367A
GB639367A GB15161/48A GB1516148A GB639367A GB 639367 A GB639367 A GB 639367A GB 15161/48 A GB15161/48 A GB 15161/48A GB 1516148 A GB1516148 A GB 1516148A GB 639367 A GB639367 A GB 639367A
Authority
GB
United Kingdom
Prior art keywords
nitraniline
acid
sulphonic acid
sulphonating
sulphuric
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
GB15161/48A
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.)
Acordis UK Ltd
Original Assignee
British Celanese 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 British Celanese Ltd filed Critical British Celanese Ltd
Publication of GB639367A publication Critical patent/GB639367A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C201/00Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
    • C07C201/06Preparation of nitro compounds
    • C07C201/08Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/07Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms
    • C07C205/11Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings
    • C07C205/12Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings the six-membered aromatic ring or a condensed ring system containing that ring being substituted by halogen atoms

Landscapes

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

Abstract

2 : 6-Dichloro- and 2 : 6-dibromo-4-nitraniline are manufactured by chlorinating or brominating p-nitraniline-o-sulphonic acid in aqueous acid (e.g. sulphuric or hydrochloric acid) solution in two stages, the first at such low temperature (e.g. 0-10 DEG C.) that the p-nitraniline-o-sulphonic acid is converted substantially into 6-chloro- or 6 - bromo - 4 - nitraniline - 2 - sulphonic acid, and the second at sufficiently high temperature (e.g. 50-60 DEG C.) to effect the replacement of the sulpho group by chlorine or bromine. Detailed examples are given. p-Nitraniline-o-sulphonic acid is obtainable by sulphonating p-nitraniline with concentrated sulphuric acid (in which case the sulphonation mixture, after dilution with water, may be directly subjected to the halogenation process), or by sulphonating p-nitrochlorobenzene with oleum and treating the resulting 5-nitro-2-chlorobenzenesulphonic acid with concentrated ammonia solution.
GB15161/48A 1947-06-07 1948-06-04 Manufacture of halogenated amines Expired GB639367A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US639367XA 1947-06-07 1947-06-07

Publications (1)

Publication Number Publication Date
GB639367A true GB639367A (en) 1950-06-28

Family

ID=22052473

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15161/48A Expired GB639367A (en) 1947-06-07 1948-06-04 Manufacture of halogenated amines

Country Status (1)

Country Link
GB (1) GB639367A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0161650A1 (en) * 1984-05-18 1985-11-21 Hoechst Aktiengesellschaft Process for preparing 2,6-dichloro-4-nitro-aniline

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0161650A1 (en) * 1984-05-18 1985-11-21 Hoechst Aktiengesellschaft Process for preparing 2,6-dichloro-4-nitro-aniline

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