GB998656A - Process for the manufacture of ortho-aminophenol-ª‰-hydroxyethyl-sulphone sulphuric acid esters - Google Patents

Process for the manufacture of ortho-aminophenol-ª‰-hydroxyethyl-sulphone sulphuric acid esters

Info

Publication number
GB998656A
GB998656A GB3608961A GB3608961A GB998656A GB 998656 A GB998656 A GB 998656A GB 3608961 A GB3608961 A GB 3608961A GB 3608961 A GB3608961 A GB 3608961A GB 998656 A GB998656 A GB 998656A
Authority
GB
United Kingdom
Prior art keywords
aminophenol
ortho
sulphuric acid
hydroxy
reacting
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
GB3608961A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB998656A publication Critical patent/GB998656A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • 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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
    • C09B62/507—Azo dyes
    • C09B62/51—Monoazo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Ortho - aminophenol - b - hydroxyethyl-sulphone sulphuric acid esters of the formula <FORM:0998656/C2/1> are made by treating a b -hydroxyethylsul phonyl benzoxazolone of the formula <FORM:0998656/C2/2> in which R represents a hydrogen or halogen atom or an alkyl, amino or nitro group, with sulphuric acid of 85% to 95% at a raised tem perature, preferably within the range of about 110 DEG and 160 DEG C. The starting materials may be made by reducing ortho-nitrophenol-b -hydroxy-ethyl sulphones which may contain substituents, and reacting the alkaline reaction mixtures with phosgene, or by reducing benzoxazolone sul phochlorides which may contain substituents to obtain the corresponding sulphinic acids, and reacting these compounds, for example, with b -chloroethyl alcohol. The benzoxazolones may also be made by demethylating ortho-anisidine-b -hydroxy-ethyl sulphones which may be sub stituted, and reacting the dissolved ortho aminophenol -b - hydroxyethylsulphones with phosgene. Aminobenzoxazolone - b - hydroxy ethylsulphones can also be made by catalytic reduction of the corresponding nitrobenzoxazolone-b -hydroxyethylsulphones. Examples des cribe the preparation of 2-aminophenol-4-b -hydroxyethylsulphone sulphuric acid ester and the corresponding 6-nitro, 6-amino and 6 bromo derivatives, and 2-aminophenol-5-b -hydroxyethylsulphone sulphuric acid and its 4-chloro and 4-methyl derivatives. Specification 938,145 is referred to.
GB3608961A 1960-10-06 1961-10-06 Process for the manufacture of ortho-aminophenol-ª‰-hydroxyethyl-sulphone sulphuric acid esters Expired GB998656A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF32277A DE1153029B (en) 1960-10-06 1960-10-06 Process for the preparation of o-aminophenol-ª ‰ -hydroxyaethylsulfon-sulfuric acid esters

Publications (1)

Publication Number Publication Date
GB998656A true GB998656A (en) 1965-07-21

Family

ID=7094569

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3608961A Expired GB998656A (en) 1960-10-06 1961-10-06 Process for the manufacture of ortho-aminophenol-ª‰-hydroxyethyl-sulphone sulphuric acid esters

Country Status (3)

Country Link
CH (1) CH394244A (en)
DE (1) DE1153029B (en)
GB (1) GB998656A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2061358C3 (en) * 1970-12-12 1982-04-08 Hoechst Ag, 6000 Frankfurt Water-soluble metal complex monoazo dyes, processes for their production and their use for dyeing or printing fiber materials made from native or regenerated cellulose, natural nitrogen-containing fibers and polyamide and polyurethane fibers
US4191703A (en) * 1976-08-03 1980-03-04 Hoechst Aktiengesellschaft Process for the manufacture of sulfuric acid semi-ester compounds
DE19548429A1 (en) 1995-12-22 1997-06-26 Dystar Textilfarben Gmbh & Co Water-soluble azo dyes, process for their preparation and their use
WO2013018071A2 (en) 2011-08-04 2013-02-07 Colourtex Industries Limited Fibre reactive azo reactive colorants containing two reactive groups of the vinylsulfone type, production and use thereof

Also Published As

Publication number Publication date
CH394244A (en) 1965-06-30
DE1153029B (en) 1963-08-22

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