GB662572A - Process for the manufacture of new acylating agents - Google Patents

Process for the manufacture of new acylating agents

Info

Publication number
GB662572A
GB662572A GB14173/49A GB1417349A GB662572A GB 662572 A GB662572 A GB 662572A GB 14173/49 A GB14173/49 A GB 14173/49A GB 1417349 A GB1417349 A GB 1417349A GB 662572 A GB662572 A GB 662572A
Authority
GB
United Kingdom
Prior art keywords
acid
halide
base
examples
acylated
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
GB14173/49A
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.)
BASF Schweiz AG
Original Assignee
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB662572A publication Critical patent/GB662572A/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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/18—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • 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
    • 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
    • C09B43/00—Preparation of azo dyes from other azo compounds
    • C09B43/18—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group
    • C09B43/20—Preparation of azo dyes from other azo compounds by acylation of hydroxyl group or of mercapto group with monocarboxylic acids, carbamic acid esters or halides, mono- isocyanates or haloformic acid esters
    • C09B43/202—Aliphatic, cycloaliphatic, araliphatic carboxylic acids

Landscapes

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

Abstract

Acylating agents are made by reacting an acid of the formula <FORM:0662572/IV (b)/1> or alkali salt thereof (X = chlorine or bromine) with an aromatic sulphonyl halide or phosgene in the presence of excess of a tertiary base. Pyridine may be used as base, and a stronger tertiary base, e.g. trimethylamine or triethylamine, may be added during the course of the reaction. Alternatively, one of the latter bases may be used throughout, in the presence of an inert organic solvent. N-Methyl-morpholine is also suitable as a base. Preferably the acid and base are mixed and the halide added gradually at 30-40 DEG C. The products are believed to be the monohalides of the acids, the sulphonic group not taking part in the reaction. They may be used for acylating compounds containing -NH- and/or -OH groups, including the introduction of a second acyl group into an amide -NH-CO-R. Examples are given of the reaction of chloracetic acid sulphonic acid with phosgene, benzene sulphonyl chloride and p-toluene sulphonyl chloride. The use of the products is claimed in Specification 662,573. The Specification as open to inspection under Sect. 91 contains p further examples showing the formation of the acylating agents in the presence of the substance to be acylated, as in Specification 662,573 (see Group IV (c)). In one of these examples bromacetic acid sulphonic acid is used as starting material. This subject-matter does not appear in the Specification as accepted.ALSO:The Specification describes but does not claim the process of Specification 662,573, whereby azo-dyestuffs are acylated with a halide of a halo-sulpho-acetic acid. Examples are given of the process. The Specification as open to inspection under Sect. 91 contains further examples wherein the halide is formed in the presence of the dyestuff to be acylated, as in Specification 662,573. This subject-matter does not appear in the Specification as accepted.
GB14173/49A 1948-06-02 1949-05-26 Process for the manufacture of new acylating agents Expired GB662572A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH270831T 1948-06-02

Publications (1)

Publication Number Publication Date
GB662572A true GB662572A (en) 1951-12-05

Family

ID=4477931

Family Applications (2)

Application Number Title Priority Date Filing Date
GB14173/49A Expired GB662572A (en) 1948-06-02 1949-05-26 Process for the manufacture of new acylating agents
GB14267/49A Expired GB662573A (en) 1948-06-02 1949-05-27 Process for the manufacture of new azo-dyestuff derivatives and the application thereof in dyeing and printing

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB14267/49A Expired GB662573A (en) 1948-06-02 1949-05-27 Process for the manufacture of new azo-dyestuff derivatives and the application thereof in dyeing and printing

Country Status (4)

Country Link
CH (4) CH275073A (en)
DE (2) DE823737C (en)
FR (2) FR987373A (en)
GB (2) GB662572A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2852554A (en) * 1956-07-12 1958-09-16 Du Pont Alpha-sulfopolyfluoromonocarboxylic acids and derivatives hydrolyzable thereto

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE976515C (en) * 1952-05-01 1963-10-31 Hoechst Ag Process for the preparation of water-soluble sulfochloroacetic ester salts of leukokuepen dyes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2852554A (en) * 1956-07-12 1958-09-16 Du Pont Alpha-sulfopolyfluoromonocarboxylic acids and derivatives hydrolyzable thereto

Also Published As

Publication number Publication date
CH275072A (en) 1951-04-30
CH275071A (en) 1951-04-30
GB662573A (en) 1951-12-05
FR987373A (en) 1951-08-13
DE823737C (en) 1951-12-06
DE831718C (en) 1952-02-18
CH275073A (en) 1951-04-30
CH270831A (en) 1950-09-30
FR987725A (en) 1951-08-17

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