GB324484A - Manufacture of bromine-substituted aryl-1-thioglycollic acids - Google Patents

Manufacture of bromine-substituted aryl-1-thioglycollic acids

Info

Publication number
GB324484A
GB324484A GB3764628A GB3764628A GB324484A GB 324484 A GB324484 A GB 324484A GB 3764628 A GB3764628 A GB 3764628A GB 3764628 A GB3764628 A GB 3764628A GB 324484 A GB324484 A GB 324484A
Authority
GB
United Kingdom
Prior art keywords
acid
thioglycollic
cyano
bromine
methoxybenzene
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
GB3764628A
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 GB3764628A priority Critical patent/GB324484A/en
Publication of GB324484A publication Critical patent/GB324484A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups

Landscapes

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

Abstract

324,484. Imray, O. Y., (I. G. Farbenindustrie Akt.-Ges.). Dec. 20, 1928. Brominated 2-carboxyamide and brominated 2- cyano-benzene-1-thioglycollic acids and substitution derivatives thereof are obtained by treating the parent compounds with bromine in the presence of a diluent at a temperature below 30‹ C., with or without a halogen carrying catalyst. In examples (1) 3-methyl-5-chlorbenzene-1-thioglycollic-2-carboxyamide is treated with bromine in the presence of sulphuric acid, both with and without iodine as a catalyst the corresponding 4- brom compound being obtained : (2) 2-cyano-3- methyl-5-chlorbenzene-1-thioglycollic acid is similarly brominated both with and without using mercury as a catalyst, the corresponding 4-brom derivative being obtained : (3) 2-cyano-5-methoxybenzene-1-thioglycollic acid dissolved in sulphuric acid is treated with bromine. Glacial acetic acid, chlorinated hydrocarbons and water are also mentioned as diluents. 2-Cyano-5-methoxyzenzene-1-thioglycollic acid is prepared from p-anisidine by forming the thiazthionium compound by means of sulphur chloride, treating with caustic alkali to obtain the 1-mercapto-2-amino-5-methoxybenzene, and condensing with chloracetic acid to give the corresponding o-aminothioglycollic acid, which, on diazotizing and treating with cuprous cyanide, gives 2-cyano-5-methoxybenzene 1-thioglycollic acid.
GB3764628A 1928-12-20 1928-12-20 Manufacture of bromine-substituted aryl-1-thioglycollic acids Expired GB324484A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3764628A GB324484A (en) 1928-12-20 1928-12-20 Manufacture of bromine-substituted aryl-1-thioglycollic acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3764628A GB324484A (en) 1928-12-20 1928-12-20 Manufacture of bromine-substituted aryl-1-thioglycollic acids

Publications (1)

Publication Number Publication Date
GB324484A true GB324484A (en) 1930-01-30

Family

ID=10397954

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3764628A Expired GB324484A (en) 1928-12-20 1928-12-20 Manufacture of bromine-substituted aryl-1-thioglycollic acids

Country Status (1)

Country Link
GB (1) GB324484A (en)

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