GB286005A - The manufacture of new indophenols and leucoindophenols and new dyestuffs therefrom - Google Patents

The manufacture of new indophenols and leucoindophenols and new dyestuffs therefrom

Info

Publication number
GB286005A
GB286005A GB3007926A GB3007926A GB286005A GB 286005 A GB286005 A GB 286005A GB 3007926 A GB3007926 A GB 3007926A GB 3007926 A GB3007926 A GB 3007926A GB 286005 A GB286005 A GB 286005A
Authority
GB
United Kingdom
Prior art keywords
dihydroindol
indophenols
aminophenol
leucoindophenols
methyl
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
GB3007926A
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 GB3007926A priority Critical patent/GB286005A/en
Publication of GB286005A publication Critical patent/GB286005A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Indole Compounds (AREA)

Abstract

286,005. Carpmael, W., (I. G. Farbenindustrie Akt.-Ges.). Nov. 27, 1926. Indophenols are obtained by the simultaneous oxidation of 2 : 3 dihydroindol or a substitution derivative thereof and p-aminophenol or by condensing the former with quinone chlorimide or with p-nitrosophenol; on reduction they yield the corresponding leuco-indophenols. In an example, to a hydrochloric acid solution of 1-methyl-2 : 3- dihydroindol a hydrochloric acid solution of paminophenol is added and subsequently also sulphuric acid. The mixture is then introduced into ice cold sodium dichromate and after adding caustic soda is reduced with sodium hydrosulphide. By acidifying and heating, adding common salt and then cooling, the yellow leuco indiphenol separates. In caustic soda solution it rapidly oxidizes to the red indophenol. In further examples leucoindophenols are prepared in the same manner by oxidation of p-aminophenol with 2 : 3-dihydroindol and with 1-phenyl-2 : 3-dihydroindol. According to further examples, 2 : 6- dichlor-4-aminophenol is oxidized together with 1-methyl-2 : 3-dihydroindol and quinone chlorimide is condensed with 1-methyl-2 : 3-dihydroindol. Sulphuretted dyes are obtained by subjecting the indophenols or leucoindophenols prepared as above described to polysulphide fusion. According to an example the indophenol prepared from 2 : 3-dihydro-alpha-phenylindol and p-aminophenol is melted with sodium sulphide, sulphur and alcohol and the whole refluxed. The alcohol and excess sulphur are removed, leaving a product which dyes cotton from a sodium sulphide bath fast violet shades. In further examples the indophenols from 2 : 3-dihydro-alpha-methylindol and 1: 2-dimethyl-2 : 3-dihydroindol are sulphuretted in a similar manner.
GB3007926A 1926-11-27 1926-11-27 The manufacture of new indophenols and leucoindophenols and new dyestuffs therefrom Expired GB286005A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3007926A GB286005A (en) 1926-11-27 1926-11-27 The manufacture of new indophenols and leucoindophenols and new dyestuffs therefrom

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3007926A GB286005A (en) 1926-11-27 1926-11-27 The manufacture of new indophenols and leucoindophenols and new dyestuffs therefrom

Publications (1)

Publication Number Publication Date
GB286005A true GB286005A (en) 1928-02-27

Family

ID=10301918

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3007926A Expired GB286005A (en) 1926-11-27 1926-11-27 The manufacture of new indophenols and leucoindophenols and new dyestuffs therefrom

Country Status (1)

Country Link
GB (1) GB286005A (en)

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