GB451123A - Process for the manufacture of intermediate products for dyestuffs - Google Patents

Process for the manufacture of intermediate products for dyestuffs

Info

Publication number
GB451123A
GB451123A GB1049835A GB1049835A GB451123A GB 451123 A GB451123 A GB 451123A GB 1049835 A GB1049835 A GB 1049835A GB 1049835 A GB1049835 A GB 1049835A GB 451123 A GB451123 A GB 451123A
Authority
GB
United Kingdom
Prior art keywords
hydroxycarbazole
methyl
carbon dioxide
carboxylic acid
acids
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
GB1049835A
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 GB1049835A priority Critical patent/GB451123A/en
Publication of GB451123A publication Critical patent/GB451123A/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
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/88—Carbazoles; Hydrogenated carbazoles 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 to carbon atoms of the ring system

Landscapes

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

Abstract

Arylamides are manufactured from the 3-hydroxycarbazole-o-carboxylic acids obtainable by the action of carbon dioxide on 3-hydroxycarbazole or its derivatives substituted in the cyclic imino group by hydrocarbon radicles, by condensing the chlorides or esters of the said acids with aromatic monoamines or diamines or by condensing the free acids with aryl esters of isocyanic acid. In examples: (1) 3-hydroxycarbazole-2-carboxylic acid (obtainable by the action of carbon dioxide on 3-hydroxycarbazole) is reacted with o-methoxy-p-chloraniline in toluene in the presence of phosphorus trichloride; the amine employed may be replaced by aminohydroquinone dimethyl ether, a - or b -naphthylamine or 4 : 4<1>-diamino-3 : 3<1>-dimethoxydiphenyl; (2) 9-methyl-3-hydroxycarbazole-2-carboxylic acid is similarly reacted with aminohydroquinone dimethyl ether. 9-Methyl-3-hydroxycarbazole-2-carboxylic acid is obtained by methylating 3-methoxycarbazole to the 9-methyl derivative, partially demethylating this, e.g. by the process described in Specification 372,301, and treating the resulting 9-methyl-3-hydroxycarbazole with carbon dioxide.
GB1049835A 1935-04-04 1935-04-04 Process for the manufacture of intermediate products for dyestuffs Expired GB451123A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1049835A GB451123A (en) 1935-04-04 1935-04-04 Process for the manufacture of intermediate products for dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1049835A GB451123A (en) 1935-04-04 1935-04-04 Process for the manufacture of intermediate products for dyestuffs

Publications (1)

Publication Number Publication Date
GB451123A true GB451123A (en) 1936-07-30

Family

ID=9968947

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1049835A Expired GB451123A (en) 1935-04-04 1935-04-04 Process for the manufacture of intermediate products for dyestuffs

Country Status (1)

Country Link
GB (1) GB451123A (en)

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