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GB794965A - Process for the preparation of indole and homologues thereof - Google Patents

Process for the preparation of indole and homologues thereof

Info

Publication number
GB794965A
GB794965A GB29452/56A GB2945256A GB794965A GB 794965 A GB794965 A GB 794965A GB 29452/56 A GB29452/56 A GB 29452/56A GB 2945256 A GB2945256 A GB 2945256A GB 794965 A GB794965 A GB 794965A
Authority
GB
United Kingdom
Prior art keywords
indole
formamidine
prepared
arylamine
excess
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
GB29452/56A
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Societe des Usines Chimiques Rhone Poulenc SA
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 Rhone Poulenc SA, Societe des Usines Chimiques Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB794965A publication Critical patent/GB794965A/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

Indoles of the formula: <FORM:0794965/IV (b)/1> where R and R1 are H or C1-C6 alkyl are prepared by treating diarylformamidines of the formula: <FORM:0794965/IV (b)/2> with an alkoxide R2OM (R2 being alkyl or cycloalkyl and M an alkali metal) and converting the alkali metal derivative of the indole so obtained into the free base, e.g. by treatment with water. The formamidine is prepared from the arylamine and ethyl orthoformate (with a trace of hydrochloric acid as catalyst) an excess of the arylamine being used as solvent and retained as such for the indole condensation. Similarly the metal alkoxide is made in excess of alcohol and used as such. In the examples there are prepared (1) N:N1-di-(o-tolyl)-formamidine, potassium cyclohexanolate and indole therefrom; and (2) N:N1-di-(o-ethylphenyl)-formamidine and 3-methylindole.
GB29452/56A 1955-10-29 1956-09-26 Process for the preparation of indole and homologues thereof Expired GB794965A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR794965X 1955-10-29

Publications (1)

Publication Number Publication Date
GB794965A true GB794965A (en) 1958-05-14

Family

ID=9234387

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29452/56A Expired GB794965A (en) 1955-10-29 1956-09-26 Process for the preparation of indole and homologues thereof

Country Status (1)

Country Link
GB (1) GB794965A (en)

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