GB822736A - New indoles and process for their manufacture - Google Patents

New indoles and process for their manufacture

Info

Publication number
GB822736A
GB822736A GB22294/56A GB2229456A GB822736A GB 822736 A GB822736 A GB 822736A GB 22294/56 A GB22294/56 A GB 22294/56A GB 2229456 A GB2229456 A GB 2229456A GB 822736 A GB822736 A GB 822736A
Authority
GB
United Kingdom
Prior art keywords
amino
indole
salts
methyl
benzyl
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
GB22294/56A
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.)
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 GB822736A publication Critical patent/GB822736A/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
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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

Abstract

The invention comprises indoles of the formula <FORM:0822736/IV (a)/1> where R is alkyl, substituted alkyl or aralkyl, and R1 is H, alkyl, hydroxyl or substituted hydroxyl, and salts thereof. The salts are obtained by reacting an amino-nitrile <FORM:0822736/IV (a)/2> with a suitable compound RX, where X is e.g. halogen, benzenesulphonate or p-toluenesulphonate, if desired in the presence of a solvent. The salts can be converted into the free bases from which other salts may be obtained. Examples show the production of 1-methyl-2-amino-indole, 1-benzyl-2-amino-indole, 1-carbethoxymethyl - 2 - amino - indole, 1 - ethyl - 2-amino - indole, 1 - methyl - 2 - amino - 5 - methoxyindole and 1-methyl-2-amino-5-benzyloxy-indole, from which 1-methyl-2-amino-5-hydroxyindole can be obtained by hydrogenolysis. 2-Amino-benzyl cyanides can be made by reducing the corresponding 2-nitro compounds, the preparation of 2-amino-5-methoxy-benzyl cyanide and 2-amino-5-benzyloxy-benzyl cyanide being mentioned.
GB22294/56A 1955-07-18 1956-07-18 New indoles and process for their manufacture Expired GB822736A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH822736X 1955-07-18

Publications (1)

Publication Number Publication Date
GB822736A true GB822736A (en) 1959-10-28

Family

ID=4539605

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22294/56A Expired GB822736A (en) 1955-07-18 1956-07-18 New indoles and process for their manufacture

Country Status (1)

Country Link
GB (1) GB822736A (en)

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