GB517692A - Process for the manufacture of ª‰-indole acetic acids - Google Patents
Process for the manufacture of ª‰-indole acetic acidsInfo
- Publication number
- GB517692A GB517692A GB23094/38A GB2309438A GB517692A GB 517692 A GB517692 A GB 517692A GB 23094/38 A GB23094/38 A GB 23094/38A GB 2309438 A GB2309438 A GB 2309438A GB 517692 A GB517692 A GB 517692A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alpha
- indole
- acetic acid
- indole acetic
- formaldehyde
- 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
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
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
Abstract
517,692. Indole derivatives. I.G. FARBENINDUSTRIE AKT.-GES. Aug. 4, 1938, Nos. 23094 and 23095. Convention dates, Aug. 4, 1937 and July 8, 1938. [Class 2 (iii)] #-Indole acetic acid and its substitution derivatives are prepared by condensing indoles which are unsubstituted in the #-position with formaldehyde and hydrocyanic acid or a salt thereof and saponifying the resulting #-nitrile to the corresponding carboxylic acid. It is also possible to obtain the carboxylic acids in one step. Specified substituents which may be present in the benzene nucleus of the parent indole are alkyl, alkoxy or aryl groups and halogen atoms ; the substituents in the 4- and 5- positions may also form a ring system as in naphthindole. Substituents which may be present in the pyrrole ring in alpha-position are alkyl, aralkyl and aryl groups (which may themselves be substitutedby hydroxyl or ether groups) and halogen atoms. The nitrogen atom may also bear a substituent, such as an alkyl or aryl group. Polymers'of formaldehydemay be used instead of formaldehyde as the reagent. The reaction may be carried out in the presence or absence of solvents, of which are mentioned water, methanol, ethanol, n-butanol and acetone. In the examples, indole, alpha-phenylindole, alphamethylindole and 2:5-dimethylindole, condensed with formaldehyde and potassium cyanide and saponified, yield respectively #-indole acetic acid, alpha-pheynl-#-indole acetic acid, alpha-methyl-#- indole acetic acid and 2:5-dimethyl-3-indole acetic acid. Other specified starting materials are 2:5-diethylindole, N-methylindole, and 6- chlorindole. The products are useful for promoting plant growth. The Specification as open to inspection under Sect. 91 also indicates the use of N-etheylindole, N-phenylindole, alpha-ethylindole, alpha-butylindole, alpha-tolylindole and 6-chlorindole as starting materials. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE517692X | 1937-08-04 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB517692A true GB517692A (en) | 1940-02-06 |
Family
ID=6549651
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB23094/38A Expired GB517692A (en) | 1937-08-04 | 1938-08-04 | Process for the manufacture of ª‰-indole acetic acids |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB517692A (en) |
-
1938
- 1938-08-04 GB GB23094/38A patent/GB517692A/en not_active Expired
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