GB933566A - N-3-indoloyl-n-isopropyl-hydrazines - Google Patents

N-3-indoloyl-n-isopropyl-hydrazines

Info

Publication number
GB933566A
GB933566A GB156763A GB156763A GB933566A GB 933566 A GB933566 A GB 933566A GB 156763 A GB156763 A GB 156763A GB 156763 A GB156763 A GB 156763A GB 933566 A GB933566 A GB 933566A
Authority
GB
United Kingdom
Prior art keywords
indoloyl
prepared
indole
benzyl
carboxylic acid
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
GB156763A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf 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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB933566A publication Critical patent/GB933566A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C07C243/10—Hydrazines
    • C07C243/12—Hydrazines having nitrogen atoms of hydrazine groups bound to acyclic carbon atoms
    • C07C243/16—Hydrazines having nitrogen atoms of hydrazine groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
    • C07C243/18—Hydrazines having nitrogen atoms of hydrazine groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises N-3-indoloyl-N1-isopropyl- N1-benzylhydrazine, derivatives thereof wherein the indoloyl residue may be substituted by one or more alkoxy groups and acid addition salts thereof together with a process for the preparation of N-3-indoloyl-N1-isopropylhydrazine and derivatives wherein the indoloyl group is alkoxy substituted by hydrogenolysis of the N1-benzyl analogues. The process may include the further steps wherein the N-indoloyl starting material is prepared by reacting N-benzyl-N-isopropylhydrazine with an acylating derivative of indole-3-carboxylic acid or an appropriate alkoxy substituted indole derivative and wherein the N-benzyl-N-isopropylhydrazine is prepared by the reduction of N-benzyl-N-nitroso-isopropylamine. Indole-3-carboxylic acid chloride is prepared by reacting the free acid with thionyl chloride. Similarly is prepared 6-methoxyindole-3-carboxylic acid chloride. Ethyl 6-methoxy-indole-3-carboxylate is prepared by Grignard synthesis using 6-methoxy indole and ethyl chloroformate. The ester is hydrolysed to give 6-methoxyindole-3-carboxylic acid.
GB156763A 1959-10-29 1960-10-31 N-3-indoloyl-n-isopropyl-hydrazines Expired GB933566A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR808804A FR1248072A (en) 1959-10-29 1959-10-29 N-isopropyl n-benzyl hydrazine and method of preparation

Publications (1)

Publication Number Publication Date
GB933566A true GB933566A (en) 1963-08-08

Family

ID=8720667

Family Applications (2)

Application Number Title Priority Date Filing Date
GB156763A Expired GB933566A (en) 1959-10-29 1960-10-31 N-3-indoloyl-n-isopropyl-hydrazines
GB3734860A Expired GB933565A (en) 1959-10-29 1960-10-31 N-isopropyl-n-benzyl-hydrazine

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB3734860A Expired GB933565A (en) 1959-10-29 1960-10-31 N-isopropyl-n-benzyl-hydrazine

Country Status (4)

Country Link
BE (1) BE596542A (en)
CH (1) CH396030A (en)
FR (1) FR1248072A (en)
GB (2) GB933566A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103539720B (en) * 2013-10-08 2016-06-08 常州大学 A kind of method preparing 1-Phenylindole

Also Published As

Publication number Publication date
BE596542A (en) 1961-04-28
GB933565A (en) 1963-08-08
CH396030A (en) 1965-07-31
FR1248072A (en) 1960-12-09

Similar Documents

Publication Publication Date Title
GB933566A (en) N-3-indoloyl-n-isopropyl-hydrazines
CA541565A (en) Process of producing indole-3-acetic acids
CA520802A (en) Synthesis of oxygenated organic compounds
CA531394A (en) Process of producing carbon black and synthesis gas
ES323780A1 (en) Procedure for the synthesis of new steres of heterociclic carbamic acid. (Machine-translation by Google Translate, not legally binding)
CA568263A (en) System for maintaining the correct supply of air for burning a gas of varying composition
CA521922A (en) Synthesis of amino acids
CA507327A (en) Process and apparatus for the thermal synthesis of carbon compounds
CA525114A (en) Process and apparatus for the synthesis of polyamides
CA564619A (en) Thermal decomposition of acetic acid
CA527180A (en) Synthesis of oxygenated organic compounds
CA573675A (en) Production of indole derivatives
CA573676A (en) Production of indole derivatives
GB942664A (en) Improved methods of producing dimethyl ª -ketoadipate and dimethyl ª -methyl ª -ketoadipate
CA535879A (en) Production of fuel or synthesis gas
CA527340A (en) Generation of synthesis gas
CA502647A (en) Process for the production of combustible gases
GB887013A (en) Method of producing benzylbenzilate
CA583625A (en) Method and apparatus for the production of synthesis gas
CA523748A (en) Apparatus for producing smoke
CA531379A (en) Process of producing amides
CA527424A (en) Synthesis of 3-(beta-keto-gamma-(2-piperidyl) propyl)-4-quinazolone compounds
CA528506A (en) Production of unsaturated amides
CA577178A (en) Process for the continuous hydrolysis of organosilanes
CA538472A (en) Process for producing derivatives of organic amino alcohols