GB915382A - Process for the production of substituted methylene derivatives of heterocyclic bases - Google Patents

Process for the production of substituted methylene derivatives of heterocyclic bases

Info

Publication number
GB915382A
GB915382A GB405661A GB405661A GB915382A GB 915382 A GB915382 A GB 915382A GB 405661 A GB405661 A GB 405661A GB 405661 A GB405661 A GB 405661A GB 915382 A GB915382 A GB 915382A
Authority
GB
United Kingdom
Prior art keywords
trimethyl
cyanomethylene
dicyanomethylene
acetyl
methoxy
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
GB405661A
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of GB915382A publication Critical patent/GB915382A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/18Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D209/24Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an alkyl or cycloalkyl radical attached to the ring nitrogen atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Indole Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Compounds of the formula <FORM:0915382/IV (b)/1> where R1 is alkyl, R2 and R3 are aliphatic or aromatic carboxylic acyl radicals, esterified carboxylic acid groups or cyano radicals, at least one being cyano, and Z makes up an indoline or 1,2-dihydroquinoline ring system, are prepared by reacting a compound <FORM:0915382/IV (b)/2> in the presence of a Friedel-Crafts catalyst with an acylating agent, which term comprises carboxylic acid anhydrides and halides, and chlorocarbonic acid derivatives such as the ethyl ester, cyanogen chloride and phosgene. Examples prepare the following, which are claimed as novel: indolines: 1,3,3-trimethyl-2-dicyanomethylene-, 1,3,3,5-tetramethyl-2-dicyano methylene-, 1,3,3,-trimethyl-5-methoxy-2-dicyanomethylene-, 1,3,3-trimethyl-5-methoxy-2-(carbethoxy-cyanomethylene)-, 1,3,3-trimethyl-2(carbethoxy-cyanomethylene)-, 1,3,3,5-tetramethyl-2-(acetyl-cyanomethylene)-, 1,3,3-trimethyl-2-(acetyl-cyanomethylene)-, and 1,3,3-trimethyl-5 - methoxy - 2 - (acetyl-cyanomethylene)indolines; and 1-methyl-2-dicyanomethylene-1,2-dihydroquinoline. Other suitable starting materials are listed. Specification 823,520 is referred to.
GB405661A 1960-02-11 1961-02-02 Process for the production of substituted methylene derivatives of heterocyclic bases Expired GB915382A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF0030525 1960-02-11

Publications (1)

Publication Number Publication Date
GB915382A true GB915382A (en) 1963-01-09

Family

ID=7093799

Family Applications (1)

Application Number Title Priority Date Filing Date
GB405661A Expired GB915382A (en) 1960-02-11 1961-02-02 Process for the production of substituted methylene derivatives of heterocyclic bases

Country Status (2)

Country Link
CH (1) CH394202A (en)
GB (1) GB915382A (en)

Also Published As

Publication number Publication date
CH394202A (en) 1965-06-30

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