GB585834A - Alkamine esters of pyrrole substituted acrylic acids - Google Patents

Alkamine esters of pyrrole substituted acrylic acids

Info

Publication number
GB585834A
GB585834A GB12005/44A GB1200544A GB585834A GB 585834 A GB585834 A GB 585834A GB 12005/44 A GB12005/44 A GB 12005/44A GB 1200544 A GB1200544 A GB 1200544A GB 585834 A GB585834 A GB 585834A
Authority
GB
United Kingdom
Prior art keywords
trimethylpyrrole
prepared
pyrrole
alkyl
esters
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
GB12005/44A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB585834A publication Critical patent/GB585834A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrrole Compounds (AREA)

Abstract

Alkamine esters of 1 : 2 : 4-trimethylpyrrole-5-carboxylic acid-3-acrylic acid of the general formula <FORM:0585834/IV/1> where X is a dialkylaminoalkyl radical, are prepared by heating the corresponding alkyl ester with the desired dialkylamino alcohol in the presence of an alkali metal alcoholate. The starting materials for the present invention are preferably obtained by the reaction of pyrrole aldehydes with an alkyl acid malonate in the presence of a base such as piperidine. In examples: (1) diethyl-1 : 2 : 4-trimethylpyrrole-5-carboxylate-3-b -acrylate is refluxed with b -diethylaminoethanol in the presence of sodium; (2) as in example (1) except that b -diethylaminopropanol is used as the alcohol. The compounds of the invention are used in the form of their hydrochlorides as local an sthetics and in the form of the free bases as activators for rubber accelerators. The parent alkyl esters are prepared by reacting the pyrrole aldehyde with an alkyl acid malonate in the presence of a base such as piperidine. The pyrrole aldehyde is prepared by the action of zinc cyanide and hydrogen chloride at low temperature on ethyl 1 : 2 : 4-trimethylpyrrole-5-carboxylate.
GB12005/44A 1943-07-31 1944-06-23 Alkamine esters of pyrrole substituted acrylic acids Expired GB585834A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US585834XA 1943-07-31 1943-07-31

Publications (1)

Publication Number Publication Date
GB585834A true GB585834A (en) 1947-02-26

Family

ID=22017730

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12005/44A Expired GB585834A (en) 1943-07-31 1944-06-23 Alkamine esters of pyrrole substituted acrylic acids

Country Status (1)

Country Link
GB (1) GB585834A (en)

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