GB585833A - Alkamine esters of pyrrole-2, 4-dicarboxylic acids - Google Patents

Alkamine esters of pyrrole-2, 4-dicarboxylic acids

Info

Publication number
GB585833A
GB585833A GB11911/44A GB1191144A GB585833A GB 585833 A GB585833 A GB 585833A GB 11911/44 A GB11911/44 A GB 11911/44A GB 1191144 A GB1191144 A GB 1191144A GB 585833 A GB585833 A GB 585833A
Authority
GB
United Kingdom
Prior art keywords
ester
dimethylpyrrole
ketoacetic
pyrrole
sodium
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
GB11911/44A
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 GB585833A publication Critical patent/GB585833A/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

Pyrrole derivatives of the general formula <FORM:0585833/IV/1> where R may be hydrogen or methyl and X is dialkylaminoalkyl are made by heating the corresponding dialkyl ester with a dialkylamino alcohol in the presence of an alkali metal alcoholate. In the examples, diethyl-2.4-dimethylpyrrole-3.5-dicarboxylate is heated with b -diethylaminoethanol or g -diethylaminopropanol in which sodium has been dissolved to give di-(b -diethylaminoethyl or g -diethylaminopropyl)-2.4-dimethylpyrrole-3.5-dicarboxylate. Sodium may be replaced by potassium and the alcoholate may be preformed. Salts of the products may be made with hydrochloric acid or other strong acids. The compounds in the form of their salts are useful as local an sthetics and in the form of the free bases as activators for rubber accelerators. The alkyl ester starting materials are preferably prepared by reacting esters of ketoacetic acids with sodium nitrite in acetic acid followed by reduction of the a -nitroso compound with zinc and condensation of the resulting a -amino-ketoacetic acid ester with additional ketoacetic acid ester to give the pyrrole di-ester. 3 : 5-Dimethylpyrrole-2 : 4-dicarboxylic acid is prepared in this manner from acetoacetic ester.
GB11911/44A 1943-07-31 1944-06-22 Alkamine esters of pyrrole-2, 4-dicarboxylic acids Expired GB585833A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US585833XA 1943-07-31 1943-07-31

Publications (1)

Publication Number Publication Date
GB585833A true GB585833A (en) 1947-02-26

Family

ID=22017729

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11911/44A Expired GB585833A (en) 1943-07-31 1944-06-22 Alkamine esters of pyrrole-2, 4-dicarboxylic acids

Country Status (1)

Country Link
GB (1) GB585833A (en)

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