Reactions of 1, 1-Bismethylthio-2-nitroethylene. IV. Syntheses and Reactions of 4-Methylthio-2-buten-4-olide Derivatives

Treatment of methyl 2-cyano-3-methylthio-4-nitrocrotonate with conc. sulfuric acid gave 2-carbamoyl-3-methylthio-2-buten-4-olide (II) in a good yield. This compound (II) was formed easily by the replacement reaction between methylthio group and nucleophilic reagents such as amines or active methylen...

Full description

Saved in:
Bibliographic Details
Published inChemical & pharmaceutical bulletin Vol. 22; no. 3; pp. 617 - 622
Main Authors SONE, MASAKATSU, MATSUDA, YOSHIRO, TOMINAGA, YOSHINORI, KOBAYASHI, GORO, NATSUKI, REIKO
Format Journal Article
LanguageEnglish
Published Tokyo The Pharmaceutical Society of Japan 1974
Japan Science and Technology Agency
Online AccessGet full text
ISSN0009-2363
1347-5223
1347-5223
DOI10.1248/cpb.22.617

Cover

More Information
Summary:Treatment of methyl 2-cyano-3-methylthio-4-nitrocrotonate with conc. sulfuric acid gave 2-carbamoyl-3-methylthio-2-buten-4-olide (II) in a good yield. This compound (II) was formed easily by the replacement reaction between methylthio group and nucleophilic reagents such as amines or active methylene compounds. Condensation reaction of II as a nucleophilic reagent with various reagents having a formyl or ketone group gave corresponding condensation products. Reaction of II with quinoline 1-oxide gave 2-carbamoyl-3-methylthio-4, 4-bis (2-quinolyl)-2-buten-4-olide (X).
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
ISSN:0009-2363
1347-5223
1347-5223
DOI:10.1248/cpb.22.617