Synthesis and characterization of 2-chloro-3-benzylthiopyrrolo[1,2-a]- benzimidazol-1-one and 2,3-di(benzylthio)pyrrolo[1,2-a]benzimidazol-1-one.

The reaction between o-phenylenediamine and 2,3-dichloromaleic anhydride has been probed and found to give 2,3-dichloropyrrolo[1,2-a]- benzimidazol-1-one as the major product. Chlorine substitution in 2,3-dichloropyrrolo[1,2-a]benzimidazol-1-one by added benzylthiol occurs in the presence of pyridine to provide the corresponding monosulfide and disulfide derivatives. The first benzylthiol ligand undergoes reaction at the C-3 position of the five-membered pyrrolo-1-one ring, with the addition of the second benzylthiol ligand occurring at the remaining chlorine-substituted carbon. The mono- and disulfide derivatives have been isolated and characterized in solution by NMR, IR, and UV-vis spectroscopies, and the solid-state structure of 2,3-di(benzylthio)pyrrolo[1,2-a]benzimidazol-1-one has been established by X-ray crystallography.

Grantor dc:publisher

University of North Texas

Year dc:date

2003

Author dc:creator

• Huang, Shih-Huang

Contributors dc:contributor

• Richmond, Michael
• Mason, Diana

• Chlorine compounds.
• Crystallography.
• 2,3-Di(benzylthio)pyrrolo[1,2-a]benzimidazol-1-one
• chlorine
• crystallography
• chlorine substitution
• pyridine

Statement dc:rights

• Public
• Copyright
• Huang, Shih-Huang
• Copyright is held by the author, unless otherwise noted. All rights reserved.

Language dc:language

English

Identifier

oclc: 54479642
https://digital.library.unt.edu/ark:/67531/metadc4415/
ark: ark:/67531/metadc4415

OAI identifier oai:identifier

info:ark/67531/metadc4415