Expedient Base-Mediated Desulfitative Dimethylamination, Oxidation, or Etherification of 2-(Methylsulfanyl)-3,5-dihydro-4H-imidazol-4-one Scaffolds
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Khan, Shahnawaz
Tyagi, Vikas Mahar, Rohit Bajpai, Vikas Kumar, Brijesh Chauhan, P M S |
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| Date |
2014-09-12T07:28:11Z
2014-09-12T07:28:11Z 2013 |
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| Identifier |
Synthesis, 2013, 45(17), 2405-2412
http://hdl.handle.net/123456789/1403 |
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| Description |
The dimethylamino functionality is generally introduced onto the 3,5-dihydro-4H-imidazol-4-one skeleton by treatment of a halogenated derivative with low-boiling dimethylamine at a high temperature and pressure. The corresponding aliphatic ethers are usually prepared by Williamson ether synthesis, but the available transition-metal-catalyzed methods require highly toxic reagents (such as dimethyl sulfate or methyl halides) and expensive metal catalysts, and they entail harsh reaction conditions and complex workups. A simple and efficient method is described for base-mediated¬ desulfitative dimethylamination, oxidation, or etherification at the C2-position of the 2-(methylsulfanyl)-3,5-dihydro-4H-imidazol-4-one scaffold by using potassium carbonate and aqueous N,N-dimethylformamide or an aliphatic alcohol.
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189215 bytes
application/pdf |
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| Language |
en
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| Relation |
CSIR-CDRI Communication No. 8441
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| Subject |
Heterocycles
Aminations Etherifications Oxidations Ketones Amines Ethers |
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| Title |
Expedient Base-Mediated Desulfitative Dimethylamination, Oxidation, or Etherification of 2-(Methylsulfanyl)-3,5-dihydro-4H-imidazol-4-one Scaffolds
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Article
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