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Umsetzung von 3-(Dimethylamino)-2H-azirinen mit 1,3-Oxazolidin-2-thion zu 3-(2-Hydroxyethyl)-2-thiohydantoinen
- Source :
- Helvetica Chimica Acta. 73:594-598
- Publication Year :
- 1990
- Publisher :
- Wiley, 1990.
-
Abstract
- Reaction of 3-(Dimethylamino)-2H-azirines with 1,3-Oxazolidine-2-thione to 3-(2-Hydroxyethyl)-2- thiohydantoins The reaction of 3-(dimethylamino)-2H-azirines 1 and 1,3-oxazolidine-2-thione (6), in MeCN at room temperature, yields, after hydrolytic workup, 3-(2-hydroxyethyl)-2-thiohydantoins 7 (Scheme 2). In the case of the spirocyclic 1c, crystallization of the crude reaction mixture leads to spiro [cyclopentane-1, 7′(7′aH)-imidazo [4, 3-b] oxazole] -5′-thione 8c. The mechanism is discussed.
- Subjects :
- 10120 Department of Chemistry
1303 Biochemistry
1503 Catalysis
1604 Inorganic Chemistry
3002 Drug Discovery
Organic Chemistry
Biochemistry
Medicinal chemistry
Catalysis
law.invention
Inorganic Chemistry
Hydrolysis
chemistry.chemical_compound
chemistry
law
540 Chemistry
Drug Discovery
Organic chemistry
Physical and Theoretical Chemistry
Crystallization
1606 Physical and Theoretical Chemistry
Acetonitrile
1605 Organic Chemistry
Oxazole
Subjects
Details
- ISSN :
- 15222675 and 0018019X
- Volume :
- 73
- Database :
- OpenAIRE
- Journal :
- Helvetica Chimica Acta
- Accession number :
- edsair.doi.dedup.....7f7082f2bf07e6c261a4f0a4c7ed8a0e