Acetone → 5-Iso-propylidene-2-thiohydantoin
Reaction equation
[C:1](=[C:4]1[NH:8][C:7](=O)[NH:6][C:5]1=[O:10])([CH3:3])[CH3:2].CC(C)=O.N1CC(=O)NC1=[S:17]>N1CCCCC1>[C:1](=[C:4]1[NH:8][C:7](=[S:17])[NH:6][C:5]1=[O:10])([CH3:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Doyle et al, J. Chem. Soc. 1955, 2265-73 (Chemical Abstracts 1956, 50, 8602g at 8603b) teach the preparation of 5-iso-propylidenehydantoin via the reaction of acetone with 2-thiohydantoin in piperdine to yield 5-iso-propylidene-2-thiohydantoin which is then desulfurized with chloroacetic acid to yield 5-iso-propylidenehydantoin.
Sources & evidence
- ORD record
- ord-802fce0a0d7b4bb88b9d3439cdc34b2b
- Source dataset
- uspto-grants-1979_11
- Patent number
- US04175198
Reaction notes
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