O-Ethyl carbamothioate → 2-Hydroxy-5,6-dihydro-4H-benzothiazol-7-one
Reaction equation
Cl[CH:2]1[C:7](=O)[CH2:6][CH2:5][CH2:4][C:3]1=[O:9].[C:10](=[S:15])([O:12]CC)[NH2:11]>O>[O:9]=[C:3]1[C:2]2[S:15][C:10](=[O:12])[NH:11][C:7]=2[CH2:6][CH2:5][CH2:4]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 140 °C
Procedure
A mixture of 29.3 g of 2-chloro-1,3-cyclohexanedione [Muehlstaedt et al, J. Prakt Chem., Vol. 20 (1963), p. 285] and 21 g of ethyl thiocarbamate was heated at 140° C for 15 minutes and was then poured into water. The precipitate formed was recovered by vacuum filtering and was crystallized from isopropyl alcohol to obtain 12.2 g of 7-oxo-2,3,4,5,6,7-hexahydrobenzothiazoline-2-one melting at 262° C.
Workup
- customThe precipitate formed
- customwas recovered by vacuum
- filtrationfiltering
- customwas crystallized from isopropyl alcohol
Sources & evidence
- ORD record
- ord-da88ff615b3442ddb69e294fc126dc05
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03988444
Reaction notes
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