Ethanol → 2-(Ethylthio)-1,4,5,6-tetrahydro-5-pyrimidinol, hydrobromide
Reaction equation
[OH:1][CH:2]1[CH2:7][NH:6][C:5](=[S:8])[NH:4][CH2:3]1.[CH2:9]([Br:11])[CH3:10].C(O)C>CCOCC>[BrH:11].[CH2:9]([S:8][C:5]1[NH:4][CH2:3][CH:2]([OH:1])[CH2:7][N:6]=1)[CH3:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -10 °C
Procedure
A mixture of 26.4 g of tetrahydro-5-hydroxy-2(1H)-pyrimidinethione, 30 ml of ethyl bromide and 250 ml of ethanol was refluxed for 7 hours, clarified, diluted with 250 ml of ether and cooled to -10° C. The solid was crystallized twice from ether, giving 19.5 g of 2-(ethylthio)-1,4,5,6-tetrahydro-5-pyrimidinol, hydrobromide, mp 106°-108° C.
Workup
- temperaturewas refluxed for 7 hours
- customThe solid was crystallized twice from ether
Sources & evidence
- ORD record
- ord-4a45fa98262c40e984fef2262e011b21
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04550169
Reaction notes
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