Ethyl benzoylacetate → HCID 178515562, compound
Reaction equation
[Na].[NH2:2][C:3]([NH2:5])=[S:4].[C:6]([CH2:14][C:15](OCC)=[O:16])(=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(O)C>[SH:4][C:3]1[N:5]=[C:15]([OH:16])[CH:14]=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:2]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To ethanol (100 mL) was added sodium (3.3 g, 14 mmol). After dissolution, thiourea (10.7 g, 14 mmol) and ethyl benzoylacetate (24 mL, 14 mmol) were added. The reaction was heated for 16 hours and the solvent was removed in vacuo. Water was added to dissolve the residue and hydrochloric acid was added and a precipitate formed. The solid was collected and dried in a vacuum oven to give 16 g (56%) of 2-mercapto-4-hydroxy-6-phenylpyrimidine.
Workup
- additionwere added
- temperatureThe reaction was heated for 16 hours
- customthe solvent was removed in vacuo
- additionWater was added
- dissolutionto dissolve the residue and hydrochloric acid
- additionwas added
- customa precipitate formed
- customThe solid was collected
- customdried in a vacuum oven
Sources & evidence
- ORD record
- ord-49b41cb92ff64433a1d2a76a88aecd59
- Source dataset
- uspto-grants-2002_04
- Patent number
- US06372751B1
Reaction notes
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