Catechol → 5-(3,4-Dihydroxyphenyl)hydantoin
Reaction equation
CO[CH:3]([NH:7][C:8]([NH2:10])=[O:9])[C:4]([OH:6])=O.[C:11]1([C:13](=[CH:15][CH:16]=[CH:17][CH:18]=1)[OH:14])[OH:12].NC(N)=O>Cl>[OH:12][C:11]1[CH:18]=[C:17]([CH:3]2[NH:7][C:8](=[O:9])[NH:10][C:4]2=[O:6])[CH:16]=[CH:15][C:13]=1[OH:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
One mole (148.12 g) of α-methoxyhydantoic acid, 1.25 moles (137.64 g) of catechol, 1 mole (60.06 g) of urea and 300 ml of concentrated HCl (36 percent volume) were placed into the 2-liter flask of Preparation 1, and are stirred at 60° C. to 65° C. for 18 hours. The heterogeneous solution is filtered and is recrystallized from ethanol to give the title compound, with a melting point of 212° C.-214° C., in a yield of 44 percent.
Workup
- filtrationThe heterogeneous solution is filtered
- customis recrystallized from ethanol
Sources & evidence
- ORD record
- ord-7a3f3a65c5ad4c07889bf93d381ccc2f
- Source dataset
- uspto-grants-1987_06
- Patent number
- US04672101
Reaction notes
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