Potassium ethylxanthate → HCID 178526504, compound
Reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].O(CC)[C:13]([S-])=[S:14].[K+]>C(O)C>[SH:14][C:13]1[O:11][C:3]2[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=2[N:1]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-amino-4-nitrophenol (12.5 g, 71 mmol) and potassium ethyl xanthate (13 g, 81 mmol) were dissolved in ethanol (200 mL). The reaction was heated at reflux overnight. After cooling, solvent in the reaction mixture was evaporated under reduced pressure. The resultant residue was dissolved in water and adjusted to pH 2-3 with 2N HCl, resulting in the formation of a red solid. The red solid was filtered giving 2-mercapto-5-nitrobenzoxazole (10.6 g, 76%).
Workup
- temperatureThe reaction was heated
- temperatureat reflux overnight
- temperatureAfter cooling
- customsolvent in the reaction mixture was evaporated under reduced pressure
- dissolutionThe resultant residue was dissolved in water
- customresulting in the formation of a red solid
- filtrationThe red solid was filtered
Sources & evidence
- ORD record
- ord-6351ae6f9b39497492e1d1f0d41072ff
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102636B2
Reaction notes
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