1-(4-Hydroxyphenyl)urea synthesis
- Product Name:1-(4-Hydroxyphenyl)urea
- CAS Number:1566-41-2
- Molecular formula:C7H8N2O2
- Molecular Weight:152.15
Yield:1566-41-2 100%
Reaction Conditions:
in tetrahydrofuran at 65; for 6 h;
Steps:
5c.i Step (i).
Preparation of 1-(4-hydroxyphenyl)urea.
To a solution of 10.92 g of 4-hydroxy-aniline in 100 mL of tetrahydrofuran at 65°C was added 20 mL of trimethylsilyl isocyanate (85%, Aldrich).
The solution was heated at 65°C for 6 hours.
The solution was cooled to room temperature, and then 100 mL of ethanol and 10g of silica gel were added.
The reaction was stirred at room temperature overnight.
The solvent was removed under vacuum.
The solids were diluted with a 1:1 mixture of dichloromethane and ethanol (500 mL).
After all the solids had dissolved, the solution was filtered over a plug of silica gel.
The solvent was removed under vacuum.
Next, dichloromethane was added and the solids were filtered and washed with dichloromethane three times.
The resulting solids were then dried.
The reaction gave 15.5g of a fine white powder (100% yield).
1H NMR (d6-DMSO): δ 5.62 (s, 2H), 6.58 (d, 2H, J=9 Hz), 7.1 (d, 2H, J=9 Hz), 8.12 (s, 1H), 8.91 (s, 1H); MS: 187 (M+Cl); HRMS: 187.02821.
References:
EP2170334,2021,B1 Location in patent:Paragraph 0160-0161
106-48-9
499 suppliers
$10.00/5G
1566-41-2
22 suppliers
inquiry