![](/StructureFile/ChemBookStructure20/GIF/CB5648759.gif)
2,4-DIAMINO-6-HYDROXY-5-THIOCYANOPYRIMIDINE synthesis
- Product Name:2,4-DIAMINO-6-HYDROXY-5-THIOCYANOPYRIMIDINE
- CAS Number:22288-75-1
- Molecular formula:C5H5N5OS
- Molecular Weight:183.19
![Potassium thiocyanate](/CAS/GIF/333-20-0.gif)
333-20-0
430 suppliers
$13.50/100G
![2,4-Diamino-6-hydroxypyrimidine](/CAS/GIF/56-06-4.gif)
56-06-4
480 suppliers
$5.00/25mg
![2,4-DIAMINO-6-HYDROXY-5-THIOCYANOPYRIMIDINE](/StructureFile/ChemBookStructure20/GIF/CB5648759.gif)
22288-75-1
16 suppliers
$130.00/500mg
Yield:22288-75-1 100%
Reaction Conditions:
Stage #1: potassium thioacyanate;2,6-diaminopyrimidin-4-olwith acetic acid at 25 - 95;Inert atmosphere;
Stage #2: with bromine at 10 - 20; for 2 h;
Steps:
1.1 Step 1: 2,6-diamino-5-thiocyanatopyrimidin-4-ol:
To a stirred solution of Acetic acid (27500 mL) in a reactor at 25-30 °C under Nitrogen atmosphere was added 2, 6- diaminopyrimidin-4-ol (500 g). Potassium thiocyanate (1586 g) was added slowly and the temperature was raised to 90±5 °C; until the reaction mass becomes a clear solution. Once it becomes a clear solution, the reaction mixture was cooled to 15±5 °C and bromine (633 g) in acetic acid (750 mL) was added drop wise, stirred for 2 h at the same temperature. After the completion of the reaction, the reaction mixture was neutralised using aqueous ammonia (9000 mL) and stirred for 16 h at 20±5 °C. The precipitate formed was filtered and rinsed with water (2500 mL) and methanol (1000 mL). The wet material was dried in VTD at 70 °C for 24 hours to give the title compound as a pale yellow solid (206 g, quant). LCMS: 184.3 [M+l] +.1H-NMR (400 MHz, DMSO-d6): δ 10.36 (s, 1H), 7.03 (s, 2H), 6.64 (bs, 2H).
References:
WO2018/178338,2018,A1 Location in patent:Page/Page column 81-82
![Sodium thiocyanate](/CAS/GIF/540-72-7.gif)
540-72-7
424 suppliers
$13.50/100G
![5-BROMO-2,4-DIAMINO-6-HYDROXYPYRIMIDINE](/CAS/GIF/6312-72-7.gif)
6312-72-7
62 suppliers
$9.00/100mg
![2,4-DIAMINO-6-HYDROXY-5-THIOCYANOPYRIMIDINE](/StructureFile/ChemBookStructure20/GIF/CB5648759.gif)
22288-75-1
16 suppliers
$130.00/500mg