![](/CAS/GIF/54346-19-9.gif)
4-CHLORO-2-METHYLTHIOPYRAZOLO[1,5-A]1,3,5-TRIAZINE synthesis
- Product Name:4-CHLORO-2-METHYLTHIOPYRAZOLO[1,5-A]1,3,5-TRIAZINE
- CAS Number:54346-19-9
- Molecular formula:C6H5ClN4S
- Molecular Weight:200.65
![2-(METHYLTHIO)PYRAZOLO[1,5-A][1,3,5]TRIAZIN-4(3H)-ONE](/CAS/GIF/54346-18-8.gif)
54346-18-8
73 suppliers
$45.00/10mg
![4-CHLORO-2-METHYLTHIOPYRAZOLO[1,5-A]1,3,5-TRIAZINE](/CAS/GIF/54346-19-9.gif)
54346-19-9
90 suppliers
$78.00/50 mg
Yield: 94%
Reaction Conditions:
with N,N-dimethyl-aniline;trichlorophosphate at 110; for 3 h;Sealed tube;
Steps:
3.2.3. Synthesis of Pyrazolo[1,5-a][1,3,5]triazines 5 and 6
4-Chloro-2-(methylsulfanyl)pyrazolo[1,5-a][1,3,5]triazine (5) in a 250 mL sealed flask with astir bar were charged, 4a (6.0 g, 32.9 mmol, 1.0 eq.), POCl3 (31.10 mL, 329.3 mmol, 10.0 eq.)and N,N-dimethylaniline (4.22 mL, 32.9 mmol, 1.0 eq.). The vessel was sealed and heated at110 °C (heating block) for 3 h. After cooling, the mixture was concentrated and the resultingresidue was taken up in dichloromethane (100 mL, DCM). The organic solution was washedwith saturated NaHCO3 (3 100 mL) The aqueous layer (pH > 7) was extracted twicewith DCM (3 30 mL) and the resulting organic solution was dried over MgSO4, filteredand concentrated. Purification by flash chromatography with DCM/petroleum ether (5/5to 7/3) as eluent gave 5 (6.20 g, 94%) as a yellow solid; m.p. 143-145 °C; IR (neat) νmax:3675, 3140, 2987, 2912, 2901, 2114, 1991, 1822, 1732, 1650, 1595, 1512, 1464, 1418, 1359, 1315,1223, 1185, 1124, 1005, 896, 862, 773, 654, 630, 601, 535 cm1; 1H NMR (300 MHz, DMSO-d6) δ2.60 (s, 3H, SCH3), 6.50 (d, J = 2.2 Hz, 1H, HAr), 8.15 (d, J = 2.2 Hz, 1H, HAr). HRMS(EI-MS): m/z calcd for C6H5ClN4S: 200.9996 [M + H]+, found: 201.0002.
References:
Besson, Thierry;Elie, Jonathan;Fruit, Corinne [Molecules,2021,vol. 26,# 12]
![2-Thioxo-2,3-dihydropyrazolo[1,5-a][1,3,5]triazin-4(1H)-one](/CAS/GIF/34682-99-0.gif)
34682-99-0
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$62.00/100mg
![4-CHLORO-2-METHYLTHIOPYRAZOLO[1,5-A]1,3,5-TRIAZINE](/CAS/GIF/54346-19-9.gif)
54346-19-9
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$78.00/50 mg
![ethyl 2H-pyrazol-3-ylaMinocarbothioylcarbaMate](/CAS/20150408/GIF/34683-00-6.gif)
34683-00-6
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![4-CHLORO-2-METHYLTHIOPYRAZOLO[1,5-A]1,3,5-TRIAZINE](/CAS/GIF/54346-19-9.gif)
54346-19-9
90 suppliers
$78.00/50 mg
![2-(METHYLTHIO)PYRAZOLO[1,5-A][1,3,5]TRIAZIN-4(3H)-ONE](/CAS/GIF/54346-18-8.gif)
54346-18-8
73 suppliers
$45.00/10mg
![4-CHLORO-2-METHYLTHIOPYRAZOLO[1,5-A]1,3,5-TRIAZINE](/CAS/GIF/54346-19-9.gif)
54346-19-9
90 suppliers
$78.00/50 mg
![ethyl 2H-pyrazol-3-ylaMinocarbothioylcarbaMate](/CAS/20150408/GIF/34683-00-6.gif)
34683-00-6
1 suppliers
inquiry
![4-CHLORO-2-METHYLTHIOPYRAZOLO[1,5-A]1,3,5-TRIAZINE](/CAS/GIF/54346-19-9.gif)
54346-19-9
90 suppliers
$78.00/50 mg