ChemicalBook CAS DataBase List 5-METHYL[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-AMINE

5-METHYL[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-AMINE synthesis

4synthesis methods

Product Name:5-METHYL[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-AMINE
CAS Number:33376-96-4
Molecular formula:C6H7N5
Molecular Weight:149.15

7-CHLORO-5-METHYL-1,2,4-TRIAZOLE[1,5-A]PYRIMIDINE

24415-66-5
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5-METHYL[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-AMINE

33376-96-4
29 suppliers
$45.00/50mg

Yield:33376-96-4 73%

Reaction Conditions:

with ammonium hydroxide for 1 h;

Steps:

4.2. Synthesis of 7-amino-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (7-amtp·H2O)

General procedure: The triazolopyrimidinic derivative used as a ligand was prepared following the method described by Makisumi [64], in which 29 mmol (0.5 g) of 7-hydroxy-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine (HmtpO) were added on a round flask with 10 mL of phosphoryl chloride and put in reflux for 90 min, while the mixture turned dark orange. After this time, solution is cooled up to room temperature and the mixture is basified with sodium hydrogen carbonate until there was no visible reaction. Then, the solution is extracted with dichloromethane and the chlorated intermediate is collected by using a rotoevaporator. Obtained product (7-chloro-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine) was putted in a excess of commercial ammonia solution and magnetically stirred during an hour. After this time, yellow crystals of amino derivative (7-amtp) were obtained, some of them suitable for XRD measures. Yield: 73%, based on HmtpO. Anal. Calcd.C6H9N5O: C, 43.11; H, 5.43; N, 41.89. Found: C, 43.22; H, 5.39; N,42.01. IR: 1483 cm-1 (N-H(flex)), 1573 cm-1 (py), 1660 cm-1 (tp),3096 cm-1 (O-H) and 3300 cm-1 (N-H(tens)).

References:

Esteban-Parra, Ginés M.;Sebastián, Eider San;Cepeda, Javier;Sánchez-González, Cristina;Rivas-García, Lorenzo;Llopis, Juan;Aranda, Pilar;Sánchez-Moreno, Manuel;Quirós, Miguel;Rodríguez-Diéguez, Antonio [Journal of Inorganic Biochemistry,2020,vol. 212,art. no. 111235]

61-82-5 Synthesis

61-82-5
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70807-22-6
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33376-96-4
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References

4-methyl-1,5,7,9-tetrazabicyclo[4.3.0]nona-3,5,7-trien-2-one

35523-67-2
9 suppliers
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33376-96-4
29 suppliers
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References

2503-56-2 Synthesis

7-Hydroxy-5-methyl-1,3,4-triazaindolizine

2503-56-2
165 suppliers
$9.00/5g

33376-96-4
29 suppliers
$45.00/50mg

References