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133469

Sigma-Aldrich

3-Amino-5,6-dimethyl-1,2,4-triazine

97%

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Empirical Formula (Hill Notation):
C5H8N4
CAS Number:
Molecular Weight:
124.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

powder

mp

210-212 °C (lit.)

SMILES string

Cc1nnc(N)nc1C

InChI

1S/C5H8N4/c1-3-4(2)8-9-5(6)7-3/h1-2H3,(H2,6,7,9)

InChI key

UIKGLXJNZXSPGV-UHFFFAOYSA-N

General description

3-Amino-5,6-dimethyl-1,2,4-triazine reacts with silver trifluoro­methane­sulfonate to yield tris(3-amino-5,6-dimethyl-1,2,4-triazine-κN)silver(I) trifluromethane-sulfonate-3-amino-5,6-dimethyl-1,2,4-triazine. It reacts with an excess of benzoyl chloride in the presence of triethylamine in refluxing chloroform to give 3-dibenzoylamino-5,6-dimethyl-1,2,4-triazine.

Application

3-Amino-5,6-dimethyl-1,2,4-triazine was used in intramolecular cyclization reaction of various 1,2-bis(amidinohydrazone)s.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Yu-Hang Jiang et al.
Acta crystallographica. Section E, Structure reports online, 67(Pt 11), m1526-m1527 (2012-01-06)
The asymmetric unit of the title compound, [Ag(C(5)H(8)N(4))(3)](CF(3)O(3)S)·C(5)H(8)N(4), contains two cations, two anions and two uncoordinated 3-amino-5,6-dimethyl-1,2,4-triazine (admt) ligands. It was prepared from the reaction of silver trifluoro-methane-sulfonate and admt in a 2:3 molar ratio. Both silver(I) ions are bonded
A novel intramolecular cyclization reaction: Facile solvent-free microscale synthesis suitable for rapid production of libraries of 3-amino-1, 2, 4-triazines and for combinatorial chemistry.
Matikainen JKT and Elo HA.
Microchimica Acta, 146(1), 49-53 (2004)
Reaction of 3-amino-5, 6-dimethyl-1, 2, 4-triazine with electrophiles.
Suzuki T, et al.
Journal of Heterocyclic Chemistry, 23(3), 935-939 (1986)

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