5-bromo-1-methyl-1,2,4-triazole Chemical Properties

Boiling point:

256℃

Density 

1.93

Flash point:

109℃

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

0.98±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C3H4BrN3/c1-7-3(4)5-2-6-7/h2H,1H3

InChIKey

ZYLIOXAULQKGII-UHFFFAOYSA-N

SMILES

N1(C)C(Br)=NC=N1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HS Code 

2933998090

5-bromo-1-methyl-1,2,4-triazole Usage And Synthesis

Synthesis

General procedure for the synthesis of 5-bromo-1-methyl-1H-1,2,4-triazole from 1-methyl-1H-1,2,4-triazole: 1.6 M n-BuLi (8.70 mL, 13.86 mmol) was slowly added to a mixed solution of 1-methyl-1H-1,2,4-triazole (1.0 mL, 13.20 mmol) and THF (100 mL) at -78 °C. 13.86 mmol). After 45 min of reaction, 1,2-dibromo-1,1,2,2-tetrafluoroethane (1.76 mL, 14.52 mmol) was added, and then the reaction mixture was slowly warmed to room temperature and stirring was continued for 2 hours. After completion of the reaction, the reaction solution was diluted with EtOAc (200 mL), washed sequentially with water (150 mL) and brine (150 mL), the organic phase was dried with MgSO4, filtered and concentrated to afford 5-bromo-1-methyl-1H-1,2,4-triazole (1.37 g, 8.46 mmol, 64% yield). The product was confirmed by 1H NMR (CDCl3): δ 3.82 (s, 3H), 7.78 (s, 1H). LC/MS analysis showed that the m/z calculated value [C3H4BrN3(M+H)+] was 162.0 and the measured value was 161.9.

References

[1] Patent: WO2006/102194, 2006, A1. Location in patent: Page/Page column 117-118

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