6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione Chemical Properties

Melting point:

232-234 °C

Density 

2.61±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

6.11±0.40(Predicted)

form 

powder

color 

Off-white

InChI

InChI=1S/C3H2BrN3O2/c4-1-2(8)5-3(9)7-6-1/h(H2,5,7,8,9)

InChIKey

VNTFEWXYAOATFA-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

4956-05-2(CAS DataBase Reference)

Safety Information

HS Code 

2933998090

6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione Usage And Synthesis

Uses

5-Bromo-6-azouridine is mainly used as a pharmaceutical intermediate.

Synthesis

2H- [1, 2,4] triazin-3,5-dione (50 g, 442 mmol) is placed in 60 ml of bromine in 800 ml of water at 60°C for 10 h. The reaction medium is then run slowly onto an aqueous ammonia solution until pH = 5. It is then extracted with ethyl acetate and the organic phases are dried over MgS04. After filtration and concentration to dryness, 6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione is isolated as a white solid (79.2 g, yield = 93 percent).

References

[1] Patent: WO2005/80354, 2005, A1. Location in patent: Page/Page column 19
[2] Patent: US2008/167313, 2008, A1. Location in patent: Page/Page column 7
[3] Patent: WO2004/74266, 2004, A1. Location in patent: Page 52
[4] Patent: WO2006/15985, 2006, A1. Location in patent: Page/Page column 62
[5] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 8, p. 1727 - 1730

6-Bromo-1,2,4-triazine-3,5(2H,4H)-dione(4956-05-2)Related Product Information

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