2-BROMO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDIN-4(5H)-ONE

2-BROMO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDIN-4(5H)-ONE Property

Boiling point:

487.7±34.0 °C(Predicted)

Density 

1.825±0.06 g/cm3(Predicted)

storage temp. 

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

pka

12.76±0.20(Predicted)

Appearance

Light yellow to green yellow Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

2-BROMO-6,7-DIHYDROTHIAZOLO[5,4-C]PYRIDIN-4(5H)-ONE Chemical Properties,Usage,Production

Uses

2-Bromo-6,7-dihydrothiazo[5,4-C]pyridine-4(5H)-one is a pyridine organic compound that can be used as an organic intermediate.

Synthesis

The general procedure for the synthesis of 2-bromo-6,7-dihydrothiazolo[5,4-b]pyridin-4(5H)-ones using 2-amino-6,7-dihydrothiazolo[5,4-c]pyridin-4(5H)-ones as starting material was as follows: intermediate 3 (8 g, 39.8 mmol), copper(II) bromide (10.43 g, 46.68 mmol) and 3-methyl-1- Nitrosoxybutane (6.8 g, 58.35 mmol) were dissolved in acetonitrile (100 mL) and the reaction was stirred at room temperature for 1.5 hours. Upon completion of the reaction, the solvent was removed by vacuum evaporation. The resulting residue was dissolved in ethyl acetate and washed with water. The organic layer was separated, dried with anhydrous sodium sulfate, filtered and the solvent was evaporated in vacuum to give Intermediate 4 (5 g, 55% yield), which could be used in subsequent steps without further purification.

References

[1] Patent: WO2011/73339, 2011, A1. Location in patent: Page/Page column 43
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 14, p. 4037 - 4043
[3] Patent: WO2015/101928, 2015, A1. Location in patent: Page/Page column 66; 67