2-Bromomalonamide synthesis

2synthesis methods

Product Name:2-Bromomalonamide
CAS Number:1186-67-0
Molecular formula:C3H5BrN2O2
Molecular Weight:180.99

108-13-4 Synthesis

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Yield:1186-67-0 89%

Reaction Conditions:

with bromine in acetic acid at 60; for 5 h;

Steps:

A

A solution of bromine in acetic acid (78 g, i.e. 25 ml in 200 ml) is added dropwise over 5 hours to 50 g of malonamide (0.49 mol) dissolved in 300 ml of acetic acid at 60⁰C, with stirring and while maintaining the temperature at 6O⁰C. The medium decol- orises instantaneously. It turns yellow after 2 hours 30 minutes of addition. After concentrating and drying, 90.94 g of a pale pink solid are obtained. This solid is triturated from 95% ethanol and then suction-filtered to give 79.24 g of 2-bromo- malonamide.YId = 89%. m.p. = 178°C¹H NMR (DMSO δ in ppm): 4.67 (s, 1H); 7.59 and 7.68 (s, 2H).Purity (HPLC) = 99%MS (APCI) m/z: 182 [M+H]⁺

References:

WO2008/6432,2008,A1 Location in patent:Page/Page column 24; 45-46

107-91-5 Synthesis

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References