1H-PERIMIDINE-2-CARBOXYLIC ACID synthesis

4synthesis methods

Product Name:1H-PERIMIDINE-2-CARBOXYLIC ACID
CAS Number:146603-28-3
Molecular formula:C12H8N2O2
Molecular Weight:212.2

1H-Perimidine-2-carboxylic acid, ethyl ester

109735-80-0
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146603-28-3
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Yield:146603-28-3 75%

Reaction Conditions:

with hydrogenchloride;water in ethanol;Reflux;

Steps:

3 2.1.3 Perimidine-2-carboxylic acid 4

Compound 3 (0.72 g, 0.003 mol) was dissolved in ethanol and diluted aqueous hidrochloride acid was added.
The reaction mixture was refluxed for half an hour.
After cooling precipitate was filtered off and recrystallized from ethanol to obtain 0.48 g of green powder (75%); mp = 186-188 °C; IR (diamond) (ν/cm^-1): 3067-2654, 1680, 1624, 1578; ¹H NMR (DMSO-d₆) (δ/ppm): 7.33 (s, 1H), 7.09 (t, 2H, J = 7.80 Hz, H_perim), 6.99 (d, 2H, J = 8.18 Hz, H_perim), 6.39 (d, 2H, J = 7.22 Hz, H_perim); ¹³C NMR (DMSO-d₆) (δ/ppm): 146.89 (s), 141.33 (s), 135.75 (s), 128.85 (s), 123.39 (s), 118.99 (s), 108.09 (s); MS (m/z): 213.1 ([M+1]⁺); Anal. Calcd. for C₁₂H₈N₂O₂: C, 67.92; H, 3.80; N, 13.20. Found: C, 68.12; H, 3.81; N, 13.16.

References:

Sovi?, Irena;Pavlovi?, Gordana;Papadopoulos, Anastasios G.;?i?ak, Dubravka;Karminski-Zamola, Grace [Journal of Molecular Structure,2013,vol. 1041,p. 156 - 163]

479-27-6 Synthesis