Salicyluric acid synthesis
- Product Name:Salicyluric acid
- CAS Number:487-54-7
- Molecular formula:C9H9NO4
- Molecular Weight:195.17
To a solution of 5 g of glycine in 50ml of 10%NaOH was stirred at room temperature upon slowaddition of salicyloyl chloride, and the resultingmixture was stirred overnight. Progress of the reaction was followed by TLC (hexane : ethylacetate, 7 : 3).Then the reaction mixture was treated with crushed iceupon stirring. Concentrated HCl was added dropwiseand stirring was continued until the mixture turnedacidic. For removing the residual benzoic acid the mixture was treated with 10-12 mL of CCl4, boiled and then filtered. A pinkish white solid was obtained, yield 90%, mp 165°C.
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Yield:487-54-7 90%
Reaction Conditions:
with sodium hydroxide at 20;
Steps:
Synthesis of 2-(2-hydroxybenzamido) acetic acid (1)
To a solution of 5 g of glycine in 50ml of 10%NaOH was stirred at room temperature upon slowaddition of salicyloyl chloride [14], and the resultingmixture was stirred overnight. Progress of the reaction was followed by TLC (hexane : ethylacetate, 7 : 3).Then the reaction mixture was treated with crushed iceupon stirring. Concentrated HCl was added dropwiseand stirring was continued until the mixture turnedacidic. For removing the residual benzoic acid the mixture was treated with 10-12 mL of CCl4, boiled and then filtered. A pinkish white solid was obtained[15], yield 90%, mp 165°C. IR spectrum, ν, cm-1: 3233(N-H), 2860 (O-H), 1656 (C=O). 1H NMR spectrum,δ, ppm: 3.8 s (2H), 6.8 m (2H), 7.3 t (1H), 7.53 t (1H),7.86 d (1H), 8.3 s (1H).
References:
Aparna;Sharada;Subhashini;Sreekanth, Sivan [Russian Journal of General Chemistry,2019,vol. 89,# 6,p. 1202 - 1208][Zh. Obshch. Khim.,2019,vol. 89,# 6,p. 1202 - 1208,7]
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487-54-7
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