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4-(4-OXO-2-THIOXO-THIAZOLIDIN-3-YL)-BENZOIC ACID synthesis

2synthesis methods
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Yield: 85%

Reaction Conditions:

Stage #1:4-amino-benzoic acid in water at 95;
Stage #2:bis(carboxymethyl)trithiocarbonate in water at 100;

Steps:

1.1.1. General procedure for the synthesis of 3-substituted-phenyl-2-thioxothiazolidin-4-one (3a-3l)
General procedure: A constantly stirred suspension of appropriately substituted aromatic/ heteroaromatic amines (2a-2l, 1 equiv.) in water (5 mL) was heated at 95°C for 1-2 h. To this, bis (carboxyl methyl) trithiocarbonate (1.1 equiv.) was slowly added and heating was continued at 100°C for 14-19 h. After cooling to room temperature, the precipitated solid was filtered and washed with cold water. The dried solid was purified by flash silica column [gradual eluent: EtOAc/petroleum ether, 0-50%] to afford the 3-substituted-phenyl-2-thioxothiazolidin-4-one derivatives (3a-3l).

References:

Shaikh, Mahamadhanif S.;Kanhed, Ashish M.;Chandrasekaran, Balakumar;Palkar, Mahesh B.;Agrawal, Nikhil;Lherbet, Christian;Hampannavar, Girish A.;Karpoormath, Rajshekhar [Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,# 16,p. 2338 - 2344] Location in patent:supporting information

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