3-methyl-2-(4-oxo-2-thioxothiazolidin-3-yl)butanoic acid synthesis
- Product Name:3-methyl-2-(4-oxo-2-thioxothiazolidin-3-yl)butanoic acid
- CAS Number:6593-95-9
- Molecular formula:C8H11NO3S2
- Molecular Weight:233.3
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Yield:6593-95-9 79%
Reaction Conditions:
Stage #1: carbon disulfide;D,L-valinewith sodium hydroxide in water at 100; for 0.0833333 h;Microwave irradiation;
Stage #2: sodium monochloroacetic acid in water at 40 - 100; for 0.0833333 h;Microwave irradiation;
Steps:
General procedure for the microwave-assisted synthesisof N-substituted rhodanines (2a-g)
General procedure: Mixture of amine or amino acid (1 mol), sodium hydroxide (22 %) and carbon disulfide (1 mol) in 3 ml water was reacted in a microwave reactor (CEM Discover, Benchmate,USA) for 5 min at 100 °C at 80 W. After automatedcooling to 40 °C, sodium chloroacetate (1 mol) was addedand the mixture was reacted again at 100 °C for 5 min.After cooling (40 °C), conc. HCl (3 ml) was added and thereaction was completed at 110 C for 20-30 min. Thecrude product was extracted with ethyl acetate and purified(Nitsche and Klein, 2012).
References:
Ali Muhammad, Sulaiman;Ravi, Subban;Thangamani, Arumugam [Medicinal Chemistry Research,2016,vol. 25,# 5,p. 994 - 1004]
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325 suppliers
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6593-95-9
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