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ChemicalBook CAS DataBase List (2,4-DIOXO-1,3-THIAZOLIDIN-3-YL)ACETIC ACID

(2,4-DIOXO-1,3-THIAZOLIDIN-3-YL)ACETIC ACID synthesis

6synthesis methods
-

Yield:-

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 50 - 55;

Steps:

Synthesis of N-substituted TZD (10 and 11)
General procedure: The synthesis of N-benzylated TZD was carried out on stirring at50-55 °C by taking 1.7 mmol of TZD, benzyl bromide (1.1 equivalents)and potassium carbonate (2 equivalents) in solvent DMF (4 mL). Thereaction gets completed in 2-3 h and was monitored by TLC. After stirring, the reaction mixture was poured into ice cold water and thecontent was precipitated out and filtered and washed with cold water.Similarly, for N-acidic TZD, the reaction was carried out between TZD and bromoacetic acid at same reaction conditions. The products (10and 11) were then recrystallised from ethanol. Yield: 85% (benzylated)and 65% (acidic); IR (KBr, cm-1): 1174 (CeN), 1432 (CH2), 1648 and 1771 (2 ring C]O), 1541 (aromatic C]C), 3058.75 (aromatic CeH),1720 (acidic C]O), 3240 (OH stretch), 946 (OH bend).

References:

Bansal, Garima;Singh, Shamsher;Monga, Vikramdeep;Thanikachalam, Punniyakoti Veeraveedu;Chawla, Pooja [Bioorganic Chemistry,2019,vol. 92,art. no. 103271]

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