Reaction #2724

Reaction equation

ethyl bromoacetylglyoxylate

thiourea

charcoal

→

Ethyl 2-amino-thiazol-4-yl-glyoxylate

Solvents

water

ethanol

Conditions

Workup

1. 1
   workup.ADDITIONafter the addition
2. 2
   Otherthe resulting reaction mixture
3. 3
   Filtrationis then filtered
4. 4
   workup.ADDITIONby adding sodium bicarbonate solution
5. 5
   Otherwhereupon ethyl 2-amino-thiazol-4-ylglyoxylate crystallizes out in crystals of melting point 147°

Procedure

195 g of ethyl bromoacetylglyoxylate are added dropwise to a solution of 66 g of thiourea in 450 ml of water and 450 ml of ethanol at 5° and after the addition has ended, the mixture is stirred at room temperature for 30 minutes and at 50° for 30 minutes and, after adding active charcoal, the resulting reaction mixture is then filtered. The filtrate is brought to pH 7 by adding sodium bicarbonate solution, whereupon ethyl 2-amino-thiazol-4-ylglyoxylate crystallizes out in crystals of melting point 147°.

Source