Sodium Hydroxide → 3-(4-Phenylthiophen-2-yl)-2-thioxopropanoic acid
Reaction equation
[C:1]1([C:7]2[CH:8]=[C:9]([CH:12]=[C:13]3[S:17]C(=S)N[C:14]3=[O:19])[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:20].[Na+]>O>[C:1]1([C:7]2[CH:8]=[C:9]([CH2:12][C:13](=[S:17])[C:14]([OH:19])=[O:20])[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 95 °C
Procedure
A suspension of product 5-((4-phenylthiophen-2-yl)methylene)-2-thioxothiazolidin-4-one (1.4 g, 4.6 mmol) in 12 mL of 10% aqueous NaOH was heated to 95° C. for 1 h. The solution was cooled to room temperature and diluted with water. The aqueous phase was washed with EtOAc, and acidified with 10% HCl. The precipitate that was formed was filtered, washed with water and dried under reduced pressure to get the product 3-(4-phenylthiophen-2-yl)-2-thioxopropanoic acid (0.9 g, yield 74%). MS (ESI) m/z: Calculated for C13H10O2S2: 262.01. found: 261.0 (M−H)−. The crude product was carried through without further purification