3-Bromo-4-oxo-4-phenylbutanoic acid → HCID 86739401, compound
Reaction equation
[C:1]([CH:9]([Br:14])[CH2:10][C:11]([OH:13])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][N:16]1[CH2:21][N:20]([CH3:22])[CH2:19][NH:18][C:17]1=[S:23]>CO>[CH:1]([O-:8])([CH3:9])[CH3:2].[Br-:14].[C:11]([CH2:10][CH:9]1[S:23][C:17]2=[N+:16]([CH3:15])[CH2:21][N:20]([CH3:22])[CH2:19][N:18]2[C:1]1([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([OH:13])=[O:12].[C:11]([CH2:10][CH:9]1[S:23][C:17]2=[N+:16]([CH3:15])[CH2:21][N:20]([CH3:22])[CH2:19][N:18]2[C:1]1([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[OH:8])([OH:13])=[O:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 3-benzoyl-3-bromo propionic acid (6.4 g, 0.025 moles) in methanol (40 ml) was mixed with a solution of 1,5-dimethyl-3,4,5,6-tetrahydro-s-triazin-2(1H)thione (3.625 g, 0.025 mole) in the same solvent (100 ml). After 2 hours at room temperature the solvent was evaporated to give a foam which was crystallised from isopropanol to give 7-carboxymethyl-1,3-dimethyl-6-hydroxy-6-phenyl-3,4,5,7-tetrahydro-2H-thiazolo[3,2-a]-s-triazinium bromide isopropanolate (10.05 g,), m.p. 154°-155° C. (decomposition).