3-Bromo-3-(4-chlorobenzoyl)propionic acid → HCID 13059237, compound
Reaction equation
[Br:1][CH:2]([C:7](=[O:15])[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[CH2:3][C:4]([OH:6])=[O:5].[CH3:16][N:17]1[CH2:22][N:21]([CH3:23])[CH2:20][NH:19][C:18]1=[S:24]>CO>[Br-:1].[C:4]([CH2:3][CH:2]1[S:24][C:18]2=[N+:17]([CH3:16])[CH2:22][N:21]([CH3:23])[CH2:20][N:19]2[C:7]1([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)[OH:15])([OH:6])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 3-bromo-3-(p-chlorobenzoyl) propionic acid (7.29 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-6-(p-chlorophenyl)-1,3-dimethyl-6-hydroxy-3,4,6,7-tetrahydro-2H-thiazolo[3,2-a]-s-triazinium bromide as a colourless solid (6.0 g), m.p. 160°-161° C. (decomposition).