Methyl alpha-[2-[[bis[(4-methoxyphenyl)methyl]amino]sulfonyl]ethyl]-2-fluoro-4-nitrobenzeneacetate → Methyl alpha-[2-(aminosulfonyl)ethyl]-2-fluoro-4-nitrobenzeneacetate
Reaction equation
COC1C=CC(C[N:10](CC2C=CC(OC)=CC=2)[S:11]([CH2:14][CH2:15][CH:16]([C:21]2[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][C:22]=2[F:30])[C:17]([O:19][CH3:20])=[O:18])(=[O:13])=[O:12])=CC=1>C(Cl)Cl.FC(F)(F)C(O)=O>[NH2:10][S:11]([CH2:14][CH2:15][CH:16]([C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][C:22]=1[F:30])[C:17]([O:19][CH3:20])=[O:18])(=[O:12])=[O:13]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Methyl .alpha.-[2-[[bis[(4-methoxyphenyl)methyl]amino]sulfonyl]ethyl]-2-fluoro-4-nitrobenzeneacetate (41.6 g, 74.3 mmol) is dissolved in methylene chloride (200 ml) and trifluoroacetic acid (50 ml). The solution is stirred for 2 days then the solvents evaporated. The residue is dissolved in ethyl acetate (750 ml) and washed with sodium bicarbonate solution (200 ml) and brine (100 ml). After drying (MgSO4), filtration and evaporation the title compound is obtained as a solid (20.5 g, 86%) mp 99-101°.