[CH:1]1[C:13]2[N:12]([CH2:14][CH2:15][NH:16][S:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N+:26]([O-:28])=[O:27])(=[O:19])=[O:18])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Al+3].[Cl-:30].[Cl-].[Cl-].[Cl:33][CH2:34][CH2:35][C:36](Cl)=[O:37].Cl>C1([N+]([O-])=O)C=CC=CC=1>[Cl:33][CH2:34][CH2:35][C:36]([C:3]1[CH:2]=[CH:1][C:13]2[N:12]([CH2:14][CH2:15][NH:16][S:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[N+:26]([O-:28])=[O:27])(=[O:18])=[O:19])[C:11]3[C:6]([C:5]=2[CH:4]=1)=[CH:7][C:8]([C:36](=[O:37])[CH2:35][CH2:34][Cl:30])=[CH:9][CH:10]=3)=[O:37]Compound 51 (20.0 g, 50.6 mmol) was dissolved in PhNO2 (130 mL) and the solution was cooled in an ice bath. Then AlCl3 (34.0 g, 254.7 mmol) and after that, 3-chloropropionyl chloride (25.0 mL, 259.8 mmol) were added. The mixture was kept for 40 min (LC/MS monitoring), poured in a mixture of diluted HCl and ice, extracted with CHCl3, and left for 16 h. The straw-colored precipitated obtained was filtered and washed with ether. Yield of 57: 18.47 g (63%).
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