C(#N)C.S1(CCCC1)(=O)=O.[Na+].[Cl:12][C:13]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][C:14]=1[C:15]([C:17]1[CH:33]=[CH:32][C:20]([O:21][C:22]2[CH:27]=[CH:26][C:25]([S:28]([O-])(=[O:30])=[O:29])=[CH:24][CH:23]=2)=[CH:19][CH:18]=1)=[O:16].P(Cl)(Cl)([Cl:41])=O>O.CN(C)C(=O)C>[Cl:12][C:13]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][C:14]=1[C:15]([C:17]1[CH:33]=[CH:32][C:20]([O:21][C:22]2[CH:27]=[CH:26][C:25]([S:28]([Cl:41])(=[O:30])=[O:29])=[CH:24][CH:23]=2)=[CH:19][CH:18]=1)=[O:16]Solvent (300 mL of acetonitrile and 200 mL of sulfolane) was added to 215 g (about 400 mmol) of crude crystal of A—SO3Na. Furthermore, phosphoryl trichloride (245.3 g, 1.6 mol) was added and reacted at 70° C. Furthermore, 5 mL of N,N-dimethylacetamide was added, a yellow suspension was stirred for 40 minutes at 71 to 73° C., and the reaction liquid was cooled to 3° C. 1 L of cold water was added at a rate so that the temperature of the reaction liquid did not exceed 10° C. The deposit was filtered and collected, washed with cold water, and recrystallized with 350 mL of toluene to obtain 153 of white crystal of 4-[4-(2,5-dichlorobenzoyl)phenoxy]benzene sulfonic acid chloride (A—SO3Cl). Yield depending on A was 87%. Melting point is 130.5 to 131.5° C.
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