N([O-])=O.[Na+].N[C:6]1[CH:7]=[C:8]([C:13]2([OH:20])[N:17]([CH3:18])[C:16](=[O:19])[CH2:15][CH2:14]2)[CH:9]=[CH:10][C:11]=1[Cl:12].[S:21](=[O:23])=[O:22].[ClH:24]>O.C(O)(=O)C.O.O.[Cu](Cl)Cl>[Cl:12][C:11]1[CH:10]=[CH:9][C:8]([C:13]2([OH:20])[N:17]([CH3:18])[C:16](=[O:19])[CH2:15][CH2:14]2)=[CH:7][C:6]=1[S:21]([Cl:24])(=[O:23])=[O:22]A solution of 9.9 g of sodium nitrite in 60 ml of water is metered into, below the surface of, a solution of 30.5 g of 5-(3-amino-4-chlorophenyl)-5-hydroxy-1-methyl-2-pyrrolidone in 300 ml of half-concentrated hydrochloric acid at at 0° to 5° C. The reaction mixture is stirred while cooling for a further 10 min, and then a mixture of 15.2 g of copper(II)chloride dihydrate and 450 ml of a saturated solution of sulfur dioxide in glacial acetic acid is added in portions. The mixture is stirred for a further 30 min, and then the sulfonyl chloride is precipitated by addition of water, and the crystals are filtered off. Melting point 137°-139° C.
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