[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=2[Cl:15])=O)=[CH:4][CH:3]=1.Cl.[NH2:19][OH:20].[OH-].[K+].Cl>O.C(O)C>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6](=[N:19][OH:20])[C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][C:9]=2[Cl:15])=[CH:4][CH:3]=1A mixture of 4-chloro 2',4'-dichlorobenzophenone (8 g.), hydroxylamine hydrochloride (2.9 g.), powdered potassium hydroxide (7.7 g.), ethanol (10 ml.) and water (2 ml.) was heated under reflux for 15 minutes. The mixture was poured into water (300 ml.) containing concentrated hydrochloric acid (30 ml.), and the precipitated oil was left to crystallise. The mixture was then filtered, and the solid residue (7.0 g., 83% yield) of 4-chloro-2',4'-dichlorobenzophenone oxime (m.p. 98°-100° C.) was used in the above process without further purification. A sample recrystallised from petrol also had m.p. 98°-100° C.
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