[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:12]=[CH:11][C:10]3[CH:13]=[C:14]([F:17])[CH:15]=[CH:16][C:9]=3[S:8][C:7]=2[CH:18]=1)#[N:2].ClC1C=CC=C(C(OO)=[O:27])C=1.[OH-].[Ca+2].[OH-]>C(Cl)Cl>[C:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH:12]=[CH:11][C:10]3[CH:13]=[C:14]([F:17])[CH:15]=[CH:16][C:9]=3[S:8](=[O:27])[C:7]=2[CH:18]=1)#[N:2]Dissolve 1.7 gm. of 3-cyano-8-fluorodibenzo[b,f]thiepine in 90 ml. of methylene chloride and add 1.36 gm. of 85% m-chloroperbenzoic acid. Stir the mixture at room temperature for 90 minutes. Add 4 gm. of calcium hydroxide over 15 minutes. Filter and strip the filtrate to dryness. Triturate the residue in 30 ml. of ether for 2 hours. Separate the solids by filtration to obtain the title product. (mp. 240°-243° C.).
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