Cl.[N:2]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:8]2[CH:13]=[CH:12][C:11](N)=[C:10]([N+:15]([O-:17])=[O:16])[CH:9]=2)[CH:6]=[CH:5][N:4]=[CH:3]1.N([O-])=O.[Na+].[Cu][C:29]#[N:30].[C-]#N.[Na+].C([O-])([O-])=O.[Na+].[Na+].[NH4+].[OH-]>ClC(Cl)Cl.O>[N:2]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:8]2[CH:13]=[CH:12][C:11]([C:29]#[N:30])=[C:10]([N+:15]([O-:17])=[O:16])[CH:9]=2)[CH:6]=[CH:5][N:4]=[CH:3]1To 200 ml of cooled (0°-5° C.) HCl 5N were added 19.3 parts of intermediate 51, namely 4-[(1H-imidazol-1-yl)phenylmethyl]-2-nitrobenzenamine, while stirring. When a homogeneous solution was obtained, there was added dropwise a solution of 4.75 parts of sodium nitrite in 40 parts of water at 0°-5° C. Stirring at 0°-5° C. was continued for 1/2 hour and then the mixture was added dropwise to a cooled (0°-5° C.) solution of 5.8 parts of copper(I)cyanide, 6.42 parts of sodium cyanide and 127.1 parts of Na2CO3 (aq.) in a mixture of 700 parts of water and 298 parts of trichloromethane. The whole was left overnight to warm up to room temperature and then there were added NH4OH (aq.) and 447 parts of trichloromethane. After heating at 50° C. for 15 min. and subsequent cooling, the organic layer was separated, dried, filtered and evaporated. The residue was purified twice by column chromatography (silica gel; CHCl3 /CH3OH (NH3) 97.5:2.5; CHCl3 /CH3OH 97.5:2.5). The eluent of the desired fractions was evaporated, yielding 14.6 parts (73.2%) of 4-[(1H-imidazol-1-yl)phenylmethyl]-2-nitrobenzonitrile (interm. 52).
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