[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]([CH3:14])[S:12][C:11](=[O:15])[NH:10][N:9]=2)=[CH:4][C:3]=1[N+:16]([O-])=O>[Ni].CO>[NH2:16][C:3]1[CH:4]=[C:5]([C:8]2[CH:13]([CH3:14])[S:12][C:11](=[O:15])[NH:10][N:9]=2)[CH:6]=[CH:7][C:2]=1[NH2:1]13.7 g (51.4 mM) of 5-(4-amino-3-nitrophenyl)-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one are placed under a hydrogen atmosphere at 3 bar for 4 hours in the presence of 24 g of Raney nickel in 280 ml of methanol. The reaction medium is then filtered and the filtrate is concentrated under vacuum to give 10.5 g of 5-(3,4-diaminophenyl)-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one in the form of a solid, which is treated with diisopropyl ether, filtered off and stored under argon at low temperature.
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