Ammonia → 1,5-Diaminonaphthalene
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O[C:2]1[C:11]2[C:6](=[C:7](O)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[NH3:13].S(=O)(O)[O-].[NH4+:18].[OH-].[Na+]>[Ti].O>[NH2:13][C:2]1[C:11]2[C:6](=[C:7]([NH2:18])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1O[C:2]1[C:11]2[C:6](=[C:7](O)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[NH3:13].S(=O)(O)[O-].[NH4+:18].[OH-].[Na+]>[Ti].O>[NH2:13][C:2]1[C:11]2[C:6](=[C:7]([NH2:18])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1A mixture of 130 g of 1,5-dihydroxynaphthalene (98.1% strength by weight=0.8 mol), 102 g of ammonia (6.0 mol), 52 ml of ammonium bisulphite solution (490 g of SO2 per liter=0.4 mol) and 449 g of water is heated with stirring to 155° C. in a 1.3 liter titanium autoclave and is stirred at this temperature for 4 hours. 102 g of 50% strength by weight sodium hydroxide solution (1.28 mol of NaOH) are then pumped in with stirring at 155° C. The reaction mixture is cooled to 70° C. and is stirred for a further hour at this temperature. The precipitated 1,5-diaminonaphthalene is then filtered off and washed several times with water at 70° C. Drying in vacuo gives 110 g of 1,5-diaminonaphthalene (=86% of theory, relative to 1,5-dihydroxynaphthalene employed).
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