Bis(2,6-diisopropylphenyl)carbodiimide

25348-97-4

2162-74-5

General procedure for the synthesis of N,N'-bis(2,6-diisopropylphenyl)carbodiimide from the compound (CAS: 25348-97-4): to a stirred DippN(H)C(S)N(H)Dipp (7.93 g, 20.0 mmol) and triethylamine (NEt3, 5.58 mL, 40.0 mmol) ethyl acetate (100 mL ) solution, iodine (I2, 5.58 g, 22.0 mmol) was added in batches over 30 min. The reaction mixture was stirred at room temperature for 2 h. Subsequent filtration gave a brown filtrate. The volatile components of the filtrate were removed by distillation under reduced pressure to give a brown solid. The solid was extracted with pentane (4 x 50 mL) and the extract was filtered through a short silica column. The brown filtrate obtained was added to activated copper powder (Cu, 3.00 g, 48.0 mmol). The mixture was stirred at room temperature for 16 h to form a black suspension. The suspension was filtered through silica to obtain a colorless filtrate. The volatile components in the filtrate were removed by distillation under reduced pressure and the solid obtained was dried under vacuum to give the target product N,N'-bis(2,6-diisopropylphenyl)carbodiimide as a colorless crystalline solid. Yield: 4.74 g (65%). The 1H NMR spectrum of the product was in agreement with the data reported by Cowley et al. [24]