76.7, 106.7, 115.9, 118.7, 120.8, 139.4, 143.3; GC-MS (EI): 173 (M+). Anal. Calcd for

C1loH1N3: H, 6.40; N, 24.26. Found: H, 6.54; N, 24.16.

2.4.12 Procedure for the Preparation of 2-(2-Anilinoanilino)acetonitrile (2.31).

 The same procedure as used for the preparation of 2.24 and 2.25 gave compounds

2.30 and 2.31, respectively.

 N-(1H-1,2,3-Benzotriazol- -ylmethyl)-Ni-phenyl-1,2-benzenediamine (2.30):

white microcrystals; yield, 92%; mp 146-147 OC; 1H NMR 6 5.18 (s, 1H), 5.51 (t, J= 6.8

Hz, 1H), 6.07 (d, J= 7.0 Hz, 2H), 6.85 (d, J= 7.9 Hz, 2H), 6.78-6.85 (m, 2H),

7.05-7.16 (m, 5H), 7.31-7.42 (m, 2H), 7.49 (d, J= 7.9 Hz, 1H), 8.03 (d, J= 8.2 Hz, 1H);

13C NMR 6 57.9, 109.9, 112.8, 115.2, 119.6, 120.0, 120.1, 124.0, 126.1, 126.8, 127.4,

128.8, 129.3, 132.3, 141.2, 145.6, 146.4. Anal. Calcd for C19H17N5: C, 72.36; H, 5.43; N,

22.21. Found: C, 72.47; H, 5.79; N, 22.27.

 2-(2-Anilinoanilino)acetonitrile (2.31): separated by basic A1203 flash column

chromatography; yellow plates (from ethanol/hexanes); yield, 77%; mp 102-103 OC; 1H

NMR 6 4.08 (d, J= 7.0 Hz, 2H), 4.55 (t, J= 6.7 Hz, 1H), 5.13 (s, 1H), 6.68 (d, J= 7.8

Hz, 2H), 6.81-6.90 (m, 3H), 7.15-7.25 (m, 4H); 13C NMR 6 32.4, 111.9, 115.2, 116.8,

119.8, 120.2, 125.7, 126.5, 129.3, 129.4, 141.2, 145.3. Anal. Calcd for C14H13N3: C,

75.31; H, 5.87; N, 18.82. Found: C, 75.60; H, 5.65; N, 18.89.