1,2-Ethylene-bis(o-N2-phenylene-N1,N1-dimethylformamidine)
Sergiu Coseri* and Adrian A. Caraculacu
Institute of Macromolecular Chemistry "P.Poni", Gr. Ghica Voda Alley, 41 A, 6600, Iasi, Romania. Phone: +40 32 140413, Fax: +40 32 211299, E-mail: [email protected]
Received: 16 May 2000 / Accepted: 2 June 2000 / Published: 10 July 2000
A mixture of 3.71 mmol (0.98 g) of bibenzil-2,2-di-yl-diisocyanate (1) [1] and 74.16mmol (5.42 g) of redistilled N,N-dimethylformamide (2) was refluxed under stirring for 8 h, with complete absorption of any carbon dioxide in aqueous potassium hydroxide solution [2]. The major portion of the unchanged 2 was removed by vacuum distillation. After cooling the residue is triturated with diethyl ether, and the precipitated solid is recrystallized from ethanol to afford 0.7417 g (62 %) of 3.
M.p.: 222-224°C.
IR (cm-1): 1640; 1590 (C=N); 1510; 1480; 1370 (C-N); 840.
1H NMR (CDCl3): 7.63 (s, 2H, -CH=N); 7.125 (d, 4H, HAr); 6.87 (d, 4H, HAr); 3.12 (s, 12 H, -CH3); 2.95 (s, 4H, >CH2).
Anal. calc. for C20H26N4 (322.457): C 74.50, H 8.13, N 17.37; Found: C 74.28, H 8.13, N 17.52.
References
| 1. | Caraculacu, A.A.; Caraculacu, G. J. Macromol. Sci. Chem. 1985, A22(5-7), 631. |
| 2. | Weiner, M.L. J. Org. Chem. 1960, 25, 2245. |
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