3-Chloroaniline → HCID 22741983, compound

Participants

Reaction Steps

The compound is prepared starting from 0.070 g 3-chloro-4,5-dimethyl-6-(pyridin-4-yl)methylpyridazine and 0.153 g meta-chloroaniline in the manner described in Example 82A. After heating for 20 h to 130° C., siginificant quantities of 3-chloro-4,5-dimethyl-6-(pyridin-4-yl)methylpyridazine are still present (TLC). For this reason, a further 0.153 g meta-chloroaniline is added and heated for another 24 h to 130° C. Processing is in the manner described for Example 82A. Title compound is obtained after FC in CH2Cl2/methanol 19/1: m.p. 164-167°. 1H-NMR (250 MHz, CDCl3): δ=8.45 (s, wide, 2H); 7.70 (t, 1H); 7.45 (dd, 1H); 7.25-7.10 (m, 3H)); 7.00 (dd, 1H); 6.20 (s, wide, 1H); 4.25 (s, 2H); 2.15 (s, 3H); 2.10 (s, 3H). ES-MS 325, 327 (M+H for 35Cl and 37Cl).

Provenance & Evidence