2-Methyl-1,3-propanediamine → HCID 178457537, compound

Participants

Reaction Steps

3-Chloro-3-methyl-1-(2-nitroimidazolyl)-2-nitrosobutane (1.5 g, 6.09 mmol, Example 1) was added portionwise over a period of 30 minutes to a stirred solution of 1,3-diamino-2-methylpropane (3.0 g, 34.10 mmol) in dry acetonitrile (30 mL) at 50° C. After the addition the reaction mixture was allowed to remain at 50° C. for an additional 30 minutes. The reaction mixture was then cooled and solvent was removed on a rotary evaporator to a give a paste. This was crystallized from dichloromethane-ether to afford the title product as a light yellow solid; yield: 1.36 g (75%); mp. 102-104° C. (decomp); 1H NMR (CDCl3) δ 0.89 (d, 3H, CH3), 1.22 [s, 6H, C(CH3)2], 1.51 (m, 1H, CH3CH), 2.25 (d, 2H, CH2NH2), 2.65 (m, 2H, NHCH2), 5.31 (s, 2H, imi-CH2), 7.03 & 7.21 (2s, 2H, imi-H). MS m/e 299 (M+H)+.

Provenance & Evidence