Hexamethylenetetramine → HCID 22064400, compound

Participants

Reaction Steps

To a suspension of hexamethylenetetramine (HMTA) (3.12 g, 22.2 mmol) in CHCl3 (35 mL) was added 2-chloro-5-chloromethylthiophene (1.02 mL, 8.46 mmol). The reaction mixture was heated at reflux for 4 hr, cooled, and filtered to give white solid 5-chloro-2-[(1,3,5,7-tetraazatricyclo-[3.3.1.1 (3,7)]decyl) methyl]thiophene (2.28 g, 88%). ES-MS (M)+=271, 273 (Cl). 1H-NMR (DMSO-d6): δ 4.27 (s, 2H), 4.39–4.57 (ABq, 6H), 5.06 (s, 6H), 7.21–7.24 (ABq, 2H).

Provenance & Evidence