N-bromobutanimide → HCID 69284251, compound

Participants

Reaction Steps

The product of Example 1a (7.4 g. 23.8 mmol) was added slowly to a stirred mixture of 20.4 g. (115 mmol) of N-bromosuccinimide and 80 mL of acetonitrile at ambient temperature. A dark orange solution formed after 2 h of stirring. A brown/orange powder was isolated by filtration. After a water-wash, the solid was dried in a desiccator to give 5.7 g (77%) of crude product. Recrystallization from acetic acid gave brick-red needles: mp 228-232° C. (dec); 1H-NMR (d6-DMSO): δ4.060 (—OCH3); (CDCl3) δ(—OCH3); 13C-NMR (CDCl3) δ(—OCH3), 173.8 (C-OMe), 176.4 (C—N═N). Anal. Cacld for C10H12N8: C, 38.96; H, 3.92; N, 36.35. Found: C, 38.78; H, 3.94; N, 36.02.

Provenance & Evidence