Hydroxyamine hydrochloride → HCID 11461110, compound

Participants

Reaction Steps

To 5-benzoylamino -benzo[b]thiophene-2-carboxylic acid ethyl ester (102.9 mg, 0.32 mmol) were added NH2OH.HCl (76.2 mg, 0.97 mmol) and 5 mL of anhydrous MeOH. A solution of NaOMe (4.37 M in MeOH, 0.50 mL, 2.18 mmol) was added. The resulting mixture was allowed to stir at rt for 2 days. The reaction mixture was concentrated and the residue was dissolved in a minimal amount of water. After extracted with 5 mL of hexanes/EtOAc (4:1), the aqueous layer was acidified with 2N aqueous HCl to pH≈7. The precipitate was filtered, collected and dried to give 5-benzoylamino-benzo[b]thiophene-2-carboxylic acid hydroxyamide as a pale solid. 1H NMR (DMSO-d6, 200 MHz) δ 10.41 (s, 1H), 8.44 (s, 1H), 8.10-7.82 (m, 4H), 7.76 (dd, J=8.7, 2.1 Hz, 1H), 7.68-7.35 (m, 4H). MS (EI): cal'd 313.1 (MH+), exp 313.2 (MH+).

Provenance & Evidence