Ammonium Chloride → HCID 70662764, compound

Participants

Reaction Steps

Compound C in Example 1 was added to a solution of NH4Cl (10 eq, 0.3 M) in DMF with zinc powder (10 eq). The reaction was stirred in an ice bath for 2 hr. After the reaction was complete, the reaction mixture was filtered. The filtrate was collected and water (2× to DMF) was added. The solid precipitate was collected. The collected solids were combined, washed with water, and dried to give a white powder (yield: 78%). mp. 251-252° C. 1H-NMR (400 MHz, DMSO-d6) δ 3.04 (dd, J=4.0, 11.2 Hz, 1H), 3.13 (dd, J=3.6, 11.2 Hz, 1H), 4.32 (dd, J=4.0, 6.0 Hz, 1H), 6.41 (s, 1H), 7.01 (d, J=1.2 Hz, 2H, ArH), 7.24-7.36 (m, 5H, ArH), 7.92 (s, 1H, ArH), 8.26 (d, J=1.6 Hz, 1H, NH), 9.60 (s, 1H, OH), 9.71 (s, 1H, NH)

Provenance & Evidence