4-Chlorophenyl Isocyanate → HCID 69593688, compound

Participants

Reaction Steps

Part F: 10.6 mg (0.028 mmol) of the hydrochloride were dissolved in 2 mL of anhydrous CH2Cl2. 2 eq of TEA and 1 eq of p-chlorophenyl isocyanate were added, and the mixture was stirred under N2 atmosphere for 8 h. Volatiles were evaporated. 3 mL of CH2Cl2 were added and the mixture was washed twice with 1 mL of water, dried over MgSO4, and concentrated. The crude product was purified by prep HPLC to give the title compound. 1H NMR (500 MHz, CDCl3) δ 9.76 (s, 1H), 7.45–7.24 (m, 8H), 6.4 (s, 1H), 4.72 (d, J=5 Hz, 1H), 3.6 (m, 1H), 3.45 (m, 1H), 3.25 (s, 3H) 2.93 (s, 3H), 2.84 (s, 3H), 2.65 (m, 1H), 2.3–1.9 (m, 3H), ppm. LC-MS (ESI) 492.15 [M+H]+, tR=4.928 min (Shimadzu Phenomenex S5 ODS 4.6×50 mm Luna flow rate 2.5 ml/mn; detection at 220 nM; Gradient elution 0% to 100% B over 8 min; (A=10% MeOH, 90% H2O, 0.2% H3PO4 & B=90% MeOH, 10% H2O, 0.2% H3PO4). HRMS (ESI) m/z calcd for C22H27N5O4SCl [M+H]+ 492.14724, found 492.1506.

Provenance & Evidence