Triethylamine → HCID 46897705, compound

Participants

Reaction Steps

To a dichloromethane (400 mL) solution of diphosgene (74 mmol, 14.8 g) at 0° C. was added a dichloromethane (1100 mL) solution of 4-[4-(4-methoxyphenyl)-1-piperazinyl]benzenamine (Formula IIa, 41 mmol, 11.7 g) and triethylamine (93 mmol, 9.4 g) over a period of 3.5 hours. Once the addition was complete, the reaction was stirred in an ice bath for an additional 30 minutes. The reaction solvent was evaporated, the residue dissolved in tetrahydrofuran (300 mL), and the insolubles removed by filtration. The filtrate was concentrated by rotary evaporation to give 4-[4-(4-methoxyphenyl)-1-piperazinyl]-phenylisocyanate as a beige solid (12.8 g, 100% crude yield). The product was advanced to the next reaction step without purification. 1H NMR (400 MHz, CDCl3) δ 7.08-6.85 (m, -Ar), 3.79 (s, 3 H, OCH3), 3.45-3.20 (m, 8 H, CH2).

Provenance & Evidence