4-Chloro-1,2-diaminobenzene → HCID 178477901, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-chlorobenzene-1,2-diamine (2.0 g, 14.03 mmol) and 4-benzylmorpholine-2-carboxylic acid (4.66 g, 21.04 mmol) in polyphosphoric acid (20 mL) was stirred at 140° C. overnight. The reaction mixture was cooled to room temperature and treated with 100 mL of water. The aqueous phase was adjusted to weakly basic with 2 N aqueous sodium hydroxide and extracted with EtOAc. The organic phase was dried over MgSO4 and concentrated in vacuo to give the crude product as a off-white solid. The residue was triturated with hex/EtOAc (1×25 mL). The resulting solid was filtered, rinsed with n-hexane, and collected. The solvent was evaporated in vacuo to afford the title compound (2.1 g). LC-MS (ES) m/z=328 [M+H]+.

Provenance & Evidence