Diethyl Ether → 1,4-Dichloroisoquinoline-7-sulfonyl chloride

Participants

Reaction Steps

Anal. Found: C, 39.37; H, 2.09; N, 4.94. Calc for C9H5Cl2NO3S: C, 38.87; H, 1.81; N, 5.04. ##STR109## POCl3 (9.65 mL, 103.5 mmol) was added to a stirred suspension of 4-chloro-1-oxo-1,2-dihydro-7-isoquinolinesulphonyl chloride (22.1 g, 79.6 mmol) in MeCN (500 mL) at room temperature and the mixture was then heated at reflux for 15 h. On cooling, the MeCN solution was decanted from the insoluble sludge and evaporated in vacuo. The residue was extracted with hot EtOAc and evaporated to leave a solid which was stirred with Et2O (1.2 L) at room temperature overnight. The ethereal solution was decanted from the insoluble material and evaporated in vacuo to give 1,4-dichloro-7-isoquinolinesulphonyl chloride (20 g, 67 mmol) as a pale yellow solid.

Provenance & Evidence