Ethanol → HCID 57990560, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 2-cyclopropyl-5-nitro-2H-isoquinolin-1-one (3.7 g, 0.015 mol) in Ethanol (80 mL, 1 mol) was added ammonium chloride (8 g, 0.2 mol) in Water (80 mL, 4 mol) and the reaction heated at 85° C. and then iron (4 g, 0.06 mol) was added. The reaction started turning dark and became completely brown. The reaction was heated for 1 h. LC/MS showed no starting material left and only one peak which to give the desired MW. The reaction was removed from the oil bath and 150 ml of methylene chloride was added in the flask. The mixture layers were separated and aqueous layer was extracted with CH2Cl2 (100 mL×3). The combined organic layers were washed once with brine. The organic layer was collected, dried over Na2SO4 and reduced in vacuo to produce a yellow-orange solid.

Provenance & Evidence