Réaction #51262

Équation de réaction

trisamine

8-amino-1-[3-(aminosulfonyl)phenyl]-1H-benzo[g]indazole-3-carboxamide

2-chlorobenzoic chloride

→

1-[3-(aminosulfonyl)phenyl]-8-[(2-chlorobenzoyl)amino]-1H-benzo[g]indazole-3-carboxamide

Solvants

pyridine

Conditions de réaction

Traitement

1. 1
   FiltrationThe mixture was filtered through a silica gel pad with EtOAc
2. 2
   Concentrationconcentrated

Mode opératoire

To a stirred solution of 8-amino-1-[3-(aminosulfonyl)phenyl]-1H-benzo[g]indazole-3-carboxamide from step 2 (76.2 mg, 0.20 mmol) in pyridine (25 mL) at RT was added 2-chlorobenzoic chloride (53 mg, 0.3 mmol). After 14 h, trisamine was added and the mixture was stirred for 2 h. The mixture was filtered through a silica gel pad with EtOAc and concentrated. The resulting title product was a solid (42 mg, 40%). Its structure was confirmed by 1H NMR and MS (521, M+1). C25H18ClN5O4S, Calc.: C: 57.75, H: 3.49; N: 13.47; Found, C: 57.06, H: 3.65, N: 13.51.

Source