Hydrochloric Acid → HCID 178513279, compound

Participants

Reaction Steps

A mixture of 4-cyanoindole (0.64 g; 4.5 mmol), HCl×H2NOH (1.1 g; 15.8 mmol), and Na2CO3 (0.79 g; 7.43 mmol) in H2O (8 ml) and EtOH (2 ml) was gently stirred for 15 min, then refluxed for 6 h under N2. After cooling most of the EtOH was removed under reduced pressure and the product was extracted with EtOAc (3×10 ml). The organic phase was separated, dried over anhydrous MgSO4 and filtered. The filtrate was evaporated to dryness under reduced pressure to give the title compound (0.74 g; 94%), as a creamy foam. 1H-NMR (DMSO-d6+CDCl3+CD3OD) 1.71 (broad s, H2O); 3.68 (HDO); 6.74 (d, 1H, J=3.1 Hz); 7.01 (tr, 1H, J=7.8 Hz); 7.12-7.2 (m, 2H); 7.3-7.4 (m, 1H).

Provenance & Evidence