One simple solution is create interval index
from start and end
setting closed = both
then use get_loc
to get the event i.e (Hope all the date times are in timestamps dtype )
df_2.index = pd.IntervalIndex.from_arrays(df_2['start'],df_2['end'],closed='both')
df_1['event'] = df_1['timestamp'].apply(lambda x : df_2.iloc[df_2.index.get_loc(x)]['event'])
Output :
timestamp A B event 0 2016-05-14 10:54:33 0.020228 0.026572 E1 1 2016-05-14 10:54:34 0.057780 0.175499 E2 2 2016-05-14 10:54:35 0.098808 0.620986 E2 3 2016-05-14 10:54:36 0.158789 1.014819 E2 4 2016-05-14 10:54:39 0.038129 2.384590 E3