A check constraint, unfortunately, cannot reference a function like SYSDATE. You would need to create a trigger that checked these values when DML occurs, i.e.
CREATE OR REPLACE TRIGGER trg_check_dates
BEFORE INSERT OR UPDATE ON table1
FOR EACH ROW
BEGIN
IF( :new.CloseDate <= SYSDATE )
THEN
RAISE_APPLICATION_ERROR( -20001,
'Invalid CloseDate: CloseDate must be greater than the current date - value = ' ||
to_char( :new.CloseDate, 'YYYY-MM-DD HH24:MI:SS' ) );
END IF;
IF( :new.CloseDate > add_months(SYSDATE,12) )
THEN
RAISE_APPLICATION_ERROR( -20002,
'Invalid CloseDate: CloseDate must be within the next year - value = ' ||
to_char( :new.CloseDate, 'YYYY-MM-DD HH24:MI:SS' ) );
END IF;
IF( :new.StartDate <= add_months(:new.CloseDate,24) )
THEN
RAISE_APPLICATION_ERROR( -20002,
'Invalid StartDate: StartDate must be within 24 months of the CloseDate - StartDate = ' ||
to_char( :new.StartDate, 'YYYY-MM-DD HH24:MI:SS' ) ||
' CloseDate = ' || to_char( :new.CloseDate , 'YYYY-MM-DD HH24:MI:SS' ) );
END IF;
END;