How many years ago did "Dragon" begin to write like this?

The simplified word "Chang" comes from ancient cursive script, which was written at least in the Wei and Jin Dynasties, such as the writing of the emperor of Soochow calligrapher in the Three Kingdoms period:

Wang Xizhi's writing in Jin Dynasty;

Taking it as the legal standard writing is the result of the writing reform after the founding of the People's Republic of China.