One of the most important landmarks in engine design comes from Nicolaus August Otto who in 1876 invented an effective gas motor engine. Otto built the first practical four-stroke internal combustion engine called the "Otto Cycle Engine," and as soon as he had completed his engine, he built it into a
motorcycle. Otto's contributions were very historically significant, it was his four-stoke engine that was universally adopted for all liquid-fueled automobiles going forward.
In 1885, German mechanical engineer, Karl Benz designed and built the world's first practical automobile to be powered by an internal-combustion engine. On January 29, 1886, Benz received the first patent (DRP No. 37435) for a gas-fueled car. It was a three-wheeler; Benz built his first four-wheeled car in 1891. Benz & Cie., the company started by the inventor, became the world's largest manufacturer of automobiles by 1900.
In 1885, Gottlieb Daimler (together with his design partner Wilhelm Maybach) took Otto's internal combustion engine a step further and patented what is generally recognized as the prototype of the modern gas engine.