Lubricating Composition Containing an Antiwear Agent

A method of lubricating an internal combustion engine comprising supplying to the internal combustion engine a lubricating composition comprising an oil of lubricating viscosity and a nitrile compound obtained by a process comprising:

• Step (1) reacting:
• (i) a carbonyl-containing compound, with
• (ii) a compound represented by the formula N≡C—CH2-T, wherein
• T is an electron withdrawing group selected from —C≡N, —CO2R1, —C(O)NR2R3 or —C(O)SR4;
• R1 is a hydrocarbyl group containing 1 to 30, or 4 to 20 carbon atoms;
• R2 is a hydrogen or a hydrocarbyl group, containing 1 to 30, or 4 to 20 carbon atoms;
• R3 is hydrogen or a hydrocarbyl group containing 1 to 30, or 4 to 20 carbon atoms;
• R4 is hydrogen or a hydrocarbyl group containing 1 to 30, or 4 to 20 carbon atoms;
• and
• Step (2) reacting the product of step (1) with a compound having an abstractable proton or with a hydrocarbyl halide.