On January 1, 2021, Nash Inc. granted stock options to officers and key employees for the purchase of22,000shares of the company's $10par common stock at $24per share. The options were exercisable within a 5-year period beginning January 1, 2023, by grantees still in the employ of the company, and expiring December 31, 2027. The service period for this award is 2 years. Assume that the fair value option-pricing model determines total compensation expense to be $333,000.

On April 1, 2022,2,200options were terminated when the employees resigned from the company. The market price of the common stock was $33per share on this date.

On March 31, 2023,13,200options were exercised when the market price of the common stock was $41per share.

Prepare journal entries to record issuance of the stock options, termination of the stock options, exercise of the stock options, and charges to compensation expense, for the years ended December 31, 2021, 2022, and 2023.