In a medium bowl combine wings, 2 cups water, vinegar, 1/4 cup salt and half the black pepper and red pepper flakes. Let wings sit in brine for at least 1 hour or up to 24 hours in the refrigerator.
Preheat oven to 450F. Remove wings from brine and pat dry on paper towels. Place on a greased baking sheet.
n a small bowl combine remaining salt, black pepper, red pepper flakes, ancho chile and cayenne.
Sprinkle top side of wings with half of spice mixture. Transfer wings to oven and bake for 15 minutes.
Flip wings over and sprinkle second side with remaining spice mixture. Bake for an additional 10 minutes.
Turn the oven to broil for an additional 3 minutes for super crispy wings.