The film shows the final portion of old Pennsylvania Station being demolished. Peter Kastner roller skates down 7th Avenue, right past the partially demolished 7th Ave. facade while the new Madison Square Garden tower rises in the background.
Real-life husband and wife Rip Torn and Geraldine Page play Mr. and Mrs. Chanticleer in the film. Although they had previously appeared together in Sweet Bird of Youth (1962), this was the only film where they played a married couple.
Coppola was desperate to film on location at the New York Public Library but the library refused because of the scene involving classic pornography locked up in a steel vault. However, Mayor John V. Lindsay was eager to promote the city and prevailed on the Library to change it's mind. This is why Lindsay gets a special thanks credit. The vault scene was eventually filmed on a sound stage.
Francis Ford Coppola got a three year contract as a script writer for Warner-Seven Arts during which time he wrote or rewrote circa 15 screenplays, most of which were never produced. He bought the rights to David Benedictus novel "You're a Big Boy Now" and wrote this screenplay during his spare time, while working on the script for Is Paris Burning. Coppola approached Roger Corman to produce the film, but when Seven-Arts discovered that the screenplay had been written during Francis's time in their employ, they demanded that he would make the film for them or not at all.
In the film, Bernard Chanticleer's landlady, Miss Thing, has a pet rooster that attacks girls who come to visit him. Bernard's last name, Chanticleer, is taken from an old European folk tale about a rooster named Chanticleer who matches wits with Reynard the Fox (as told in "The Nun's Priest's Tale" of Chaucer's "Canterbury Tales").