Green’s Dictionary of Slang

a blow to the mouth that makes the recipient’s teeth chatter.

1820		‘Peter Corcoran’ ‘Sonnet’ in Fancy 93: I’ve left the Fives-Court rush, – the flash – the rally, / The noise of ‘Go it, Jack,’ – the stop – the blow, / The shout – the chattering hit – the check – the sally.
1822		Sporting Mag. X 147: Ward placed left-handed blows alternately upon the mouth (a chatterer), and under the right eye, which lacerated it, and produced a stream of claret.
1826		Pierce Egan’s Life in London 7 May 534/1533/1: A chattering hit on the right jaw.
1824		Egan Boxiana IV 457: Great science was now evinced [...]; cool and cautious sparring for some few moments, when Paddy let fly a chatterer.