Baptiste <[email protected]> added the comment:

Thanks David,

Here is some other tests I ran
Issuing: 
- msg['Reply-To'] = '"foo Research Inc Foofoo BarBar on Summer Special Friday 
050 days (2021-02-31" <[email protected]>'

- msg['Reply-To'] = '"foo Research Inc Foofoo BarBar on Summer Special Friday 
050 days 20210231   " <[email protected]>'

But:
msg['Reply-To'] = '"foo Research Inc Foofoo BarBar on Summer Special Friday 050 
days 20210231  " <[email protected]>'

worked. It looks more related to the length of the name than the character used.

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<https://bugs.python.org/issue44637>
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