It is possible to call external extension for this single SIP extension (250) in the from-internal context while it is in conversation?
exten 250 is the exten that should have the special function key, but the one that could insert the special digit is the other extension in comunication with the 250.
i.e. 250 make a dial with 255, they’re is in conversation, now 255 press 5, exten 9999999 should be dialed in backgound while conversation is still in progress with 250.
I don’t know what is best: directly edit the extension.sip, are there web interface option?
I don’t understand what you’re trying to do - the who’s on and who’s calling is completely unclear.
I’m pretty sure you can do what you are trying to do, I’m just not sure you’re going to be able to get there from this description. Also, there’s at least one problem in your context that would keep it from working, so there’s going to have be some work there.