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In chat, almost everything works as a reply to a specific message, including oneboxes. The only thing that doesn't seem to work as a reply is an uploaded image. Even if I hit the reply button before uploading the image, it will always be posted like an empty message.
Curiously, even if I post an image that has already been uploaded, as a link, such that it oneboxes, I can do so as a reply. Apart from the little reply-arrow, this even looks identical to a freshly uploaded image (and I suspect that behind the scenes, uploading actually does just generate a onebox to the uploaded image's link).
So I guess I can currently work around this, by uploading the image first (e.g. by inserting it into a post on main which I then never submit), and then posting the link as a reply, but that seems rather like a rather annoying workflow.
So would it be possible, to take replies into account when uploading images, too?