It could well be late 1800s, or early 1900s. I think you’ll find the wording originally said: “Genuine Richter / Silver Reeds / Made in Germany”, like this one:
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From 1879 onwards, America began to be flooded with German-made harmonicas using the “Richter” name. Some advertised in trade catalogues as “Genuine Richters”, some as “Regular Richters”, and some just as “Richters”. Often they carry no further indication of the actual maker and there were at least four German manufacturers using the name, with probably the first being Joseph Richter, founded in 1828 (although not originally as a harmonica maker). Those sold in Americas as “Genuine Richters” are usually associated with Anton Richter, but some sources say the actual manufacturer may have been Sydel and/or possibly Schunk. The one I’ve pictured was actually made by Gehr Ludwig, and is marked as such on the other side. The first connection of the Richter name to harmonicas seems to have been in the late 1870s (possibly 1879).
“Richter” became almost a generic for German export harmonicas and silver reeds (they were made from “German Silver”, not actual silver). Many of them have no indication of the true maker but carry various logos or fanciful “brand names”. No idea who the two dudes are on yours or who the actual maker might have been. It may not have been marked at all with anything other than a “brand”.
