Google says between 1946 and 1952. Small pistol primers. Didn't say if standard or magnum.
Here is inside the sleeve. The dividers are wood.View attachment 822226
I have used a Herter's two die C-press for 40 years. Never used the Winchester primers that the OP has but I have used the old Alcan shotshell primers and wads.
I was given a few thousand of those. I also have a single tray if if rem/peters somewhere, that looks to be from the era of the ops 108s.
I was taking inventory of my powders today and found a can of IMR-4064 with a $9.95 price tag. The H335 that I bought last week was almost $30.I still have a few boxes, or sleeves of primers in wooden trays. I started loading in 1958 and about cry when I remember the prices of components back then. Then I look at my paycheck from back then and don't cry any more. Now I only cry when I watch the legislators assault my hobby.
Somewhere in the archives I have a can that held H240, Hodgden's 2400 substitute that I paid $1.25 for. I can remember getting primers in the late sixties for .$56/100.I was taking inventory of my powders today and found a can of IMR-4064 with a $9.95 price tag. The H335 that I bought last week was almost $30.