It's because Gadget's clueless to everything around him. He mistakens good, innocent people (including the disguised Brain) as MAD agents and mistakens MAD agents as good, innocent people.
That's a nice way to put it. I prefer to say that Gadget's clueless and just plain stupid. How he never recognizes a dog in a disguise, I'll never know. I remember seeing Brain wear nothing but a different shirt, then once a shirt with a hat and Gadget still didn't recognize him. It's sad.
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