Benzoquinone only works in 2C-T-1 because there are methyl groups all over the molecule :-). If you're really desperate, you could try to exploit the differences in reactivity of the thiol group and the hydroxyl groups by first alkylating 2,5-dihydroxythiophenol with 1 equivalent of your alkyl iodide/bromide, then adding 2 equivalents of methyl iodide after an hour or so, and then reflux for a night. Workup as usual, and I would carefully distill the product obtained.
I guess I was too vague in what I was proposing. I figured from the details I gave, the route would be a bit more intuitive that it turned out to be. Here's an example of what I had in mind, illustrated for 2C-T-7:
1) benzoquinone + Na2S2O3 -> sodium thiosulfuric acid S-(2,5-dihydroxy-phenyl ester)
2) sodium thiosulfuric acid S-(2,5-dihydroxy-phenyl ester) + (CH3)2SO4, or CH3I -> Thiosulfuric acid S-(2,5-dimethoxy-phenyl) ester O-methyl ester
3) thiosulfuric acid S-(2,5-dimethoxy-phenyl) ester O-methyl ester + Zn -> 2,5-Dimethoxy-benzenethiol
4) 2,5-dimethoxy-benzenethiol + n-Pr-Br -> 1,4-Dimethoxy-2-propylsulfanyl-benzene
From there, its the standard Vilsmeier-Haak formylation, then Knoevenagel condensation, then reduction.
Note the modification: the hydroquinone is methylayted, but the sulfonate acts as a protecting group, ensuring that the thiol remains unalkylated. Treating the methylated compound afterwards with Zn will cleave the S-S bond, yielding 2,5-dimethoxythiophenol. From there, one may alkylate with whatever alkyl halide, sulfate ester, or tosylate one desires to use.
So, demethylation of the sulfur isn't necessary - just reduce the thiosulfonate substituent after alkylating the -OH groups.