How can I attach an azide group (N3) to a methoxy group (CH3O). What are the experimental conditions needed - say temperature, atmosphere, pH etc? Any suggestions would be of great help.
This is not common reaction and I don't think it makes sense. And you did't give a detailed chemical structures. It's impossible to give your the information you want. Free radial substitution on CH3 seems the only way for chlorination. Then you may use NaN3 and Cl-CH3-O to test, they might react. I remembered NaN3 could explode. Be careful!
Okay. Sorry for the incomplete details. I have mPEG-SH (Thiol functionalized methoxyl polyethylene glycol) to which I have to attach the Cyanine7 azide dye. I thought this is possible when the methoxy group reacts with the azide group.
I found Azido PEG Thiol. This might be what you want. But I don't think it's made from mPEG-SH. I didn't check Scifinder, but it should be HO-PEG-SH to Cl-PEG-SH and then reacts with NaN3 to Azido PEG Thiol. CH3-O group is pretty stable and hard to react.