[Myllena]

Hi,

I have been searching for the reactivity of n-chloroacetyl compounds and especially, could it react with thiol groups?



Will the S able to react somehow?

I am sorry I am a biologist but not very familiar with organic chemistry.

Please help me understand how these two molecules could react together!

Thank you very much.

[kriggy]

I think it could in basic condition react via alkylation of SH group to form
R3-S-CH₂-CO-NR1R2 and HCl

[Myllena]

Oh thank you for this quick answer!

Very helpful!

Many thanks!

[Babcock_Hall]

Bromoacetamides and especially iodoacetamides are very reactive toward nucleophilic attack by sulfur.  I would expect that the chloroacetamides will react more slowly and that the reaction rate will depend upon pH.