Answer:
I attached the answer as an image. I also drew in the two most acidic hydrogens.
Explanation:
This goes through the 'benzyne' intermediate, meaning it does an E2-looking reaction by expelling a leaving group (chloride) from the adjacent part of the ring using the amide as a strong base. The triple-bonded benzyne has absurd bond angle strain, and is vulnerable to a good nucleophile like an amide ion, and the resultant sp2 anion is then reprotonated by the acid. I didn't draw in the acid-base reaction in step one, or the spectator ion (sodium).
Answer:

Explanation:
Hello!
In this case, since the given reaction is:

Whereas the equilibrium constant is:
![K=\frac{[C][D]^{5/2}}{[A][B]^2} =4.0](https://tex.z-dn.net/?f=K%3D%5Cfrac%7B%5BC%5D%5BD%5D%5E%7B5%2F2%7D%7D%7B%5BA%5D%5BB%5D%5E2%7D%20%3D4.0)
However, the new target reaction reverses and doubles the initial reaction to obtain:

Whereas the equilibrium constant is:
![K'=\frac{[A]^2[B]^4}{[C]^2[D]^5}](https://tex.z-dn.net/?f=K%27%3D%5Cfrac%7B%5BA%5D%5E2%5BB%5D%5E4%7D%7B%5BC%5D%5E2%5BD%5D%5E5%7D)
Which suggest the following relationship between the equilibrium constants:

So we plug in to obtain:

Best regards!
HCH bond angle is ~110 degrees.