Domain: Heterocyclic synthesis

When \(\text{N-benzyl-2-iodoaniline}\) (0.3 mmol) is treated with \(\text{potassium sulfide}\) (0.9 mmol) in the presence of \(\text{copper(I) bromide}\) catalyst (20 mol%) and \(\text{tetramethylethylenediamine}\)(40 mol%) in \(\text{N-methyl-2-pyrrolidone}\) (1 mL) under an air atmosphere at 120 \(^\circ\)C for 24 hours, what is the molecular weight of the product?

Grading rubric:
criterion: Correctly identifies the initial coupling product as potassium 2-(benzylamino)benzenethiolate.
weight: 20
criterion: Correctly recognises air (O_2) as enabling single-electron-transfer activation
weight: 10
criterion: Correctly identifies the formation of the intermediate 2-phenyl-2,3-dihydrobenzothiazole before oxidation.
weight: 20
criterion: Correctly interprets CuBr/TMEDA/O_2 as promoting oxidative dehydrogenation. 
weight: 10
criterion: Correctly states the final product specifically as 2-phenylbenzo[d]thiazole.
weight: 20
criterion: Correctly states the molecular Weight of the final product as 211.28 g/mol
weight: 20

Answer:
211.28 g/mol