Question

CH (d) Br + se. Starting with agent used to trea tions in veterinary to give you the ger each requires a with aniline, propose a synthesis of aklomide, an d to treat certain exotic fungal and protozoal infec- veterinary medicine. Several intermediates are shown you the general route. Fill in the blanks that remain: quires as many as three sequential reactions. (Hint: Re- he oxidation of amino- to nitroarenes in Section 16-5.) 54. A very efficient shorts was reported in 2006. through (d). Refer to HO NH, NHA NO, -CHO Но TY CI Br Br CH: NO Sections 19-9, 20-3 CH CN CONH Aklomide CH3CO Explain the mechanism of the following synthetic transfor- mation. (Hint: Two equivalents of butyllithium are used.)
show steps please thx

Answer 1

THz Colo NH-COCH₂ NHCOCH3 Holon- Alana tha py Bralfer Bromination deprotection ke bath Protection (Deactivation) Bia3 otisation | Hofy BE NO NO2 NO2 NaNO2 fechy H₂o/Ht NOCN a chlorination Partial hydrolysis cN C ) nieleniu uc substitution

Aniline is a highly active compound so to decrease its activity it needs to be protected by converting NH2 group into amide. then we carry out bromination to form para bromo product. After reaction amide group is removed by hydrolysis. then we do carry out diazotization reaction followed by addition of HBF4 and NaNO2 to form nitro product which undergoes chlorination followed by Nucleophilic substitution and partial hydrolysis to form the desired amide.