5-(2-BROMOPHENYL)-1,3,4-OXADIAZOLE-2(3H)-THIONE synthesis

8synthesis methods

Product Name:5-(2-BROMOPHENYL)-1,3,4-OXADIAZOLE-2(3H)-THIONE
CAS Number:161013-20-3
Molecular formula:C8H5BrN2OS
Molecular Weight:257.11

Benzoic acid, 2-bromo-, 2-(dithiocarboxy)hydrazide, potassium salt (1:1)

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5-(2-BROMOPHENYL)-1,3,4-OXADIAZOLE-2(3H)-THIONE

161013-20-3
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$120.00/0.500g

Yield:-

Reaction Conditions:

with hydrogenchloride in water at 0 - 5;

Steps:

General procedure: Compounds 6a-t were synthesized from substituted benzoic acid via six steps according to the literature method as described.^1,2 Various substituted benzoic acids 1a-t were treated with SOCl₂ to give compounds 2a-t, which were reacted with CH₃OH and EtN₃ in CH₂Cl₂ at 0 to afford compounds 3a-t. Compounds 4a-t were prepared by the reaction of compounds 3a-t, hydrazine hydrate in CH₃OH under reflux condition about 5h. Subsequently, compounds 5a-t were obtained by reaction of compounds 4a-t with CS₂ and KOH in CH₃OH. Compounds 6a-t were obtained by the cyclization reaction of compounds 5a-t in the presence of HCl at 0-5°C.

References:

Li, Liangjing;Ding, Hao;Wang, Baogang;Yu, Shichong;Zou, Yan;Chai, Xiaoyun;Wu, Qiuye [Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,# 1,p. 192 - 194] Location in patent:supporting information

610-94-6 Synthesis