5-(2-BROMOPHENYL)-1,3,4-OXADIAZOLE-2(3H)-THIONE synthesis
- Product Name:5-(2-BROMOPHENYL)-1,3,4-OXADIAZOLE-2(3H)-THIONE
- CAS Number:161013-20-3
- Molecular formula:C8H5BrN2OS
- Molecular Weight:257.11
61019-30-5
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161013-20-3
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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
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161013-20-3
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161013-20-3
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29418-67-5
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161013-20-3
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161013-20-3
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