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Citation: HUANG Jin-Bo, YU Ai-Nong, SUN Bao-Guo, YU Hua, ZHAO Guo-Xiu, YANG Xing-Zhi. Synthesis of (3-Alkylthio) thiophenes[J]. Chinese Journal of Applied Chemistry, ;2007, 24(1): 105-107. shu

Synthesis of (3-Alkylthio) thiophenes

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a College of Chemistry, Hua Zhong Normal University, Wuhan;
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b School of Chemical and Environmental Engineering, Hubei Institute for Nationalities, Enshi 445000;
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c School of Chemical and Environmental Engineering, Beijing Technology and Business University, Beijing;
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d Library, Hubei Institute for Nationalities, Enshi

Corresponding author: YU Ai-Nong,
Received Date: 22 December 2005
Available Online: 26 April 2006
Fund Project: 国家自然科学基金资助项目(20376003) (20376003)

Thiophene reacted with bromine and zinc to produce 3-bromothiophene via substitution and reduction reaction.3-Bromothiophene was treated with n-butyllithium, sulfur powder, and halogenated hydrocarbons in subsequence in dried tetrahydrofuran under 70℃ to produce (3-methylthio)thiophene, (3-ethylthio) thiophene, (3-propylthio) thiophene, (3-butylthio) thiophene, (3-allylthio) thiophene and (3-isopropylthio) thiophene.The reaction time was 1.5 h, 2.5 h, 2.5 h, 3 h, 3 h and 3.5 h, respectively.The yield was 82%, 74%, 71%, 70%, 73% and 49%, respectively.These compounds were confirmed by IR, ¹H MNR, ¹³C NMR and MS.Their flavor was evaluated to have meat flavor.
- (alkylthio)thiophene,
- synthesis,
- basic meaty,
- flavor
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