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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 11: 2148 - 2153

DOI: https://doi.org/10.6023/cjoc201204010

Notes

Clarification on the Structure of Cyclization Product of S-2-Acetylphenyl Dimethylthiocarbamate

  • Ge Jun ,
  • Qiu Ya ,
  • Wang Chunli ,
  • Yang Jesse ,
  • Chen Ying
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  • a Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai, China;
    b Intern from Henry M. Gunn High School, Palo Alto, CA USA

Received date: 2012-04-11

  Revised date: 2012-07-24

  Online published: 2012-08-06

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20272010, 30200348, 30873164).

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Abstract

The structure of cyclization product from the reaction of S-2-acetylphenyl dimethylthiocarbamate with NaH in DMF was clarified by 1H NMR, NOE and X-ray. It proved to be a benzo-2H-thiopyran-2-one instead of a benzo-4H- thiopyran-4-one reported in literature. The 1H MNR chemical shift data of seven benzo-2H-thiopyran-2-ones and benzo-4H- thiopyran-4-ones were discussed, which might be useful for distinguishing benzo-2H-thiopyran-2-ones from benzo-4H- thiopyran-4-ones.

Key words： benzo-4H-thiopyran-4-one; benzo-2H-thiopyran-2-one; cyclization; S-2-acetylphenyl dimethylthiocarbamate

Cite this article

Ge Jun , Qiu Ya , Wang Chunli , Yang Jesse , Chen Ying . Clarification on the Structure of Cyclization Product of S-2-Acetylphenyl Dimethylthiocarbamate[J]. Chinese Journal of Organic Chemistry, 2012 , 32(11) : 2148 -2153 . DOI: 10.6023/cjoc201204010

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