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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 3, 1973 - Issue 1
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Original Articles

The Chlorination of O-Ethyl N-(1-Tosylalkyl)Thiocarbamates and Ethyl N-(1-Tosylalkyl)Dithiocarbamates

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Pages 1-8 | Received 18 Sep 1972, Published online: 06 Dec 2006

References

  • Olijnsma , T. , Engberts , J. B. F. N. and Strating , J. 1970 . Rec. Trav. Chim. , 89 : 897
  • Douglas , I. B. and Osborne , C. E. 1953 . J. Amer. Chem. Soc. , 75 : 4582
  • Kirsanova , J. A. and Derkach , G. J. 1969 . Zh. Organ. Khim. , 5 : 1285
  • Kühle , E. , Anders , B. and Zumach , G. 1967 . Angew. Chem. , 79 : 663
  • Neidlein , R. and Haussmann , W. 1966 . Chem. Ber. , 99 : 239
  • Engberts , J. B. F. N. , Olijnsma , T. and Strating , J. 1966 . Rev. Trav. Chim. , 85 : 1211
  • Bromination of 1a in a heterogeneous mixture of dichloromethane, aqueous sodium hydrogen carbonate and methanol gave methyl N-tosyl-methylcarbamate (3a) in a yield of 90% (compare ref. 1). Carbamoylchloride 2a was characterized chemically by conversion with ethanol into ethyl N-tosylmethylcarbamate (3b)
  • Freedman , B. Fr. . 1.372.971 . 1964 . see Chem. Abstr. 62, 1363 (1965)
  • Olijnsma , T. , Engberts , J. B.F.N. and Strating , J. 1967 . Rec. Trav. Chim. , 86 : 1281 Compare:
  • For a related reaction see ref. 3
  • N-Alkyl- and N-acyldichloroformimides have been described earlier, compare ref. 5
  • S = singlet, d = doublet, t = triplet, q = quartet, m = multiplet
  • Engberts , J. B.F.N. and Strating , J. 1964 . Rec. Tray. Chim. , 83 : 733

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