Home / Publications / Direct conversion of N-ethylamines into functionalised amides by S2Cl2

Direct conversion of N-ethylamines into functionalised amides by S2Cl2

Lidia Sergeevna Konstantinova 1
Lidia Sergeevna Konstantinova
Oleg Alexeevich Rakitin 1
Oleg Alexeevich Rakitin
Charles W Rees 2
Charles W Rees
Published 2001-10-23
CommunicationVolume 11, Issue 5, 167-168
8
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Konstantinova L. S., Rakitin O. A., Rees C. W. Direct conversion of N-ethylamines into functionalised amides by S2Cl2 // Mendeleev Communications. 2001. Vol. 11. No. 5. pp. 167-168.
GOST all authors (up to 50) Copy
Konstantinova L. S., Rakitin O. A., Rees C. W. Direct conversion of N-ethylamines into functionalised amides by S2Cl2 // Mendeleev Communications. 2001. Vol. 11. No. 5. pp. 167-168.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC2001v011n05ABEH001504
UR - https://mendcomm.colab.ws/publications/10.1070/MC2001v011n05ABEH001504
TI - Direct conversion of N-ethylamines into functionalised amides by S2Cl2
T2 - Mendeleev Communications
AU - Konstantinova, Lidia Sergeevna
AU - Rakitin, Oleg Alexeevich
AU - Rees, Charles W
PY - 2001
DA - 2001/10/23
PB - Mendeleev Communications
SP - 167-168
IS - 5
VL - 11
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2001_Konstantinova,
author = {Lidia Sergeevna Konstantinova and Oleg Alexeevich Rakitin and Charles W Rees},
title = {Direct conversion of N-ethylamines into functionalised amides by S2Cl2},
journal = {Mendeleev Communications},
year = {2001},
volume = {11},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2001v011n05ABEH001504},
number = {5},
pages = {167--168},
doi = {10.1070/MC2001v011n05ABEH001504}
}
MLA
Cite this
MLA Copy
Konstantinova, Lidia Sergeevna, et al. “Direct conversion of N-ethylamines into functionalised amides by S2Cl2.” Mendeleev Communications, vol. 11, no. 5, Oct. 2001, pp. 167-168. https://mendcomm.colab.ws/publications/10.1070/MC2001v011n05ABEH001504.

Abstract

Hünig's base 1 is known to react extensively with S2Cl2 to give monocyclic, bicyclic and fused tricyclic 1,2-dithioles with the N-ethyl group intact, but with S2Cl2 and DABCO in chloroform at 0 °C 1 is converted into dichloroacetamide 2 by selective reaction of the N-ethyl group in a new one-pot transformation; ethyl-substituted derivatives of 1, diethylisopropylamine 17 and triethylamine react similarly though the last, less bulky, amine also gives trichloroacetamide 20.

References

1.
Conversion of W-alkyldiisopropylàmines into yV,/V-bis(5-chloro-3-oxo[1,2]dithiol-4-yl)amines
Barriga S., Konstantinova L.S., Marcos C.F., Rakitin O.A., Rees C.W., Torroba T., White A.J., Williams D.J.
Journal of the Chemical Society Perkin Transactions 1, 1999
2.
From Hünig's Base to Bis([1,2]dithiolo)- [1,4]thiazines in One Pot: The Fast Route to Highly Sulfurated Heterocycles
Rees C.W., Marcos C.F., Polo C., Torroba T., Rakitin O.A.
Angewandte Chemie International Edition in English, 1997
3.
Selective Syntheses of Bis[1,2]dithiolo[1,4]thiazines and Bis[1,2]dithiolopyrroles from Hünig's Base
Rees C.W., White A.J., Williams D.J., Rakitin O.A., Marcos C.F., Polo C., Torroba T.
Journal of Organic Chemistry, 1998
4.
Tertiary amine-S2Cl2 chemistry: Interception of reaction intermediates
Marcos C.F., Torroba T., Rakitin O.A., Souvorova L.I., Rees C.W., White A.J., Williams D.J.
Chemical Communications, 1998
5.
Synthesis of bis[1,2]dithiolo[1,4]thiazines and a [1,2]dithiolo[1,4]thiazine from tertiary diisopropylamines
Rees C.W., White A.J., Williams D.J., Rakitin O.A., Konstantinova L.S., Marcos C.F., Torroba T.
Journal of Organic Chemistry, 1999
6.
Bis[1,2]dithiolo[3,4-b][4',3'-e][1,4]thiazine-3,5-dione, a planar 1,4-thiazine
Marcos C.F., Torroba T., Rakitin O.A., Rees C.W., White A.J., Williams D.J.
Chemical Communications, 1999
7.
Synthesis of N-unsubstituted bis[1,2]dithiolo[1,4]thiazines and bis[1,2]dithiolopyrroles
Konstantinova L.S., Obruchnikova N.V., Rakitin O.A., Rees C.W., Torroba T.
Journal of the Chemical Society Perkin Transactions 1, 2000
8.
Konstantinova L.S., Rakitin O.A., Rees C.W.
Mendeleev Communications, 2001
9.
1,2-Dithiole-3-thiones and 1,2-Dithiol-3-ones
Pedersen C.T.
Advances in Heterocyclic Chemistry, 1982
11.
Organic Fungicides. III. The Preparation of Some α,α-Dichloroacetamides
Swensen A.D., Weaver W.E.
Journal of the American Chemical Society, 1948
12.
10.1070/MC2001v011n05ABEH001504_bib6
Hansen
Patent Ger. Offen, 1980
13.
Reactions of Phosphorus Compounds. II. A New Type of Oxidizing Agent—Trichloroacetamides
Speziale A.J., Freeman R.C.
Journal of the American Chemical Society, 1960
14.
10.1070/MC2001v011n05ABEH001504_bib8
Speziale
1973
15.
Chemistry of .alpha.,.alpha.-dichlorosulfenyl chlorides
Phillips W.G., Ratts K.W.
Journal of Organic Chemistry, 1972