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Synthesis of N-Sulfenylimines from Disulfides and Primary Methanamines
Robert Kaw?cki ; JOC,2022,87(11):7514-7520. DOI: 10.1021/acs.joc.2c00415 PubMed ID: 35587955
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Abstract: N-Sulfenylimines (sulfenimines, thiooximes, N-alkylidenesulfenamides) were efficiently synthesized through the reaction of primary amines and disulfides with NBS or bromine. This reaction can be carried out in an open flask at room temperature without the need for any transition-metal-containing additives. The use of thiols instead of disulfides gave similar results. A wide range of amines were reacted with aryl and alkyldisulfides, resulting in the formation of sulfenimines in a yield of 44–99%.
Purchased from AmBeed: 3300-51-4 ; 104-86-9 ; 623-33-6 ; 3959-07-7 ; 27757-85-3 ; 100-32-3 ; 629-19-6 ; 91-00-9 ; 5335-87-5 ; 3731-51-9 ; 6850-57-3 ; 128-08-5 ; 103-19-5 ; 2393-23-9
CAS No. : | 100-32-3 | MDL No. : | MFCD00003573 |
Formula : | C12H8N2O4S2 | Boiling Point : | No data available |
Linear Structure Formula : | O2NC6H4S2C6H4NO2 | InChI Key : | KWGZRLZJBLEVFZ-UHFFFAOYSA-N |
M.W : | 308.33 | Pubchem ID : | 7496 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P201-P202-P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312-P304+P340+P312-P308+P313-P405-P501 | UN#: | |
Hazard Statements: | H302+H312+H332-H351 | Packing Group: | |
GHS Pictogram: |
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