Azidomethyl phenyl sulfide

Yields are variable [A], but generally good yields were reported for a more recent study using azidomethyl phenyl sulfide, PhSCH2N3 [18]. In the examples where R1 = aryl, the triazenes were easily hydrolysed to the corresponding amines, R NH2. 

Amines (S)-1 -Amino-2-methoxymethyl-1 -pyrrolidine. Azidomethyl phenyl sulfide. Bis(methoxycarbonyl)sulfur diimide. N,N-Bis(trimethylsilyl)rnethoxymethylamine. 

AMINATION Azidomethyl phenyl sulfide. Trimethylsilylmethyl azide. 

Azidomethyl phenyl sulfide, C6H5SCH2N3 (I). Mol. wt. 165.22, b.p. 55-58°/0.23 mm, stable to temperatures of 105°. The reagent is prepared from thioanisole by chlorination (S02C12) and azide displacement (NaN3, Nal) 93% overall yield. 

Azidomethyl phenyl sulfide, 14 Azidotrimethylsilane, 14-15, 113 1/7-Aziridines, 256 Azlactones, 136 Azobenzene, 206 Azo coupling, 306 Azomethines, 157 Azoxybenzene, 206... 

Reaction of ester enolates with trisyl azide and short reaction times at —78° gives the a-azido esters in 50-70% yields 318,413,414 with 4-nitrobenzenesulfonyl azide, the diazo esters are formed almost exclusively.318 Azidomethyl phenyl sulfide and ester enolates give a-amino amides274,275 (Eq. 114),274 but the scope of this reaction has not been determined. 

Phenylthio)methyl azide, (azidomethyl phenyl sulfide), CftHsSCHiNj (1, 10,14). 

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