34095-53-9Relevant articles and documents
SYNTHESIS OF ALKYL N-CYANO-N-SUBSTITUTED CARBAMATES AND N,N-DISUBSTITUTED CYANAMIDES
Suba, Lydia,Schafer, Tann,Ruminski, Peter G.,D'Amico John J.
, p. 219 - 226 (2007/10/02)
The reaction of S,S' methyl cyanodithioimidocarbonate with potassium hydroxide in alkyl or benzyl alcohol furnished the O-alkyl and benzyl O-potassium cyanoimidocarbonates (1-5).The reaction of the potassium salts (1, 3, or 4) with 10 percent excess of alkyl, allyl or benzyl halides afforded the unknown titled carbamates (6-17).The reaction of 2 with 10 percent excess benzyl bromide or 5 with 10 percent excess methyl iodide gave the same product, N-benzyl-N-methyl cyanamide (18).The reaction of 2 with 10 percent and 55 percent excess allyl bromide afforded N-allyl-N-methyl cyanamide (19) and N,N-diallyl cyanamide (20), respectively.The reaction of 3 with 28 percent excess of allyl iodide furnished N-allyl-N-propyl cyanamide (21). Possible mechanisms and supporting NMR, IR and mass spectra data are discussed.