407609-46-5Relevant articles and documents
Activated sterically strained C=N bond in N-Arylsulfonyl-p-quinonemono-and diimines: IX. Synthesis and reactions of N-Tosyl-2,3,5,6-tetramethyl-1,4-benzoquinonimine
Avdeenko,Yusina,Yagupol'skii
, p. 1124 - 1129 (2001)
N-Tosyl-2,3,5,6-tetramethyl-1,4-benzoquinonimine as the other N-arylsulfonyl-1,4-benzoquinonimines with an activated C=N bond reacts along 1,2-addition path with alcohols and sodium azide and along 1,2-addition-elimination path with aromatic amines. The higher activity of the C=N bond in the N-arylsulfonyl-1,4-benzoquinonimines is not due to the electronic character of the substituent attached to the ring (Cl, CH3) but to steric influence resulting in increase in the bond angle C=N-S.