Reaction of  N,N '‐dimethyl‐2‐nitroethene‐1, 1‐diamine with α,ß‐unsaturated acyl isothiocyanates: Preparation of 1,3‐thiazin‐4‐one and 4‐nitro‐1,2‐thiazol‐5(2 H )‐imine derivatives | Zendy

Trimiño María I. García | Zendy; Cabrera Castro Arturo Macías Hermán Vélez | Zendy; Rosado Pérez Arístides | Zendy; Argilagos Dally Moya | Zendy; Linden Anthony | Zendy; Heimgartner Heinz | Zendy

Premium

Reaction of N,N '‐dimethyl‐2‐nitroethene‐1, 1‐diamine with α,ß‐unsaturated acyl isothiocyanates: Preparation of 1,3‐thiazin‐4‐one and 4‐nitro‐1,2‐thiazol‐5(2 H )‐imine derivatives

Author(s) -

Trimiño María I. García,

Cabrera Castro Arturo Macías Hermán Vélez,

Rosado Pérez Arístides,

Argilagos Dally Moya,

Linden Anthony,

Heimgartner Heinz

Publication year - 1998

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19980810321

Subject(s) - chemistry , diamine , medicinal chemistry , imine , nitro , organic chemistry , catalysis , alkyl

The reaction of N,N '‐dimethyl‐2‐nitroethene‐1,1‐diamine (8) with α,ß‐unsaturated acyl isothiocyanates 9 affords 3,3‐diamino‐2‐nitroacrylthioamides 10 ( Scheme 2 ) in moderate‐to‐good yields. Cyclization of 10 under acidic conditions gives 1,3‐thiazin‐4‐one derivatives of type 11 . Oxidative cyclization of 10 with diethyl azodicaboxylate leads to 4‐nitro‐1,2‐thiazol‐5(2 H )‐imine derivatives 12 .

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research