52131-71-2

Upstream product

• 52131-67-6 3-(2-amino-phenyl)-4-phenyl-3H-thiazol-2-ylideneamine 
• 52131-63-2 2-amino-3-(2-nitro-phenyl)-4-phenyl-thiazolium; bromide 
• 70-11-1 α-bromoacetophenone 
• 95-54-5 1,2-diamino-benzene 
• 74151-60-3 1,2-dihydrobenzo[e][1,2,4]triazine-3(4H)-thione 

Relevant academic research and scientific papers

HETEROCYCLIC SYSTEMS CONTAINING BRIDGEHEAD NITROGEN ATOM. PART XXXVII. REACTION OF MERCAPTO-AS-BENZOTRIAZINES WITH HALOGENOACETIC ACID, ALPHA- HALOGENOKETONES AND ALKYL HALIDES.

Mercapto-as-benzotriazines (IIa,b) obtained by the reaction of corresponding o-phenylenediamines (Ia,b) with thiosemicarbazide, on condensation with halogenoacetic acid, yields benzotriazine-3-thiolacetic acids (IIIa,b) which on treatment with acetic anhydride underwent cyclodehydration to furnish 9H-thiazolo-as-benzotriazin-3(2H)-ones (IVa,b) and not 5H-thiazolo-as-benzotriazin-3(2H)-ones (VIIIa,b) as revealed by NMR spectral data.Similar condensation of IIa,b with alpha-halogenoketones followed by PPA cyclization of the intermediate ketones (Va,b)yields 9H-thiazolo-as-benzotriazines (VIa,b).The reaction of IIa with 1,2-dibromoethane yields 9H-2,3-dihydro-6,7-dimethylthiazolo-as-benzotriazine (VII).Thiazolo-benzotriazine (IV, VI and VII) is a novel and hitherto unknown heterocyclic system and is reported here for the first time.