39601-58-6

Upstream product

• 49604-61-7 N-methyl-2-(phenylamino)benzamide 
• 23857-21-8 2-methoxy-1-phenyl-2-thioxo-1,2-dihydro-2λ⁵-benzo[d][1,3,2]thiazaphosphinine-4-thione 
• 74-89-5 methylamine 

Downstream Products

• 39601-77-9 C₁₅H₁₄N₂S 
• 39601-77-9 methyl-(1-phenyl-1,2-dihydro-benzo[d][1,3]thiazin-4-ylidene)-amine 

Relevant academic research and scientific papers

Organic Synthesis with N-Heterocyclic Carbenes of Indazole: Synthesis of Benzo(thio)imidates, Benzo[d][1,3]thiazines and Quinazoline-4-thiones

The N-heterocyclic carbenes of indazole, generated by deprotonation of indazolium salts, proved to be versatile starting materials for organic synthesis. They undergo ring-opening reactions to generate ketenimines which readily add thiols thus affording what are, to the best of our knowledge, the first examples of 2-anilinobenzothioimidates. Water converts the ring-opened intermediates into functionalized 2-anilinobenzamides which can be thionated with Lawesson's reagent and subsequently cyclized with formaldehyde and propionaldehyde, respectively, to give benzo[d][1,3]thiazines and quinazoline-4-thiones. The outcome of the cyclization depends upon the thiobenzamide substitution pattern.

HETEROCYCLIC SULFUR COMPOUNDS-CV. 1,2-DIHYDRO-3,1,2λ5-BENZOTHIAZAPHOSPHININE-2,4-DITHIONES - A NEW SYNTHETIC ROUTE TO 2-ARYLAMINO-THIOBENZAMIDES AND TO 2-(2-ARYLAMINOPHENYL)-4,5-DIHYDROTHIAZOLES (OR OXAZOLES)

2-Alkoxy-1-aryl-1,2-dihydro-3,1,2λ5-benzothiazaphosphinine-2,4-dithiones react with a primary or secondary alkylamine and an alcohol giving a 2-arylamino-thiobenzamide and an O,O-dialkyl alkylammonium dithiophosphate.Ethane-1,2-diamine and prop